Quiz - Alcohols Synthesis | Alcohols, Ethers, and Epoxides - Synthesis

Organic Chemistry 1 - Quiz - Alcohols Synthesis

1

What is the property of an alcohol?

2

What type of alcohol is 2,3-dimethylbutan-2-ol?

The hydroxy function of 2,3-dimethylbutan-2-ol is on a carbon attached to THREE other carbon atoms ⇒ tertiary alcohol

3

What is the best method to selectivity synthesize butan-1-ol?

Alcohols can be synthesized by SN reactions from haloalkanes. To avoid competition between SN and E reactions, the halogen atom must be replaced by a better leaving group:

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4

Which of the following will convert butan-2-ol to a ketone?

​​​​Carbonyls are formed by oxidation of alcohols using Na2Cr2O7 or PCC

5

Which of the following reagents is best for converting propanal to an alcohol?

Alcohols can be synthesized by reduction of carbonyls using H- donors (NaBH4 or LiAlH4). LiAlH4 is by far the more reactive of the 2 compounds ⇒ NaBH4 is generally preferred for the oxydation of primary alcohol to avoid any degradation of the compound

6

Which of the following will convert 2-methylpropan-1-ol to a carboxylic acid?

A carboxylic acid can be formed by overoxydation of a primary alcohol using Na2Cr2O7, H2SO4, H2O

7

Which of the following will convert butan-2-one to 3-methylpentan-3-ol?

Butan-2-one to 3-methylpentan-3-ol: alcohol synthesis + formation of a Carbon-Carbon bond ⇒ organometallic R-M is used
The added alkyl chain is CH3CH2 (ethyl chain) ⇒ the only possible available conditions are EtMgBr and then H2O

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8

Which of the following will convert bromoethane to pentane?

Bromoethane into pentane: carbon-carbon coupling reactions ⇒ it only works with Gilman reagent