Check here the Latest detailed Answers and Solutions as per the latest guidelines of Additional Questions - Chapter 12 Basic Concepts of Organic Reactions 11th Chemistry Guide Samacheer Kalvi Solutions - [2024-2025]

Check here the Latest detailed Answers and Solutions as per the latest guidelines of Additional Questions - Chapter 12 Basic Concepts of Organic Reactions 11th Chemistry Guide Samacheer Kalvi Solutions - [2024-2025]

Additional Questions - Chapter 12 Basic Concepts of Organic Reactions 11th Chemistry Guide Samacheer Kalvi Solutions - SaraNextGen [2024-2025]

Updated On May 15, 2024

By SaraNextGen

Additional Questions Solved
I. Choose The Correct Answer.
Question 1.
Statement-I: All the organic molecules contain covalent bonds.
Statement-II: Organic molecules are formed by the mutual sharing of electrons between atoms.
(a) Statement-I and II are correct and statement-II is correct explanation of statement-I.
(b) Statement-I and II are correct but Statement-II is not correct explanation of statement-I.
(c) Statement-I is correct but statement-II is wrong.
(d) Statement-I is wrong but statement-II is correct.
Answer:
(a) Statement-I and II are correct and statement-II is correct explanation of statement-I.
Question 2.
Statement-I : Homolytic cleavage is symmetrical one.
Statement-II : A single covalent bond breaks and each of the bonded atoms retains one electron.
(a) Statement-I and II are correct and statement-II is correct explanation of statement-I.
(b) Statement-I and II are correct but statement-II is not correct explanation of statement-I.
(c) Statement-I is correct but statement-II is wrong.
(d) Statement-I is wrong but statement-II is correct.
Answer:
(a) Statement-I and II are correct and statement-Il is correct explanation of statement-I.

Question 3 .
Which one of the following is an example for free radical initiators?
(a) Benzoyl peroxide
(b) Benzyl alcohol
(c) Benzyl acetate
(d) Benzaldehyde.
Answer:
(a) Benzoyl peroxide.
Question 4.
Which one of the following is correct order of stability of alkyl free radicals?

Answer:

Question 5.
Statement-I: Ileterolytic cleavage is unsymmetrical one.
Statement-II: A covalent bond breaks and one of the bonded atom retains the bond pair of electrons.
(a) Statement-I and II are correct and statement-II is correct explanation of statement-I.
(b) Statement-I and II are correct but statement-II is not correct explanation of statement-I.
(c) Statement-I is correct but statement-II is wrong.
(d) Statement-I is wrong but statement-II is correct
Answer:
(a) Statement-I and II are correct and statement-II is correct explanation of statement-I.
Question 6.
Which of the following is correct order of the stability of carbocations?
(a) ${ }^{+} \mathrm{CH}_3>{ }^{+} \mathrm{CH}_2 \mathrm{CH}_3>{ }^{+} \mathrm{CH}\left(\mathrm{CH}_3\right)_2>{ }^{+} \mathrm{C}\left(\mathrm{CH}_3\right)_3$
(b) ${ }^{+} \mathrm{CH}_2 \mathrm{CH}_3>{ }^{+} \mathrm{CH}_3>+{ }^{+} \mathrm{CH}\left(\mathrm{CH}_3\right)_2>{ }^{+} \mathrm{C}\left(\mathrm{CH}_3\right)_3$
(c) ${ }^{+} \mathrm{C}\left(\mathrm{CH}_3\right)_3>{ }^{+} \mathrm{CH}\left(\mathrm{CH}_3\right)_2>{ }^{+} \mathrm{CH}_2 \mathrm{CH}_3{ }^{-} \mathrm{CH}_3$
(d) ${ }^{+} \mathrm{CH}\left(\mathrm{CH}_3\right)_2>{ }^{+} \mathrm{CH}_3>{ }^{+} \mathrm{CH}_2 \mathrm{CH}_3>{ }^{+} \mathrm{C}\left(\mathrm{CH}_3\right)_3$
Answer:
(c) ${ }^{+} \mathrm{C}\left(\mathrm{CH}_3\right)_3>{ }^{+} \mathrm{CH}\left(\mathrm{CH}_3\right)_2>{ }^{+} \mathrm{CH}_2 \mathrm{CH}_3{ }^{-} \mathrm{CH}_3$
Question 7.
Which one of the following is correct order of the stability of carbanions?
(a) ${ }^{-} \mathrm{C}\left(\mathrm{CH}_3\right)_3>-\mathrm{CH}\left(\mathrm{CH}_3\right)_2>-{ }^{-} \mathrm{CH}_2-\mathrm{CH}_3>-{ }^{-} \mathrm{CH}_3$
(b) ${ }^{-} \mathrm{CH}_3>-{ }^{-} \mathrm{CH}_2-\mathrm{CH}_3>-\mathrm{CH}\left(\mathrm{CH}_3\right)_2>-\mathrm{C}\left(\mathrm{CH}_3\right)_3$
(c) ${ }^{-} \mathrm{CH}\left(\mathrm{CH}_3\right),>{ }^{-} \mathrm{CH}_3>-{ }^{-} \mathrm{CH}_2-\mathrm{CH}_3>-\mathrm{C}\left(\mathrm{CH}_3\right)_3$
(d) ${ }^{-} \mathrm{CH}_2-\mathrm{CH}_3>{ }^{-} \mathrm{CH}\left(\mathrm{CH}_3\right)_2>-\mathrm{CH}_3>-\mathrm{C}\left(\mathrm{CH}_3\right)_3$
Answer:
(b) $\mathrm{CH}_3>\mathrm{CH}_2-\mathrm{CH}_3>\mathrm{CH}\left(\mathrm{CH}_3\right)_2>\mathrm{C}\left(\mathrm{CH}_3\right)_3$

