Exam 10: Structure and Synthesis of Alcohols

What type of orbital do the lone pair electrons on oxygen occupy in ethanol?

Reaction of ethylmagnesium bromide with which of the following compounds yields a tertiary alcohol after quenching with aqueous acid?

Predict the correct product of the following reaction.

Provide the major organic product(s) of the reaction below.

Provide the structure of the major organic product in the reaction below.

Provide an acceptable name for the compound below.

What reagent is needed to complete the following transformation?

Which of the compounds below has a pK_a that most closely matches the pK_a of ethanol?

Provide the reagents necessary to accomplish the following transformation. methyl benzoate (PhCO₂CH₃) to benzyl alcohol (PhCH₂OH)

Provide the major organic product of the reaction below.

Provide the structure of the major organic product in the reaction below.

When a ketone is treated with LiAlH₄ followed by addition of H₂O, what general class of product results?

Give the IUPAC name for (CH₃)₂C CHCH₂CH₂OH.

Provide the structure of the major organic product in the reaction shown below.

The acidity of a thiol proton most closely resembles which of the following acids?

Which of the following reagents or sequences do not produce an alcohol or diol from an alkene starting material?

Point out the flaw in the synthetic scheme shown below.

Using any compound that contains a carbonyl as your starting material, how would you synthesize acetone, CH₃COCH₃?

Provide the reagents necessary to convert (R)-3-methylpent-1-ene to

________ is dissolved in water to make the solution sold commercially as rubbing alcohol.