5049

Suggest a Grignard synthesis for the preparation of each of the following alcohols. If more than one route is possible, select the best and tell why it is best:

(a)

(b)

(c)

(d)

(e)

5050

The highly toxic gas phosgene (COCl₂) is the diacid chloride of carbonic acid. Devise a synthesis for 2-methyl-2-propanol using phosgene and other one carbon reagents:

5138

Write complete equations for each of the steps in the multistep synthesis of 4,4-diphenyl-3-buten-2-one starting with ethyl acetoacetate and other reagents as required. Use a Grignard synthesis for the introduction of the phenyl rings.

5184

Show how you would carry out the following transformations. More than one step may be necessary. If so, show the structure of the major intermediate compounds. Use compounds of no more than two carbons at any one time.

(a)

(b)

5236

Suggest a Grignard synthesis for the preparation of each of the following alcohols:

(a)

(b)

5239

Write complete equations for each of the steps in the multistep synthesis of 4,4-diphenylbutan-2-one-4-ol starting with ethyl 3-oxobutanoate and other reagents as required. Use a Grignard synthesis for the introduction of the phenyl rings.

5350

Indicate the reactants which will produce the following organometallic compounds:

(a) (CH₃)₂CHCH₂MgBr

(b) C₆H₅CH₂Li

(c) (CH₃)₂Cd