Question 8.
Which one of the following is not electrophile'?
(a) $\mathrm{NH}_3$
(b) $\mathrm{AlCl}_3$
(c) $\mathrm{FeCl}_3$
(d) R-X
Answer:
(a) $\mathrm{NH}_3$
Question 9.
Which one of the following is not nucleophile
(a) $\mathrm{H}_2 \mathrm{O}$
(b) $\mathrm{NH}_3$
(c) $\mathrm{R}-\mathrm{OH}$
(d) $\mathrm{FeCl}_3$
Answer:
(d) $\mathrm{FeCl}_3$
Question 10.
Which one of the following is positively charged electrophiles?
(a) $\mathrm{CO}_2$
(b) $\mathrm{AlCl}_3$
(c) $\mathrm{BF}_3$
(d) $\mathrm{RX}$
Answer:
(d) $\mathrm{RX}$

Question 11.
Which one of the following is nucleophile?
(a) $\mathrm{BF}_3$
(b) $\mathrm{AlCl}_3$
(c) $\mathrm{CO}_2$
(d) R-SH
Answer:
(d) R-SH
Question 12 .
Which one of the following species has tendency to show-I effect?
(a) $-\mathrm{CH}_3$
(b) $-\mathrm{CH}_2-\mathrm{CH}_3$
(c) $-\mathrm{CH}\left(\mathrm{CH}_3\right)_2$
(d) $-\mathrm{C}_6 \mathrm{H}_5$
Answer:
(d) $-\mathrm{C}_6 \mathrm{H}_5$
Question 13.
Which one of the following species has tendency to show $+\mathrm{I}$ effect?
(a) $-\mathrm{NH}_2$
(b) $-\mathrm{Cl}$
(c) $-\mathrm{C}_6 \mathrm{H}_5$
(d) $-\mathrm{CH}_3$
Answer:
(d) $-\mathrm{CH}_3$
Question 14.
Which one of the following has strongest acidic character?
(a) $\mathrm{HCOOH}$
(b) $\mathrm{CH}_3 \mathrm{COOH}$
(c) $\mathrm{CH}_2 \mathrm{ClCOOH}$
(d) $\mathrm{CCl}_3 \mathrm{COOH}$
Answer:
(d) $\mathrm{CCl}_3 \mathrm{COOH}$

Question 15 .
Which one of the following has least acidic character?
(a) $\mathrm{HCOOH}$
(b) $\mathrm{CH}_3 \mathrm{COOH}$
(c) $\mathrm{CH}_2 \mathrm{ClCOOH}$
(d) $\mathrm{CCl}_3 \mathrm{COOH}$
Answer:
(b) $\mathrm{CH}_3 \mathrm{COOH}$
Question 16.
Pick out the correct order of acid strength.
(a) $\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{COOH}>\mathrm{CH}_3 \mathrm{COOH}>\mathrm{CH}_2 \mathrm{CICOOH}$
(b) $\mathrm{CH}_3 \mathrm{COOH}>\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{COOH}>\mathrm{CH}_2 \mathrm{CICOOH}$
(c) $\mathrm{CH}_2 \mathrm{ClCOO}>\mathrm{CH}_3 \mathrm{COOH}>\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{COOH}$
(d) $\mathrm{CH}_2 \mathrm{ClCOOH}>\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{COOH}>\mathrm{CH}_3 \mathrm{COOH}$
Answer:
(c) $\mathrm{CH}_2 \mathrm{ClCOOH}>\mathrm{CH}_3 \mathrm{COOH}>\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{COOH}$
Question 17.
Statement-I: Fluoro acetic acid is stronger acid than acetic acid
Statement-II: Fluorine has high electronegativity and it is facilitate to dissociate the $\mathrm{OH}$ bond easily.
(a) Statement-I and II are correct and statement-II is correct explanation of statement-I.
(b) Statement-I and II are correct but statement-II is not correct explanation of statement-I.
(c) Statement-I is correct but statement-II is wrong.
(d) Statement-I is wrong but statement-Il is correct
Answer:
(a) Statement-I and II are correct and statement-II is correct explanation of statement-I.
Question 18.
Which one of the following is an example for negative mesomeric effect?
(a) $-\mathrm{SH}$
(b) $-\mathrm{SR}$
(c) $-\mathrm{NH}_2$
(d) $-\mathrm{NO}_2$
Answer:
(d) $-\mathrm{NO}_2$

Question 19.
Which one of the following electrophile used for nitration of benzene?
(a) $B r^{\oplus}$
(b) $\mathrm{NO}_2^{\ominus}$
(c) $-\mathrm{NH}_2$
(d) $\mathrm{NO}^{\ominus}$
Answer:
(b) $\mathrm{NO}_2^{\ominus}$
Question 20.
Identify the one which does not come under the organic addition reaction
(a) Hydration
(b) Dehydration
(c) Halogenation
(d) Hydro halogenation
Answer:
(b) Dehydration
Question 21.
Primary alcohols undergo which type of reaction to form alkenes?
(a) Elimination
(b) Oxidation
(c) Reduction
(d) Hydrolysis
Answer:
(a) Elimination
Question 22.

