Question

1. Write the structural formula of each of the following compounds: (28 pts) (1) m-chlorobenzoyl chloride; (b) p-ethylbenzamide; (c) acetoacetic ester; (d) diethyl malonate; (e) 2-ethyl-1-butanamine; (f) dibenzylamine; (g) a ?-lactam. 2. Identify the principal organic product of each of the following reactions: (30 pts) (a) acetic anhydride and 2-pentanol (b) 4-methyl-3-penten-2-one and ammonia in water solution (c) acetophenone (methyl phenyl ketone) and benzaldehyde + KOH in ethanol solvent (d) methyl butanoate and LDA (lithium diisopropylamide) in THF solution, then ethyl iodide (e) butylamine and excess 1-iodobutane (f) acetanilide and LiAlH4 in diethyl ether, followed by addition of water. 3. Show efficient syntheses for each of the following, starting from the compound indicated and using any other needed reagents. (49 pts) (a) acetyl chloride, from ethanol (b) propyl propanoate, from 1-propanol (c) 2-heptanone, from 1-bromobutane (d) caproic acid (hexanoic acid) by the malonic ester synthesis (e) p-aminobenzoic acid (PABA), from p-methylaniline (f) p-FC6H4CCH2CH3, from benzene (g) 1,3,5-tribromobenzene, from benzene 4. Prontosil is a sulfa drug effective against staphylococcus bacteria. It can be prepared from sulfanilamide and m-diaminobenzene. Show how. (10 pts)

          1. Write the structural formula of each of the following compounds: (28 pts)
(1) m-chlorobenzoyl chloride; (b) p-ethylbenzamide; (c) acetoacetic ester; (d) diethyl malonate;
(e) 2-ethyl-1-butanamine; (f) dibenzylamine; (g) a ?-lactam.

2. Identify the principal organic product of each of the following reactions: (30 pts)
(a) acetic anhydride and 2-pentanol
(b) 4-methyl-3-penten-2-one and ammonia in water solution
(c) acetophenone (methyl phenyl ketone) and benzaldehyde + KOH in ethanol solvent
(d) methyl butanoate and LDA (lithium diisopropylamide) in THF solution, then ethyl iodide
(e) butylamine and excess 1-iodobutane
(f) acetanilide and LiAlH4 in diethyl ether, followed by addition of water.

3. Show efficient syntheses for each of the following, starting from the compound indicated and using any other needed reagents. (49 pts)
(a) acetyl chloride, from ethanol
(b) propyl propanoate, from 1-propanol
(c) 2-heptanone, from 1-bromobutane
(d) caproic acid (hexanoic acid) by the malonic ester synthesis
(e) p-aminobenzoic acid (PABA), from p-methylaniline
(f) p-FC6H4CCH2CH3, from benzene
(g) 1,3,5-tribromobenzene, from benzene

4. Prontosil is a sulfa drug effective against staphylococcus bacteria. It can be prepared from sulfanilamide and m-diaminobenzene. Show how. (10 pts)

1. Write the structural formula of each of the following compounds: (28 pts)
(1) m-chlorobenzoyl chloride; (b) p-ethylbenzamide; (c) acetoacetic ester; (d) diethyl malonate;
(e) 2-ethyl-1-butanamine; (f) dibenzylamine; (g) a ?-lactam.

2. Identify the principal organic product of each of the following reactions: (30 pts)
(a) acetic anhydride and 2-pentanol
(b) 4-methyl-3-penten-2-one and ammonia in water solution
(c) acetophenone (methyl phenyl ketone) and benzaldehyde + KOH in ethanol solvent
(d) methyl butanoate and LDA (lithium diisopropylamide) in THF solution, then ethyl iodide
(e) butylamine and excess 1-iodobutane
(f) acetanilide and LiAlH4 in diethyl ether, followed by addition of water.

3. Show efficient syntheses for each of the following, starting from the compound indicated and using any other needed reagents. (49 pts)
(a) acetyl chloride, from ethanol
(b) propyl propanoate, from 1-propanol
(c) 2-heptanone, from 1-bromobutane
(d) caproic acid (hexanoic acid) by the malonic ester synthesis
(e) p-aminobenzoic acid (PABA), from p-methylaniline
(f) p-FC6H4CCH2CH3, from benzene
(g) 1,3,5-tribromobenzene, from benzene

4. Prontosil is a sulfa drug effective against staphylococcus bacteria. It can be prepared from sulfanilamide and m-diaminobenzene. Show how. (10 pts)

Added by Christina T.

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