Tài liệu hạn chế xem trước, để xem đầy đủ mời bạn chọn Tải xuống
1
/ 19 trang
THÔNG TIN TÀI LIỆU
Thông tin cơ bản
Định dạng
Số trang
19
Dung lượng
471,5 KB
Nội dung
Chapter 11
Esters, Amides
Chemistry 20
[...]...Properties of Esters • Esters react with ammonia and with 1° and 2° amines to form amides O O OCH2 CH3 + NH3 Ethyl 2phenyl acetate NH2 + CH3 CH2 OH 2Phenylacetamide Thus, an amide can be prepared from a carboxylic acid by first converting the carboxylic acid to an ester by Fischer esterification and then reaction of the ester with an amine Amides Amides In an amide, the -OH group in the carboxyl group of. .. replaced by an Amino group (-NH2) CH3 — C—OH O = = O CH3 — C — NH2 Formation of Amides = O RC O H A carboxylic acid A carboxylic acid An Amine O CH 3 C-OH + H HN CH 2CH 3 Acetic acid Ethanamine Heat O RCNH R '+ H2O = = O RC -OH H -NHR' An amide O CH 3 C-NHCH 2 CH 3 + H 2 O N-ethylethanamide Naming of Amides Change the end of the name of the carboxylic acids from “-oic acid” to “-amide” methanoic acid = O... methanamide (IUPAC) = O propanoic acid CH3–CH2–C–NH2 propanamide (IUPAC) Naming of Amides = O CH3–C–NH–CH3 N-methylethanamide = O CH3–CH2–C–N(CH3)2 N,N-dimethylpropanamide = O CH3–C–N(CH2CH3)2 N,N-diethylethanamide Naming of Amides Lactams: Cyclic amides α O β NH A fourmembered lactam (a βlactam) O NH A sevenmembered lactam Properties of Amides Such as esters: Hydrolysis in hot aqueous acid or base O CH3CH2CH2... aqueous acid or base O CH3CH2CH2 CNH2 + H2O + HCl Butanamide O CH3CNH Acetanilide + NaOH H2 O heat H2 O heat O + CH3CH2CH2 COH + NH4 Cl Butanoic acid O CH3 CO-Na+ + H2N Sodium acetate Aniline Properties of Amides Amides do not react with ammonia or with amines . flowers and fruits their pleasant fragrances and
flavors.
Properties of Esters
Hydrolysis: reaction with water.
(breaking a bond and adding the elements of. acetate
Ethyl Ethanoate
+ NaOH
+
-
+
CH
3
Properties of Esters
•
Esters react with ammonia and with 1° and 2° amines to form
amides.
Thus, an amide can