Identify the type of reaction
(a) Addition reaction
(b) Elimination reaction
(c) Reduction reaction
(d) Oxidation reaction
Answer:
(d) Oxidation reaction

II. Match the following:

Answer:
(c) $\quad 2 \quad 3 \quad 4 \quad 1$
III. Fill in the blanks.
Question 1.
The slowest step in the mechanism determines ......................
Answer:
Rate of reaction
Question 2.
Homolytic cleavage occurs under the conditions of ..................
Answer:
High temperature.
Question 3.
During the cleavage of Azobisisobutyronitrile produces species ...................
Answer:
Free radical
Question 4.
The cleavage of $\mathrm{C}-\mathrm{Br}$ bond in tert-butyl bromide leads to formation of ................
Answer:
Carbocation
Question 5.
The cleavage of $\mathrm{C}-\mathrm{H}$ bond in aldehydes Leads to formation of ......................
Answer:
Carbanion
Question 6.
Electron displacement occurring in saturated compounds along a carbon chain is termed as ...............

Question 15 .
Carbonyl compounds especially ketones undergo reduction to form .........
Answer:
Secondary alcohols
Question 16.
Ethane undergo thrombolytic cleavage to form
Answer:
Methyl free radical
IV. Choose the odd one out.
Question 1.
(a) $\mathrm{NH}_3$
(b) $\mathrm{H}_2 \mathrm{O}$
(c) $\mathrm{CN}^{-}$
(d) $\mathrm{RSH}$
Answer:
(c) $\mathrm{CN}^{-}$It is a negatively charged nucleophile whereas others are neutral nucleophiles.
Question 2 .
(a) $\mathrm{CO}_2$
(b) $\mathrm{RX}$
(c) $\mathrm{MCl}_3$
(d) $\mathrm{FeCl}_3$
Answer:
(b) RX. It is a positive charged electrophiles whereas others are neutral clectrophiles.
Question 3 .
(a) $-\mathrm{F}$
(b) $-\mathrm{Cl}$
(c) $-\mathrm{COOH}$
(d) $\mathrm{CH}_3 \mathrm{O}^{-}$
Answer:
(d) $\mathrm{CH}_3 \mathrm{O}^{-}$. It is a group carrying negative charge one electron donating (or) $+\mathrm{I}$ group whereas others are -I group.
Question 4.
(a) $-\mathrm{C}\left(\mathrm{CH}_3\right)_3$
(b) $-\mathrm{COOK}$

(c) $-\mathrm{CH}\left(\mathrm{CH}_3\right)_2$
(d) $-\mathrm{COO}^{-}$
Answer:
(b) $-\mathrm{COOH}$. It has $-\mathrm{I}$ effect whereas other have $+\mathrm{I}$ effect.
Question 5 .
(a) $-\mathrm{OH}$
(b) $-\mathrm{NH}_2$
(c) $-\mathrm{SH}$
(d) $-\mathrm{COOH}$
Answer:
(d) $-\mathrm{COOH}$. It has negative mesomeric effect whereas others have positive mesomeric effect.
V. Choose the correct pair.
Question 1.
(a) Homolytic clevage : carbocation
(b) Homolytic clevage : carbanion
(c) Homolytic clevage : free radicals
(d) Heterolytic clevage : free radicals
Answer:
(c) Homolytic clevage : free radicals
Question 2 .
(a) $+\mathrm{C}\left(\mathrm{CH}_3\right)_3>{ }^{+} \mathrm{CH}\left(\mathrm{CH}_3\right)_2>{ }^{+} \mathrm{CH}_2-\mathrm{CH}_3>{ }^{+} \mathrm{CH}_3$ : Relative stability of carbocations.
(b) $-\mathrm{C}\left(\mathrm{CH}_3\right)_3>{ }^{-} \mathrm{CH}\left(\mathrm{CH}_3\right)_2>{ }^{-} \mathrm{CH}_2-\mathrm{CH}_3>{ }^{-} \mathrm{CH}_3$ : Relative stability of carbanion.
(c) $\mathrm{OH}^{-}, \mathrm{RO}^{-}, \mathrm{RCOO}^{-}:$Neutral nucleophile
(d) $\mathrm{AlCl}_3, \mathrm{BF}_3, \mathrm{FeCl}_3:$ Positively charged nucleophile
Answer:

