22038-57-9

Basic information

• Product Name: 2-Butenoic acid, 2-chloro-, methyl ester, (E)-
• Synonyms: methyl 2-chloro-2-butenoate;2-Chlor-trans-crotonsaeure-methylester;2-Butenoic acid, 2-chloro-, methyl ester, (E)-;2-chloro-trans-crotonic acid methyl ester;methyl Z-2-chloro-2-butenoate
• CAS NO: 22038-57-9
• Molecular Formula: C5H7ClO2
• Molecular Weight: 134.562
• Mol File: 22038-57-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 177.23°C (rough estimate)
• Density: 1.1600
• Refractive Index: 1.4569
• CAS DataBase Reference: 2-Butenoic acid, 2-chloro-, methyl ester, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butenoic acid, 2-chloro-, methyl ester, (E)-(22038-57-9)
• EPA Substance Registry System: 2-Butenoic acid, 2-chloro-, methyl ester, (E)-(22038-57-9)

Safety Data

• Hazardous Substances Data: 22038-57-9(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 53993-41-2 (Z)-2-Chloro-but-2-enoic acid 
• 51171-63-2 methyl-2-chlorobut-3-enoate 
• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 
• 186581-53-3 diazomethane 
• 26708-31-6 erythro-methyl 2,3-dichlorobutanoate 
• 111254-13-8 methyl (Z)-2,4,4-trichloro-2-butenoate 
• 70288-53-8 erythro 3-bromo-2-chloro-butenoate 
• 623-43-8 crotonic acid methyl ester 
• 162918-74-3 methyl 2-bromo-2-chloro-butanoate 
• 75-07-0 acetaldehyde 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 70288-53-8 2-Chlor-3-brombuttersaeure-methylester 

Downstream Products

• 600-12-4 (2R)-2-chlorobutanoic acid 
• 600-12-4 (S)-2-chlorobutyric acid 

Relevant articles and documents

Syntheses of strychnos and aspidospermatan-type alkaloids. 8. Selective total syntheses of mossambine and 14-epi-mossambine by a radical cyclization reaction

Mossambine (6) was obtained by a six-step reaction sequence from the indoloazepine ester 7. Radical cyclization of the tetracyclic vinyl iodide 12a provided a racemic pentacyclic ketone 16E, which could be converted to either enantiomer by condensation with (S or R)-N,S-dimethyl-S-phenylsulfoximine and selective pyrolysis of the resulting diastereomeric alcohols 18 and 19 or 20 and 21. Selective reductions of the resolved (or racemic) ketone 16E profided mossambine (6) and its hydroxy epimer 17.

Stereoselective dehydrobromination of alkyl α-Br α-Cl-carboxylates

(Z)-Alkyl α-Cl-α,β-unsaturated esters are prepared in excellent yields by stereoselective dehydrobromination of alkyl α-Br-α-Cl-carboxylates with LiCl-Li2CO3 in dimethylformamide.

A facile synthesis of optically pure L-armentomycin and its D-isomer. Highly enantioselective reduction of the C-C double bond of methyl (E)- and (Z)-2,4,4-trichloro-2-butenoate by using Baker's yeast

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