Starting from appropriate alkyl halide and aldehyde/ketone.

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asked Mar 19, 2018 in Chemistry by paayal (26,720 points) 4 6 11
edited Mar 19, 2018 by paayal

Starting from appropriate alkyl halide and aldehyde/ketone, suggest synthesis of following alcohols. Wherever possible suggest more than one combinations.

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answered Mar 19, 2018 by sanjaydas (61,430 points) 5 7 7
selected Mar 24, 2018 by Vikash Kumar
 
Best answer

i. Isobutyl alcohol can be prepared as follows:
a. Isobutyl bromide, on heating with dilute KOH, gives isobutyl alcohol.

b. Isobutyl alcohol is prepared by hydrogenation of isobutyraldehyde using nickel as a catalyst at 413 K.

c. Isobutyl alcohol is prepared by reduction of isobutyraldehyde using sodium amalgam in water.

b. Neopentyl alcohol is prepared by hydrogenation of 2,2 dimethylpropanal using nickel as a catalyst at 413 K.

c. Neopentyl alcohol is prepared by reduction of 2,2-dimethylpropanal using sodium amalgam in water.

iii. Pentan-2-ol can be prepared as follows:
a. 2-Bromopentane on heating with aqueous potassium hydroxide gives pentan-2-ol.

iv. 3-Methylpentan-3-ol can be prepared as follows: a. 3-Bromo-3-methylpentane on heating with aqueous KOH gives 3-Methylpentan-3-ol.

b. Diethyl ketone, on treatment with methyl magnesium iodide, forms complex, which on acid hydrolysis gives 3-Methylpentan-3-ol.

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