(a) $+\mathrm{C}\left(\mathrm{CH}_3\right)_3>{ }^{+} \mathrm{CH}\left(\mathrm{CH}_3\right)_2>{ }^{+} \mathrm{CH}_2-\mathrm{CH}_3>{ }^{+} \mathrm{CH}_3$ : Relative stability of carbocations.
Question 3.
(a) $\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}_2 \mathrm{Br}+$ Alcoholic $\mathrm{KOH}$ : Substitution reaction
(b) $\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}_2 \mathrm{Br}+$ Alcoholic $\mathrm{KOH}$ : Elimination reaction
(c) $\mathrm{CH}_3 \mathrm{CHO}+$ Acidic dichromate : Reduction reaction
(d) Benzene $+\mathrm{Pt}+\mathrm{H}_2$ : Oxidation reaction
Answer:
(b) $\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}_2 \mathrm{Br}+$ Alcoholic $\mathrm{KOH}$ : Elimination reaction
VI. Choose the incorrect pair.
Question 1.
(a) - OH,- $\mathrm{SH},-\mathrm{NH}_2$ : Positive mesometic effect
(b) $-\mathrm{NO}_2>\mathrm{CO},-\mathrm{COOH}:$ Negative mesomeric effect
(c) $-\mathrm{F},-\mathrm{Cl},-\mathrm{NO}_2$ : Electron withdrawing group
(d) $-\mathrm{C}\left(\mathrm{CH}_3\right)_3,-\mathrm{CH}\left(\mathrm{CH}_3\right)_3-\mathrm{CH}_2-\mathrm{CH}_3$ : Electron withdrawing group
Answer:
(c) $-\mathrm{F},-\mathrm{Cl},-\mathrm{NO}_2$ : Electron withdrawing group
Question 2.
(a) $\mathrm{NH}_3$ andAmines : Neutral nucleophile
(b) $\mathrm{OH}^{-}$and $\mathrm{RCOO}^{-}$: Negative nucleophile
(c) $\mathrm{RX}$ and $\mathrm{H}_3 \mathrm{O}_3$ : Positive electrophile
(d) $\mathrm{MCl}_3, \mathrm{BF}_3:$ Negative electrophile
Answer:
(d) $\mathrm{AlCl}_3, \mathrm{BF}_3$ : Negative electrophile

Question 3.

Answer:

VII. Assertion and Reason.
Question 1.
Assertion (A) : Neutral molecule $\mathrm{SnCl}_4$ can act as an electrophile.
Reason (R) : it has vaccant ' $d$ ' orbitais which can accommadate the electrons from others.
(a) Both (A) and (R) are correct and (R) is the correct explanation of $(A)$.
(b) Both $(A)$ and $(R)$ are correct but $(R)$ is not the correct explanation of $(A)$.
(c) (A) is correct but (R) is wrong.
(d) (A) is wrong but (R) is correct.
Answer:
(a) Both (A) and (R) are correct and (R) is the correct explanation of (A).
Question 2.
Assertion (A) : The C-C bond in ethane is non-polar while the $\mathrm{C}-\mathrm{C}$ bond in ethyl chloride is polar.
Reason (R) : Chlorine is more electronegative than carbon and hence it attracts the shared pair of electron between C-C in ethyl chloride and it develops a negative charge on $\mathrm{Cl}$ and positive charge on Carbon.
(a) Both (A) and (R) are correct but (R) is not the correct explanation of $(A)$.
(b) Both (A) and (R) are correct and (R) is the correct explanation of $(A)$.
(c) (A) is correct but $(R)$ is wrong.
(d) (A) is wrong but (R) is correct.
Answer:
(b) Both (A) and (R) are correct and (R) is the correct explanation of (A).
Question 3.
Assertion (A): Phenol is more acidic than aliphatic alcohols.
Reason (R): The phenoxide ion is more stabilized than phenol by resonance effect and hence resonance favours ionization of phenol to form $\mathrm{H}$ and shows acidity.
(a) Both (A) and (R) are correct and (R) is the correct explanation of(A).
(b) Both (A) and (R) are correct but (R) is not the correct explanation of $(A)$.
(c) (A) is correct but (R) is wrong.

(d) (A) is wrong but (R) is correct.
Answer:
(a) Both (A) and (R) are correct and (R) is the correct explanation of(A).
Question 4.
Assertion (A): The cut apple turns brown.
Reason (R): Cut apple exposes its cells to atmospheric oxygen and the oxidizes the phenolic compound present in it. Due to this enzymatic browning, the cut apple turns brown.
(a) Both (A) and (R) are correct but (R) is not the correct explanation of (A).
(b) Both (A) and (R) are correct and (R) is the correct explanation of (A).
(c) (A) is correct but (R) is wrong.
(d) (A) is wrong but (R) is correct.
Answer:
(b) Both (A) and (R) are correct and (R) is the correct explanation of (A).
2 Marks Question and Answers
II. Answer briefly.
Question 1.
What are organic reactions?
Answer:
Substrate is an organic molecule reacts with reagent, which may be an organic, inorganic or any agent like heat, photon etc, that brings about the chemical change to form a product, this is known as organic reactions.
Question 2.
What is mechanism of the reaction?
Answer:
In the organic reactions, that series of simple steps which collectively represent the chemical change, from substrate to product, this is called as the mechanism of the reaction. The slowest step in the mechanism determines the overall rate of the reaction.
Question 3.
Mention the types of fission of a covalent bond?
Answer:
There are three types of fission of a covalent bond. They are,
- Homolytic cleavage
- Heterolytic cleavage
Question 4.
Explain the homolytic fission of a covalent bond?
Answer:
- Homolytic cleavage is the process in which a covalent bond breaks symmetrically in such way that each of the bonded atoms retains one electron.
- This type of cleavage occurs under high temperature or in the presence of UV light.
- in a compound containing non-polar covalent bond formed between atoms of similar electronegativity, in such molecules the cleavage of bonds results into free radicals.
- For example, ethane undergo homolytic fission to produce, two methyl free radicals.

