CBSE Class 12 Chemistry Alcohols Phenols And Ethers Notes Set B

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Revision Notes for Class 12 Chemistry Unit 11 Alcohols, Phenols and Ethers

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Unit 11 Alcohols, Phenols and Ethers Notes Class 12 Chemistry

ALCOHOLS, PHENOLS AND ETHERS

IMPORTANT QUESTIONS

1. Alcohols are comparatively more soluble in water than the hydrocarbons of comparable molecular masses? Explain?
Alcohols can form hydrogen bonds with water and therefore these are soluble whereas hydrocarbon cannot form H-bonding and therefore are insoluble in water.

2. Explain why is orthonitrophenol more acidic than orthomethoxy phenol?
The nitro- is an electron withdrawing group .the presence of this group in the ortho position decreases the electron density .As a result, it is easier to lose a proton. Also the orthonitrophenoxide ion formed is stabilized by the resonance. Hence, ortho nitrophenol is a stronger acid On the other hand, methoxy group is an electron-releasing group. Thus, it increases the electron density. Therefore proton cannot be given out easily. So, ortho nitrophenol more acidic than orthomethoxy phenol.

3. Why lower alcohols soluble in water but higher alcohol not?
Due to the formation H-Bonds lower alcohol are soluble in water. Higher alcohol are less soluble due to the resence of higher alcohols.

4. Why phenols have higher boiling point than arenes?
Due to H-Bonding.

5. Prepare phenol from Diazonium salts?

class_12_chemistry_concept_6

6.How will you distinguish between primary, secondary and tertiary alcohols?
When primary, secondary, tertiary alcohols are treated with Lucas reagent at room temperature, then 

(i) If turbidity appears immediately, alcohols is tertiary

(ii) If turbidity appears in 5 minutes, alcohols is secondary

(iii) If no reaction, alcohols are primary.
(Lucas reagent is conc.HCl +anhydrous zinc chloride)

7. Phenol is acidic in nature.
Phenol is acidic in nature because:
a) phenol , due to resonance, the positive charge rests on oxygen making the shared pair of electrons more towards oxygen and hydrogen as H+

b) The carbon attached to OH is SP2 hybridize and is more electronegative, this decreases the electron density on oxygen, increasing the polarity of O-H bond and ionization of phenol.

c) The phenoxide ion formed by loss of H+ is more resonance stabilized than phenol itself.

8. Diethyl ether does not react with sodium. Explain.
Diethyl ether does not contain any active hydrogen.

9. Write the reaction showing formation of aspirin?

class_12-chemistry_concept_7

10. What is the main product obtained when vapors of t-butyl alcohol are passed over Copper at 300°C ?
Ans. It undergoes dehydration to form 2- Methylpropene.

11. Phenol has smaller dipole moment than methanol. Why?
Ans. Due to the electron withdrawing effect of phenyl group present in contrast to the electron releasing group present in alcohols.

12. Why are Grignard reagents soluble in ether but not in benzene?
Ans. Because being polar nature of both ether as well as of Grignard reagents ,but benzene is non polar solvent . 

13. (A) Write the mechanism of acid-catalysed dehydration of ethanol to yield ethene. 
 
The mechanism of acid dehydration of ethanol to yield ethene involves the following three steps: 
Step 1: 
Protonation of ethanol to form ethyl oxonium ion:
CBSE Class 12 Chemistry-Alcohol, Phenol & Ether 1

 

Step 2: 
Formation of carbocation (rate determining step):
CBSE Class 12 Chemistry-Alcohol, Phenol & Ether 2

 

Step 3: 
Elimination of a proton to form ethene:
CBSE Class 12 Chemistry-Alcohol, Phenol & Ether 3

 

(B)Write the mechanism of hydration of ethene to yield ethanol. 
Answer 
The mechanism of hydration of ethene to form ethanol involves three steps. 
 
Step 1: 
Protonation of ethene to form carbocation by electrophilic attack of H 3 O + :
CBSE Class 12 Chemistry-Alcohol, Phenol & Ether 4

 

Step 2: 
Nucleophilic attack of water on carbocation:
CBSE Class 12 Chemistry-Alcohol, Phenol & Ether 5

 

Step 3: 
Deprotonation to form ethanol:
CBSE Class 12 Chemistry-Alcohol, Phenol & Ether 6
 
14. Arrange the following compounds in the increasing order of acid strength.Propan-1-ol, 2, 4, 6-trinitrophenol, 3-nitrophenol, 3,5-dinitrophenol
Ans. 2, 4, 6-trinitrophenol> 3,5-dinitrophenol>3-nitrophenol>propan-1-ol
 
15. Arrange the following alcohols in the order of increasing reactivity towards Lucas reagent 2-butanol, 1-butanol, 2-methyl-2-propanol
Ans . 1-butanol< 2-butanol< 2-methyl-2-propanol.
 
16. Alcohols acts as weak bases. Why?
Ans. Due to the presence of lone pair of electron on oxygen, alcohol can accept a proton and hence act as a weak Bronsted base.
 
17. Phenols are more acidic than alcohols. Why?
Ans. Due to formation of more stable phenolate ion phenols tend to loose proton easily while in case of alcohols alkoxide ions are not stable.
 
18. How many ether metamers are represented by C4H10O ?
Ans. 3 metamers: diethyl ether, methyl n-propyl ether, methyl isopropyl ether
 
19. Arrange the following in increasing order of basicity:C6H4 (NO2)OH, CH3OH,C6H5OH
Ans. CH3OH < C6H5OH < C6H4 (NO2) OH
 
20. Predict the product when sodium ethoxide and ethyl bromide are heated?
Ans. Diethyl ether
 
21. Name the products obtain when anisole is treated with HI?
Ans. C6H5OCH3+ HI → C6H5OH + CH3I
 
22. Suggest a reason for the large difference in the boiling points of butanol and Butanal, although they have same solubility in water.
Ans. This is due to presence of intermolecular hydrogen bonding in butanol which is absent in butanal.
 
23. Which is stronger acid –Phenol or cresol? Why? 
Ans. Phenol is stronger acid because in cresol, due to the presence of one –CH3 group having +I effect increases electron density on O of –OH group and thus decreasing its acidic strength.

24. Explain the following
(a) Cyclohexanol is more soluble in water than 1-Hexanol. 
(b) Propane 1,3-diol is more soluble in the water than propan-1-ol. 
Ans. (a) this is due to the reason that in Cyclohexanol, due to compact size of hydrocarbon part, it readily forms H-bond with water but in 1-hexanol, this is slightly hindered by the bulky alkyl group 
(b) because in propane-1,3-diol, extent of H- bonding is more than in propane-1-ol due to the presence of two –OH groups.


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Unit 11 Alcohols, Phenols and Ethers CBSE Class 12 Chemistry Notes

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