Lab 4

Which of the following reactions will not produce N-methylbutanamine? O a. Reduction of N-methylbutanamide with LIAIH4. O b. The reaction of butanoyl chloride with methanamine. OC. The reaction of methanamine with 1-butyl bromide and subsequent reaction with a strong base. O d. The reaction of 1-butanamine with methyl bromide and subsequent reaction with a strong base.

How can aspirin be synthesized from benzene? a. Ibuprofen is the active ingredient in pain relievers such as Advil, Motrin, and Nuprin. How can ibuprofen be synthesized from benzene? b. Acetaminophen is the active ingredient in Tylenol. How can acetominophen be synthesized from benzene?

Questions 23 and 24

What sequence of steps can comvert benzene into 4-isobutylacetophenone

27) Hydrolysis of an ester: O II CH,-C-O-CH2-CH2-CH, + H20 28) Acid/ Base reaction of an amine CH3-CH2-NH2 H2CO3 29) Hydrolysis of an amide 11 CH3-CH2-CH2-CH2-CH2-C-NH-CH2-CH2-CH, + H20 OMIC Molecules

27. What reaction converts the C=O bond to the C=C bond? a. Witten Reaction b. Wittig Reaction c. Winding Reaction d. Whinging Reaction   28. What reagent can reduce imines to primary amines? a. Lithium aluminiumhydride b. Phosphorous pentachloride c. Pyridinium chlorochromate d. Sodium cyanoborohydride   29. What are the steps that can convert imines to amino acids? a. 1. LiAlH₄; Water b. 1. NaCN; 2. Water c. 1. LiAlH₄; 2. Ammonia d. 1. NaCN; 2. Ammonia   30. Cyclohexanone reacts with NaCN to form   a.The S-isomer b.The R-isomer c.A racemic mixture d.None of the above

Product to all parts ?

15. What is the balanced chemical equation for the aromatic bromination of Acetanilide using green reagents Sodium Bromide, Bleach, Acetic Acid, and Ethanol?

a. How can aspirin be synthesized from benzene?b. Ibuprofen is the active ingredient in pain relievers such as Advil, Motrin, and Nuprin. How can ibuprofen be synthesized from benzene?c. Acetaminophen is the active ingredient in Tylenol. How can acetominophen be synthesized from benzene?

Sodium borohydride (NABH4) is a very selective reagent. Which functional groups can sodium borohydride reduce? Choose all that apply. O 1. Aldehyde II. Ester III. Carboxylic Acid O IV. Ketone

Hh.10.

13:22 4G O 5 ê © T Ô 1. What is the correct IUPAC name for the following compound? Q A. Diphenylamine 1,1 diphenylamine OCN,N-diphenylamine O D. None of the above is correct Add a caption... > Status (Custom) +

The reaction of a nitrile with an alcohol in the presence of a strong acid forms an N-substituted amide. This reaction, known as the Ritter reaction, doesnot work with primary alcohols. a. Why does the Ritter reaction not work with primary alcohols? b. Provide an explanation for why an amide is less susceptible to nucleophilic attack than its corresponding ester.

Which of the following synthetic routes is used in industry to provide epichlorohydrin? Ca(OH)₂ C₂ H₂O a.1 b.2 c3 d.4 Cl₂ 500°C C₂ H₂O Ca(CH) Ch 500 ℃ Ca(OH)₂ Cl₂ 500 °C C₂ H₂O Cl₂ 500 °C Cl₂ H₂O Ca(OH)₂

Draw a structural formula for the enol form of the carbonyl compound

Predict the product of the following reaction. PhCH2OH + PCC (pyridiniumchlorochromate) in methylene chloride → a. benzophenoneb. benzoic acidc. benzaldehyded. benzyl chloride

determine the plausible identity of the compound from the given possible compounds.

51. Which of the following reactants can be used in the synthesis of 1-butanamine 1. LiAIH4 ? 2. H2O I. 2 CH3CH₂COCH₂CH3 I. П. CN Ш. A. I and II only B. II and III only C. I and III only 52. What is the major product of the following condensation reaction? A.I ОН II. NH₂ ОН 1.CH3CH2O 2. Н30 Jackson ČOCH₂CH3 CN III. ? CH3CH₂CHCHCOCH₂CH3 IV. CH3CH₂CCH₂CH₂COCH₂CH3 CH3 NH 0 V. CH₂CH₂CCHCOCH₂CH3 CH3 CH3CH₂CHCH₂CH₂COCH₂CH₂ В. ІІ С. III D. IV E. V D. I,II, and III

3 Treatment of 1-aminoadamantane, C„H„N, with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R,N, involves two successive S,2 reactions and gives compound A. Propose a structural formula for compound A. R&N NH, + Br. C15H93NO, + 2 R,NH Br OCH Br 1-Aminoadamantane Methyl 2,4-dibromobutanoate A

a. The carbonyl group of an amide is less reactive towards nucleophilic substitution reactions because of the so-called amide resonance interaction of nitrogen lone pair (RC=ONR’2 → RC- O=NR2). (Relative reactivities of carbonyl compounds, increasing reactivity: nitriles < amides < esters, acids << ketones < aldehydes < acid chlorides.) However, the amides formed from imidazole (N- acylimidazoles) are highly reactive, and can be used to deliver acyl groups in much the same way as "active" esters, acid anhydrides and acid chlorides. An advantage to using N-acylimidazoles is that the imidazole that is released serves a base so additional base does not need to be added. Imidazole amides have been used in peptide and nucleoside chemistry to attach -amino acid residues to alcohols and amines. Using N-propanoylimidazole and N,N-dimethylpropanamide as examples explain why the imidazole amide is a good acylating agent. b. The amide functional group is one of the more stable carbonyl containing…

3

Please match the reactions discussed for Carboxylic Acids and Esters with the correct product or products.