Question 5.
What are free radical initiators?
Answer:
The types of reagents that promote homolytic cleavage in substrate are called as free radical initiators. They are short lived and are highly reactive.
Question 6.
Mention any two examples for free radical initiators?
Answer:
Two examples for free radical initiators
- Azobisisobutyronitnie (AIBN)
- Benzoyl peroxide
Question 7.
Explain the heterolytic fission of a covalent bond?
Answer:
- Heterolytic cleavage is the process in which a covalent bond breaks unsymmetrically such that one of the bonded atom retains the bond pair of electron.
- It results in the formation of a cation and an anion of the two bonded atoms the most electronegative.
- For example in tert-butyibromide, the $\mathrm{C}-\mathrm{Br}$ bond is polar as bromine is more electronegative than carbon. Hence the $\mathrm{C}-\mathrm{Br}$ undergoes heterolytic cleavage to form $\mathrm{a}$ terl-butyl carbocation and bromide anion.

Question 8.
What are carbocations?
Answer:
1. Let us consider the heterolytic fission of the bond C-X present in organic molecule. If the atom $\mathrm{X}$ has greater electronegativity than the carbon atom, the former takes away the bonding electron pair and becomes negatively charged while the carbon will lose its electron and thus acquire a positive charge.
2. Such a cationic species carrying a positive charge on carbon are known as carbocation or carhonitim ion.

Question 9.
What are carbanions?
Answer:
Let us consider the heterolytic fission of the bond C-X present in an organic molecule. if the carbon atom has greater electronegativity than the atom $\mathrm{X}$, the former takes away the bonding electron pair and acquires a negative charge. The resulting carbon anion is known as carbanion.

Question 10.
Differentiate the carbocation and carbanion
Answer:
Carbocation:
- In a carbocation carbon bearing positive charge.
- Carbon bearing positive charge has sp2 hybridization.
- It has a planar structure.
- Example:
$
\mathrm{CH}_3^{+}\left(\mathrm{CH}_3\right)_2 \mathrm{C}^{\ominus} \mathrm{H},\left(\mathrm{CH}_3\right)_3 \mathrm{C}^{+} \text {etc. }
$
Carbanion:
- In a carbanion carbon bearing negative charge.
- Carbon bearing negative charge has $\mathrm{sp}^3$ hybridization.
- It has a pyramidal structure.
- Example:
$
\mathrm{CH}_3-\mathrm{C}^{\ominus} \mathrm{H}_2, \mathrm{CH}_3-\mathrm{CHO},\left(\mathrm{CH}_3\right)_2 C^{\ominus} \mathrm{H} \text { etc. }
$
Question 11.
Identify which of the following are electrophiles and nucleophiles?
1. $\mathrm{NH}_3$
2. $\mathrm{AlCl}_3$
3. R-SH
4. $\mathrm{R}-\mathrm{X}$
5. R-O-R
6. $\mathrm{BF}_3$

Answer:

Question 12 .
How will you distinguish between electrophiles and nucleophiles?
Answer:
Electrophiles:
- They are electron deficient.
- They are cations.
- They are lewis acids.
- Accept an electron pair.
- Attack on electron rich sites.
Nucleophites:
- They are electron rich.
- They are anions.
- They are lewis bases.
- Donate an electron pair.
- Attack on electron deficient sites.
Question 13.
What are all the sources for human body that produces free radicals?
Answer:
Sources for human body produces free radicals,
- Human body is exposed to X-rays.
- Cigarette smoke.
- Industrial chemicals.
- Air pollutants.
Question 14.
In what way free radical affect the human body?
Answer:

- Free radicals can disrupt cell membranes.
- Increase the risk of many forms of cancer.
- Damage the interior lining of blood vessels.
- leads to a high risk of heart disease and stroke.
Question 15 .
How to reduce the effect of free radicals?
Answer:
- Use vitamins and minerals to counter the effects of free radicals.
- Fruits contains antioxidants which decrease the effects of free radicals.
Question 16.
Identify which of the following shows $+\mathrm{I}$ and -I effect?
1. $-\mathrm{NO}_2$
2. $-\mathrm{SO}_2 \mathrm{H}$
3. - I
4. $-\mathrm{OH}$
5. $\mathrm{CH}_2 \mathrm{O}-$
6. $\mathrm{CH}_2-$
Answer:

Question 17.
Why chloro acetic acid is stronger acid than acetic acid?
Chioro acetic acid:
Answer:

Chioro acetic acid has $\mathrm{Cl}$-group and it has high electronegativity and shows -I effect. Therefore $\mathrm{Cl}$-atom to faciLitate the dissociation of $\mathrm{O}-\mathrm{H}$ bond very fastly, whereas in the case of acetic acid, has $\mathrm{CH}_3$ group and it shows $+\mathrm{I}$ effect, theretòre dissociation of $\mathrm{O}-\mathrm{H}$ bond will be more difficult. Thus chloro acetic acid is stronger acid than acetic acid.
Question 18.
Explain the positive and negative electromeric effects?
Answer:
1. When an electrophile such as $\mathrm{W}$ approaches an alkene molecule, the $\pi$ electrons are instantaneously shifted to the electrophile and a new bond is formed between carbon and hydrogen. This makes the other carbon electron deficient and hence it acquires a positive charge.

