Chemistry : Alcohols, Phenols and Ethers

Reaction of butanone with methylmagnesium bromide following by hydrolysis gives

• 2-methyl-2-butanol

• 2-butanol

• 3-methyl-2-butanol

• 2, 2-dimethyl-1- butanol

The dihalogen derivative 'X' of a hydrocarbon with three carbon atoms reacts with alcoholic KOH and produces another hydrocarbon which forms a red precipitate with ammoniacal Cu₂Cl₂. 'X' gives an aldehyde on reaction with aqueous KOH. The compound 'X' is

• 1,3-dichloropropane

• 1,2-dichloropropane

• 2,2-dichloropropane

• 1,1-dichloropropane

An organic compound 'X with molecular formula, C₇H₈O is insoluble in aqueous NaHCO₃, but dissolves in NaOH. When treated with bromine water 'X' rapidly gives 'Y, C₇H₅OBr₃. The compounds 'X' and 'Y' respectively, are

• benzyl alcohol and 2,4,6-tribromo-3-methoxy benzene

• m-cresol and 2,4,6-tribromo-3-methyl phenol

• benzyl alcohol and 2,4,6-tribromo-3-methyl phenol

• o-cresol and 3,4,5-tribromo-2-methyl phenol

The products obtained when benzyl phenyl ether is heated with HI in the mole ratio 1 : 1 are

1.phenol 

2. benzyl alcohol

3. benzyl iodide

4. iodobenzene

• 1 and 3 only

• 3 and 4 only

• 1 and 4 only

• 2 and 4 only

A compound 'A' having the molecular formula C₅H₁₂O, on oxidation gives a compound 'B' with molecular formula C₅H₁₀O. Compound 'B' gave a 2, 4-dinitrophenylhydrazine derivative but did not answer haloform test or silver mirror test. The structure of compound 'A' is 

• CH₃-CH₂-CH₂-CH₂-CH₂-OH

• CH₃-CH₂-CH₂$\underset{\mathrm{OH}}{\underset{|}{\mathrm{C}}}$H-CH₃

• CH₃-CH₂-$\underset{\mathrm{OH}}{\underset{|}{\mathrm{C}}}$H-CH₂-CH₃

• CH₃-CH₂-$\underset{{\mathrm{CH}}_3}{\underset{|}{\mathrm{C}}}$H-CH₂-OH

Under which one of the following conditions, does the reaction

CH ≡ CH + CH₃OH $\stackrel{?}{\to }$ CH₃O-CH=CH₂ take place?

• NH₄OH/ 80°C

• conc. H₂SO₄ / 160°C

• CH₃OK/ 160- 200°C

• Dilute HCl/ THF, 80°C

Identify the product/s in the following reaction

3CH₃CH = CH₂ $\stackrel{{\mathrm{BH}}_3}{\to }$ X $\stackrel{{\mathrm{H}}_2{\mathrm{O}}_2/ {\mathrm{OH}}^{-}}{\to }$ Product/s + H₃BO₃

• CH₃CH₂CH₂OH

• CH₃CHOCH₃

• CH₃CH₂CHO

• CH₃CH₂OH + CH₃OH

Crown ethers are named as X-crown-Y. In the following crown ether, X and Y are respectively

• 6 and 12

• 18 and 6

• 24 and 6

• 6 and 24

The most suitable reagent for the conversion of primary alcohol into aldehyde with the same number of carbon is

• acidified K₂Cr₂O₇

• acidified KMnO₄

• alkaline KMnO₄

• pyridinium chlorochromate

Which of the following reacts fastest with a mixture of anhydrous ZnCl₂ and conc. HCl ?

• Trimethyl carbonyl

• Ethanol

• Propanol

• Methanol