a) CH3CH2CONHCH3
Interpretation:
To prepare the given amides by using an acid chloride and an
Concept introduction:
Evidently, in deciding the starting materials (reagents) for the synthesis, we observe that there are two distinct parts of the amide viz the acyl part which should come from the respective acyl chloride viz propanoyl chloride; and the amine part , which should come from the oppropriate amine methylamine.
b) N,N-Diethylbenzamide
Interpretation:
To prepare the given amides by using an acid chloride and an amine or ammonia.
Concept introduction:
Evidently, introspection of the target molecule viz the amide, shows that it has two distinct parts, viz the acyl part, Phco should come from the acid chloride, viz benzoyl chloride, and the amine part should come from the appropriate amine, in this case it is N,N-diethyl amine.
c) Propanamide
Interpretation:
To prepare the given amides by using an acid chloride and an amine or ammonia.
Concept introduction:
Introspection of the target amide shows that there are two distinct parts viz, the acyl part and the amine part the acyl part should come from the appropriate acid chloride in this case, it is propanoyl chloride while the amine part should be provided from ammonia.
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Chapter 21 Solutions
Organic Chemistry
- 2) Predict the products formed when the following amides are treated with bromine and sodium hydroxide (Hoffman Reaction). a) PHCH2CH2CONH2 b) NH2CO(CH2)4CONH2 NH2 c)arrow_forwardDraw a structural formula for each amine and amine derivative. (a) N,N-Dimethylaniline (b) Triethylamine (c) tert-Butylamine (d) 1,4-Benzenediamine (e) 4-Aminobutanoic acid (f) (R)-2-Butanamine (g) Benzylamine (h) trans-2-Aminocyclohexanol (i) 1-Phenyl-2-propanamine (amphetamine) (j) Lithium diisopropylamide (LDA) (k) Benzyltrimethylammonium hydroxide (Triton B)arrow_forwardDraw the structure of the following three isomeric amides with chemical formula C6H11NO. Amide #1: (E)-N,N-dimethyl-2-butenamide Amide #2: (Z)-N-methyl-3-pentenamide Amide #3: (Z)-3-hexenamidearrow_forward
- 19-33 Rank the amines in each set in order of increasing basicity. (b) sbims ne (a) NH2 NH2 N. H (c) H (d) NH2 NH2 NH2 H3C H2 (е) NH2 CH,NH, CONH,arrow_forward(1) Which is the most basic amine and which is a secondary amine? (2) Which can undergo hydrolysis? (3) Which gives a diazonium salt upon reaction with HNO2, HCl at 0oC?arrow_forwardDraw the products formed when attached carbonyl compound reacts with the following amines: [1] CH3CH2CH2NH2; [2] (CH3CH2)2NH.arrow_forward
- Show how you might utilize the reduction of an amide, oxime, or a nitrile to carry out each of the following transformations (a)Benzoic acid to N-ethyl-N-benzylamine (b)1-Bromopentane to hexylamine (c)Propanoic acid to tripropylamine (d)2-Butanone to sec-butylaminearrow_forwardWhat carboxylic acid and amine are needed to synthesize the pain reliever phenacetin? Phenacetin was once a component of the over-the-counter pain reliever APC (aspirin, phenacetin, caffeine), but it is no longer used because of its kidney toxicity.arrow_forward1. Draw structures for the following: (a) N,N-dimethylpentanamide (b) Acetamide(c) 2,3-dimethylpentanamide (d) N-ethylbenzamidearrow_forward
- What are the reactions between propanamide and NaOH, H2O; then H3O+?arrow_forwardWhat steps would be used to synthesize an organic amine? Group of answer choices Ketone + oxidizing agent →carboxylic acid + ammonia →organic amine Alkene + acid → alcohol + ammonia →organic amine Ether + acid →ester + ammonia →organic amine Alkane + acid → alcohol + ammonia →organic amine Carboxylic acid + alcohol →ester + ammonia →organic amine Aldehyde + oxidizing agent →carboxylic acid + ammonia → organic aminearrow_forwardExplain why the boiling point of propanamide, CH3CH2CONH2, is considerably higher than the boiling point of N,Ndimethylformamide, HCON(CH3)2 (213 °C vs. 153 °C), even though both compounds are isomeric amides.arrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning