211 pt 2

Question 1

NaBH4,MeOH

Answer 1

A reducing agent that Can be used to reduce ketones or aldehydes to alcohols.

Question 2

1) LiAlH4, 2) H3O+

Answer 2

A strong reducing agent that Can be used to reduce ketones, aldehydes, esters, or carboxylic acids to give an alcohol

Question 3

Mg

Answer 3

Can be used to convert an organohalide (RX, where R = alkyl, aryl or vinyl group) into a Grignard reagent (RMgX).

Question 4

TBAF

Answer 4

Tetrabutylammonium fluoride. Used for deprotection of alcohols with silyl protecting groups (ROTMS is converted to ROH).

Question 5

PBr3

Answer 5

Converts primary or 2ndary alcohol to alkyl bromide with inversion

Question 6

SOCl2, pyridine

Answer 6

Thionyl chloride (SOCl2) can be used to convert a primary or secondary alcohol into an alkyl chloride. If the OH group is connected to a chiral center, reaction conditions can be selected for inversion of configuration (typical for an SN2 process).

Question 7

HCl, ZnCl2

Answer 7

convert an alcohol into an alkyl chloride.

Question 8

Na2Cr2O7, H2SO4, H2O

Answer 8

strong oxidizing agent. Primary alcohols are oxidized to give carboxylic acids, while secondary alcohols turned into ketones. Tertiary alcohols are generally unreactive.

Question 9

DMP, CH2Cl2

Answer 9

a mild oxidizing agent that turns alcohols into aldehydes or ketones

Question 10

PCC, CH2Cl2

Answer 10

Mild oxidizing agent that will oxidize a primary alcohol to give an aldehyde, rather than a carboxylic acid. Secondary alcohols are oxidized to give ketones. Methylene chloride (CH2Cl2) is a solvent.

Question 11

Swern

Answer 11

Swern oxidation- oxidize a primary alcohol to an aldehyde, not a carboxylic acid. Secondary alcohols are oxidized to ketones.