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Alcohols, Phenols and Ethers · Question 45

AIPMT 2006MCQEasy📈 Topic in 12% papers+4−1
1

The major organic product in the reaction is CH3-O-CH(CH3)2 + HI products

  1. CH3I + (CH3)2CHOH
  2. CH3OH + (CH3)2CHI
  3. ICH2OCH(CH3)2
  4. CH3O I |C(CH3)2

Answer

(1) CH3I + (CH3)2CHOH

Solution

As per NCERT, in the cleavage of a mixed ether having a methyl group and a primary or secondary alkyl group by HI, the halide ion attacks the less hindered methyl group by SN2 mechanism.

Step 1: CH3-O-CH(CH3)2 + HI CH3- H |O -CH(CH3)2 + I

Step 2: I- attacks the methyl carbon (least crowded):

I + CH3- H |O -CH(CH3)2 CH3I + (CH3)2CHOH

∴ The products are iodomethane and propan-2-ol.

Answer: (1)

AIPMT 2006

Keep practising — Alcohols, Phenols and Ethers

2

Which one of the following compounds is most acidic?

  1. Cl-CH2-CH2-OH
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2005
3

The -OH group of an alcohol or the -COOH group of a carboxylic acid can be replaced by -Cl using

  1. phosphorus pentachloride
  2. hypochlorous acid
  3. chlorine
  4. hydrochloric acid
AIPMT 2004
4

Which one of the following will not form a yellow precipitate on heating with an alkaline solution of iodine?

  1. CH3CH(OH)CH3
  2. CH3CH2CH(OH)CH3
  3. CH3OH
  4. CH3CH2OH
AIPMT 2004
5

Which one of the following can be oxidised to the corresponding carbonyl compound?

  1. 2-Hydroxypropane
  2. ortho-Nitrophenol
  3. Phenol
  4. 2-Methyl-2-hydroxypropane
AIPMT 2004
6

In a set of the given reactions, acetic acid yielded a product C. CH3COOH + PCl5 A [Anh. AlCl3]C6H6 B [ether]C2H5MgBr C Product C would be

  1. CH3CH(OH)C2H5
  2. CH3COC6H5
  3. CH3CH(OH)C6H5
  4. CH3- C2H5 |C(OH)C6H5
AIPMT 2003
7

n-Propyl alcohol and isopropyl alcohol can be chemically distinguished by which reagent?

  1. PCl5
  2. reduction
  3. oxidation with potassium dichromate
  4. ozonolysis
AIPMT 2002
8

When phenol is treated with CHCl3 and NaOH, the product formed is

  1. benzaldehyde
  2. salicylaldehyde
  3. salicylic acid
  4. benzoic acid
AIPMT 2002
9

In preparation of alkene from alcohol using Al2O3 which is the effective factor ?

  1. Porosity of Al2O3
  2. Temperature
  3. Concentration
  4. Surface area of Al2O3
AIPMT 2001
10

Which of the following is correct?

  1. On reduction, any aldehyde gives secondary alcohol.
  2. Reaction of vegetable oil with H2SO4 gives glycerine
  3. Alcoholic iodine with NaOH gives iodoform.
  4. Sucrose on reaction with NaCl gives invert sugar.
AIPMT 2001
11

Which reagent converts propene to 1-propanol ?

  1. H2O, H2SO4
  2. B2H6, H2O2, OH-
  3. Hg(OAc)2, NaBH4/H2O
  4. Aq. KOH
AIPMT 2000

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