Organic Chemistry 2 Exam 1 MSUM

Which reagent can reduce an aldehyde to a primary alcohol, but can't reduce an ester?

• LiAlH₄

• H₂CrO₄

• NaBH₄

• PCC

What is the major product when a primary alcohol is oxidized using PCC?

• Carboxylic acid

• ketone

• aldehyde

• ester

If you want to convert a primary alcohol to an alkyl bromide (R-Br), what reagent should be used?

• HBr

• PBr3

• TsCl

• Br2, Hv

An alcohol's -OH group is a poor leaving group. To make it a much better leaving group for reactions like SN​2 or E2, what specific type of compound is the alcohol often converted into?

• An alkoxide

• An alkene

• A ketone

• A tosylate

What is the major product formed when a 2º alcohol is oxidized using a reagent like H₂CrO₄?

• An aldehyde

• A carboxylic acid

• A ketone

• An alkene

Which of the following oxidizing agents can be used to convert a secondary (2º) alcohol into a ketone?

• PCC

• H₂CrO₄

• R'MgBr

• LiAlH₄

• NaBH₄

What type of alcohol is formed when an aldehyde reacts with a Grignard reagent (followed by H+)?

• Primary Alcohol

• Secondary Alcohol

• Tertiary Alcohol

• Phenol

Which ranking (weakest to strongest) is correct for acidity?

• H₂O < ROH < RCO₂​H

• ROH < H₂O < RCO₂​H

• RCO₂H < H₂O < ROH

• H₂O < RCO₂​H < ROH

Which reagent is used to convert a 1º or 2º alcohol into an alkyl chloride with retention of stereochemistry?

• HBr

• PBr₃

• SOCl₂

• TsCl

The reaction of a 1º or 2º alcohol with PBr3, if it involves a chiral center, results in which stereochemical outcome?

• Retention of configuration

• Inversion of configuration

• Forms a racemic mixture

• Loss of chirality