2. When the it electron is transferred towards the attacking reagent, it is called positive lectromeric (+E) effect.

3. Whèn the $t$ electron is transferred away from the attacking reagent it is called negative
electromenc (-E) effect.

For example : The attack of } \mathrm{C} N^{\ominus} \text { on a carbonyl carbon.

Question 19.
Write a short notes on positive mesomeric effect?
Answer:
- Positive mesomeric effect occurs, when the electrons move away from substituent attached to the conjugated system.
- It occurs, if the electron releasing substituents are attached to the conjugated system.
- The attached group has a tendency to release electrons through resonance, these electron releasing groups are usually denoted as $+\mathrm{R}$ or $+\mathrm{M}$ groups
- Examples: -OH, - $\mathrm{SH},-\mathrm{OR},-\mathrm{SR},-\mathrm{NH}_2$ etc.
Question 20 .
Write a short notes on negative mesomeric effect?
Answer:
- Negative mesomeric effect occurs, when the electrons move towards the substituent attached to the conjugated system.
- It occurs if the electron withdrawing substituents are attached to the conjugated system.
The attached group has a tendency to withdraw electrons through resonance, these electron withdrawing groups are usually denoted as $-\mathrm{R}$ or $-\mathrm{M}$ groups.
- Examples:

Question 21.
What are addition reactions? Give an example.
Answer:
All organic compounds having double or triple bond adopt addition reactions in which two substances unite to form a single compound. During the addition reaction the hybridization of the substrate changes as only one bond breaks and two new bonds are formed. Example:

Question 22.
What are elimination reaction? Give an example.
Answer:
In these reactions, two atoms or groups are removed from a molecule without being substituted by other atoms or groups. A new C-C double bond is formed between the carbon atoms to which the eliminated atoms or groups are previously attached. It is always accompanied with change in hybridization.
Example:

Question 23.
What are organic oxidation reactions? Give an example.
Answer:
Most of the oxidation reaction of organic compounds involves gain of oxygen or loss of hydrogen.
Example:

Question 24.
What are organic reduction reactions? Give an example.
Answer:
Most of the reduction reaction of organic compounds involves gain of hydrogen or loss of oxygen.
Example:

Question 25 .
Why cut apple turns a brown colour?
Answer:
- Apples contains an enzyme called polyphenol oxidase (PPO) also known as tyrosinase.
- Cutting an apple exposes its cells to the atmospheric oxygen and oxidizes the phenolic compounds present in apples. This is called the "enzymatic browning" that turns a cut apple brown.
- In addition to apples, enzymatic browning is also evident in bananas, pears, avocados and even potatoes.
Question 26.
What are functional group inter conversions?
Answer:
Organic synthesis involves functional group inter conversions. A particular functional group can be converted into other functional group by reacting it with suitable reagents. For example, the carboxylic acid group $(-\mathrm{COOH})$ present in organic acids can be transformed into $-\mathrm{COCl}$ by treating the acid with $\mathrm{SOCl}_2$ reagent..
Question 27.
How will you convert alcohol into aldehyde?
Answer:
When primary alcohol reacts with acidified potassium dichromate to gives aldehyde.

Question 28.
What happen when nitrile undergoes acid hydrolysis?
Answer:
When alkyl nitrile undergoes acid hydrolysis to give amide, which on further hydrolysis to give carboxylic acid.

Complete the following reactions and identify the products?

(a)

(b)

Answer:

(a)

(b)

Question 30 .
Predict the product for the following reaction.
(i)

(ii)

(iii)

Answer:

(i)

(ii)

(iii)

Question 31.
How will you convert benzene into cyclohexane?
Answer:
Benzene undergo catalytic hydrogenation in presence of platinum to give cyclohexane.

Question 32 .
Complete the reaction and name the product

Answer:

Question 33.
Identify the product and mention the type of organic reaction.
Answer:

This is one of the elimination reaction.
Question 34 .
Complete the following reaction and identify the product.
Answer:

Question 35.
What are substitution reaction?
Answer:
In this reaction an atom or a group of atoms attached to a carbon atom is replaced by a new atom or a group of atoms.

Here, $-\mathrm{Br}$ is replaced by $-\mathrm{OH}$ group.
Question 36.
How will substitution reactions are classified?
Answer:
Substitution reactions can be classified as,
- Nucleophilic substitution reaction.
- Electrophilic substitution reaction.
- Free radical substitution reaction.
Question 37.
Draw the resonance structures for the following compounds?

