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Published on: 04/12/2019
Alcohols , Phenols and Ethers
Download CBSE Class 12th Standard CBSE Chemistry question papers, sample papers, important questions, and previous year solved papers in PDF format. Get free study materials, NCERT solutions, and exam preparation resources for Class 12th Standard CBSE Chemistry
Questions + Answers key
Take MCQ Chemistry Test

1.
Explain why alcohols do not react with NaBr but H2SO4 is added they form alkyl bromides.
2.
How is 1-propoxypropane synthesised from propan-1-ol? Write mechanism of this reaction.
3.
How are the following conversions carried out? (Write the reactions and conditions in each case):
(i) Ethanol to 2-propanol
(ii) Phenol to Acetophenone
4.
The treatment of alkyl chlorides with aq KOH leads to the formation of alcohols but in presence of alcoholic KOH, alkenes are the major products. Explain.
5.
How is tert-butyl alcohol obtained from acetone?
6.
How would you convert the following:
(i) Phenol to benzoquinone
(ii) Propanone to 2-methylpropan-2-ol
(iii) Propene to propan-2-ol
7.
From amongst the following alcohols, the one that would react fastest with Conc.HCl and anhydrous ZnCl2, is
2-methylpropanol
1-butanol
2-butanol
2-methylpropan-2-ol
8.
Cyclohexene is best prepared from cyclohexanol by which of the following reagents:
Conc.H3PO4
Conc.HCl/ZnCl2
Conc.HCl
Conc.HBr
9.
Among the alkenes which one produces tertiary butyl alcohol on hydration?
CH3CH2CH = CH2
CH3CH = CHCH3
(CH3)2C = CH2
CH3CH = CH2
10.
Phenol reacts with bromine in CS2 to give
o-bromophenol
m-bromophenol
o-and p-bromophenol
2, 4, 6-tribromophenol
11.
Which of the following will produce only one product on reduction with LiAIH4?
CH3OCOCH2CH3
CH3CH2OCOCH2CH3
CH3CH2OCOCH3
CH3CH2OCOCH2CH2CH3
12.
A teacher ordered ethanol for laboratory. She preferred denatured alcohol over absolute alcohol.
(i) Give reason for the decision taken by the teacher.
(ii) What value was kept in mind while taking the decision?
13.
An organic compound (A) on treatment with CHCl3 and KOH gives two compounds B and C.Both B and C give the same product (D) when distilled with zinc dust.Oxidation of D gives E having molecular formula C7H6O2.The sodium salt of E on heating with soda-lime gives F which may also be obtained by distilling A with zinc dust.Identify A to F
14.
2,2-Dimethyloxirane can be cleaved by acid (H+).Write its mechanism.
1.
OH- being a strong base is a bad leaving group. When H2SO4 is added, protonation of alcohol occurs i.e -OH is converted into \(-\stackrel{+}{\mathrm{O}} \mathrm{H}_{2}\)
2.

3.

4.
In aq. solution, KOH is almost completely ionised to give OH- ions which being a strong nucleophile brings about a substitution reaction to form alcohols. Further in aq. solution, OH- ions are highly solvated (hydrated).
This solution reduces the basic character of OH- ions which fail to abstract a hydrogen from the -carbon of the alkyl halide to form an alkene.
However an alcoholic solution of KOH contains alkoxide (RO-) ions which being a much stronger base than OH- ions preferentially abstracts a hydrogen from the carbon of the alkyl halide to form alkene.
5.
(a) This is because pcc is a mild oxidising agent and can oxide methanol to methanal only while KMnO4 being strong oxidising agent oxidises it to methanoic acid.
(b) Because esterification rxn is reversible and presence of base (pyridine) neutralises HCl produced during reaction thus promoting forward reaction.
6.
(i) Phenol to benzoquinone.
(ii) Propanone to 2-Methylpropan-2-ol.
(iii) Propene to propan-2-ol.
7.
(c)
2-butanol
8.
(a)
Conc.H3PO4
9.
(c)
(CH3)2C = CH2
10.
(c)
o-and p-bromophenol
11.
(c), esters having the same number of carbon atoms in the alkyl and acyl group, i.e., CH3CH2 and COCH3 group in CH3CH2OCOCH3.
12.
(i) Teacher preferred denatured alcohol over absolute alcohol as it would be unfit for drinking. As commercial alcohol is mixed with copper sulphate to give it a colour and pyridine to give a foul smell, which makes absolute alcohol unfit for drinking and called as denatured alcohol.
(ii) As the teacher was ordering ethanol for school laboratory, maintaining discipline, repsonsible behaviour and social obligation were values kept in her mind, while taking decision.
13.
(i) Since compound (A) on treatment with CHCI3 and KOH (i.e., Reimer-Tiemann reaction), gives two products Band C, therefore, A must be phenol and Band C must be o-hydroxybenzaldehyde and P: hydroxybenzaldehyde respectively or vice-versa.
(ii) Since both Band C on distillation with Zn dust give the same compound (D), therefore, D must be benzaldehyde.
(iii) Since oxidation of D gives E with M.F. C7R602, therefore, E must be benzoic acid.
(iv) Since sodium salt of E, i.e.benzoic acid upon heating with soda-lime gives compound (F), therefore.
(F) must be benzene. Zn dust distillation of A would also give benzene (F).
14.
In the acidic medium, the oxygen atom of the oxirane ring gets protonated. The presence of positive charge on the oxygen atom weakens the C-O bond more on the side of C2 since the partial positive charge created on C2 will be stabilized by the + I- effect of the two CH3 groups in the transition state (T.S.). Consequently, the attack of the nucleophile, i.e., H2O preferentially ocurson C2 yielding 2-methyl propane- 1, 2-diol.
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