(a)

(b)

(c)

Answer:

(a)

(b)

(c)

In (a) $O H$ is nucleophile
In (b) $C \stackrel{\ominus}{C}$ is nucleophile
In (c) $\mathrm{CH}_3 \stackrel{\ominus}{\mathrm{CO}}$ is electrophile
Question 39.
Classify the following reactions in one of the reaction type of organic reaction.
Answer:
(a) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{Br}+\mathrm{SH}^{\ominus} \rightarrow \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{SH}+\mathrm{Br}^{\ominus}$
(b) $\left(\mathrm{CH}_3\right)_2 \mathrm{C}=\mathrm{CH}_2+\mathrm{HCI}\left(\mathrm{CH}_3\right)_2 \mathrm{CCl}-\mathrm{CH}_3$
(c) $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{Br}+\mathrm{OH}^{\ominus} \rightarrow \mathrm{CH}_2=\mathrm{CH}_2+\mathrm{H}_2 \mathrm{O}+\mathrm{Br}^{\ominus}$
(a) Nucleophilic substitution reaction.
(b) Electrophilic addition reaction.
(c) Elimination reaction.

Question 40.
Which electron displacement effect explain the following correct orders of acidity of the carboxylic acids?
Answer:
$
\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{COOH}>\left(\mathrm{CH}_3\right)_2 \mathrm{CHCOOH}>\left(\mathrm{CH}_3\right)_3 \mathrm{C} \mathrm{COOH}
$
As the number of alkyl group increases, $+\mathrm{I}$ effect increases and it strengthen the $\mathrm{O}-\mathrm{H}$ bond. i.e., $\mathrm{O}-\mathrm{H}$ bond dissociation is very difficult.

Therefore $+\mathrm{I}$ effect explain the correct orders of acidity of the carboxylic acids.
Question 41.
Which of the two, $\mathrm{NO}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{O}^{\ominus}$ or $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{O}^{\ominus}$ is expected to be more stable and why?
Answer:

(I) is more stable than (II) because $\mathrm{NO}_2$ group has -I effect and hence it tends to disperse the -ve charge on the 0 -atom. In contrast., $\mathrm{CH}_3 \mathrm{CH}$, has $+\mathrm{I}$ effect. It therefore, tends to intensify the -ve charge and hence destabilizes it.
5 Marks Questions and Answers
Question 1.
Explain electron movement in organic reactions.
Answer:
All organic reactions can be understood by following the electron movements.
- Lone pair becomes a bonding pair.
- Bonding pair becomes a lone pair.
- A bond breaks and becomes another bond.
The electron movement depends on the nature of the substrate, reagent and the prevailing conditions.
Type -1
A lone Pair to a bonding pair

Type -2 .
A bonding pair to a lone Pair

Type -3
A bonding pair to an another bonding pair

Question 2.
How does inductive effect influence the reactivity and acidity of carboxylic acids?

Answer:
(a) Reactivity:
- When a highly electronegative atom such as halogen is attached to a carbon then it makes the $\mathrm{C}-\mathrm{X}$ bond polar.
- In such cases the -I effect of halogen facilitates the attack of an incoming nucleophile at the polarized carbon and hence increases the reactivity.

- If a -I group is attacher neared to a carbonyl carbon, it decreases the availability of electron density on the carbonyl carbon and hence increases the rate of the
nucleophilic addition reaction.
(b) Acidity of carboxylic acid:
- When a halogen atom is attached to the carbon which is neared to the carboxylic acid group, its -I effect withdraws the bonded electrons towards itself and makes the ionization of $\mathrm{H}+$ easy.
- The acidity of various chioro acetic acid is in the following order. $\mathrm{Cl}_3 \mathrm{C}-\mathrm{COOH}>$ $\mathrm{Cl}_2 \mathrm{CHCOOH}>\mathrm{ClCH}_2 \mathrm{COOH}$ The strength of the acid increases with increase in the effect of the group attached to the carboxyl group.
- Similarly the following order of acidity in the carboxylic acids is due to the +1 effect of alkyl group. $\left(\mathrm{CH}_3\right)_3 \mathrm{CCOOH}<\left(\mathrm{CH}_3\right)_2 \mathrm{CHCOOH}<\mathrm{CH}_3 \mathrm{COOH}$
Question 3.
Explain the acidic nature of phenol.
Answer:
- Resonance is useful in explaining certain properties such as acidic of phenol.
- The phenoxide ion is more stabilized than phenol by resonance effect.
- The resonance favours ionisation of phenol to form $\mathrm{H}+$ and shows acidity.

phenoxide ion resonance structures.

- The above structures shows that there is a charge separation in the resonance structure of phenol which needs energy whereas there is no such hybrid structures in the case of phenoxide ion. This increases stability accounts for the acidic character of phenol.
Question 4.
How does hyper conjugation effect explain the stability of alkenes?
Answer:
- The relative stability of various classes of carhonium ions may be explained by the number of no bond resonance structures that can be written for them.
- Such structures are arrived by shifting the bonding electrons from an adjacent $\mathrm{C}-\mathrm{H}$ bond to the electron deficient carbon.
- in this way, the positive charge originally on carbon is dispersed to the hydrogen. This manner of electron release by assuming no bond character in the adjacent $\mathrm{C}-\mathrm{H}$ bond is called hyper conjugation or Baker- Nathan effect.
- The greater the hyper conjugation, the greater will be the stability of the compound. The increasing order of stability can be shown as:

- Alkyl group increases in the $\mathrm{C}=\mathrm{C}$ double bond carbon, hyper conjugation increases and stability of that organic compound also increases.
Question 5.
Explain the types of addition reactions?
Answer:
Addition reactions are classified into three types. They are,
1. Electrophi lic addition reaction
2. Nucleoph lije addition reaction
3. Free radical addition reaction
1. Electrophilic addition reaction:
An electrophilic addition reaction can be described as an addition reaction in which a reactant with multiple bonds as in a double or triple bond undergoes has it air bond broken and two new a bond are formed.

2. Nucleophilic addition reaction:
A nucleophilic addition reaction is an addition reaction where a chemical compound with an electron deficient or electrophilic double or triple bond, a it bond, reacts with a nucleophilic which is an electron rich reactant with the disappearance of the double bond and creation of
two new single or a bonds.

3. Free radical addition reaction:
it is an addition reaction in organic chemistry involving free radicals. The addition may occur between a radical and a non radical or between two radicals.

Question 6.
Explain the types of substitution reaction?
Answer:
Substitution reactions are classified into three types. They are,
1. Nucleophilic substitution reaction.
2. Electrophilic substitution reaction.
3. Free radical substitution reaction.
1. Nucleophilic substitution reaction:
A nucleophilic substitution reaction in organic chemistry is a type of reaction where a nucleophilic gets attached to the positive charged atoms or molecules of the other substance. A good example of a nucleophilic substitution reaction is the hydrolysis of alkyl bromide, under the basic conditions where in the nucleophile is nothing but the base $\mathrm{H}$. whereas the leaving group is the $\mathrm{Br}^{\circ}$. The reaction for the following is as give below.

2. Electrophilic substitution reaction:
The electrophilic substitution reaction involves the electrophiles. The electrophilic reactions occur mostly with the aromatic compounds. This types of substitution reaction arc basically defined as those chemical reactions where the electrophile replaces the functional group in a compound but not the hydrogen atom, sometimes hydrogen atom can be also replaced by electrophiles.
For example:

3. Free radical substitution reaction:
Free radical substitution reaction involving free radicals arc a reactive intermediate.
$
\begin{aligned}
& \mathrm{A}-\mathrm{X}+\mathrm{Y} \rightarrow \mathrm{A}-\mathrm{Y}+\mathrm{X} \\
& \mathrm{CH}_4+\mathrm{Cl} \rightarrow \mathrm{CH}+\mathrm{HCl} \\
& \mathrm{CH}_3+\mathrm{Cl} \rightarrow \mathrm{CH}_3 \mathrm{Cl} \text { (methyl chloride) }
\end{aligned}
$
Question 7.
For the following bond cleavages use curved-arrows to show the electron flow and classify each as homolytic or heterolytic fission. Identify reactive intermediate produced as free radical,, carbocation and carbanion?

(a)

(b)

(c)

(d)

Answer:

(a)

(b)

(c)

(d)

Question 8.
An organic compound (A) has a molecular formula $\mathrm{C}_2 \mathrm{H}_6 \mathrm{O}$ it is one of the primary alcohol. A reacts with acidified potassium dichromate to give $\mathrm{B}$. $\mathrm{B}$ on further undergoes to oxidation reaction to give $\mathrm{C}$. $\mathrm{C}$ on reacts with $\mathrm{SOCl}_3$ to give $\mathrm{D}$ which $;$ s chlorinated product. Identify
A,B,C and D, explain with equation.
Answer:
1. $\mathrm{C}_2 \mathrm{H}_6 \mathrm{O}$ is $\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{OH}$ which is a primary alcohol (A)
2. $\mathrm{CH}_3-\mathrm{CH}_2$-OH (A) reacts with $\mathrm{H}^{+} / \mathrm{K}_2 \mathrm{Cr}_2 \mathrm{O}_7$ to give acetaldehyde (B)

3. $\mathrm{CH}_3 \mathrm{CHO}(\mathrm{B})$ which on further oxidation to give acetic acid (C).

4. Acetic acid reacts with $\mathrm{SOCl}_2$ to give acetyl chloride (D).

Question 9.
An organic compound (A) of a molecular formula $\mathrm{C}_2 \mathrm{H}_4$ which is a simple alkene. A reacts with dil $\mathrm{H}_2 \mathrm{SO}_4$ to give $\mathrm{B}$. A again reacts with $\mathrm{Cl}_2$ to give $\mathrm{C}$. Identify $\mathrm{AB}$ and $\mathrm{C}$ and write the equations.
Answer:
1. $\mathrm{C}_2 \mathrm{H}_2$ is $\mathrm{CH}_2=\mathrm{CH}_2$ is a simple alkene. $\mathrm{A}$ is ethylene.
2. Ethylene (A) reacts with dii $\mathrm{H}_2 \mathrm{SO}_4$ to give ethanol (B)