6213-87-2

Basic information

• Product Name: methyl (E)-3-bromoprop-2-enoate
• Synonyms: methyl (E)-3-bromoprop-2-enoate;(E)-3-Bromoacrylic acid methyl ester;(E)-3-Bromopropenoic acid methyl ester
• CAS NO: 6213-87-2
• Molecular Formula: C₄H₅BrO₂
• Molecular Weight: 164.99
• Mol File: 6213-87-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 155.8°C at 760 mmHg
• Flash Point: 48°C
• Appearance: /
• Density: 1.573g/cm³
• Vapor Pressure: 2.97mmHg at 25°C
• Refractive Index: 1.486
• CAS DataBase Reference: methyl (E)-3-bromoprop-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (E)-3-bromoprop-2-enoate(6213-87-2)
• EPA Substance Registry System: methyl (E)-3-bromoprop-2-enoate(6213-87-2)

Safety Data

• Hazardous Substances Data: 6213-87-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H5BrO2/c1-7-4(6)2-3-5/h2-3H,1H3/b3-2+

Upstream product

• 67-56-1 methanol 
• 6213-89-4 (E)-3-bromoacrylic acid 
• 186581-53-3 diazomethane 

Downstream Products

• 189452-37-7 (E)-3-((2R,4S)-3-Benzoyl-4-methyl-5-oxo-2-phenyl-oxazolidin-4-yl)-acrylic acid methyl ester 
• 358618-45-8 (2E,4Z)-6-Benzyloxy-4-benzyloxymethyl-hexa-2,4-dienoic acid methyl ester 
• 561067-50-3 methyl 6-(tert-butyl(diphenyl)silyloxy)-4-hydroxymethyl-2E,4Z-hexadienoate 
• 561067-74-1 methyl 6-(benzyloxy)-4-hydroxymethyl-2E,4Z-hexadienoate 
• 27948-27-2 (E)-methyl 5-phenylpent-2-en-4-ynoate 
• 1234693-27-6 (+)-methyl (2E,6R)-6-[(tert-butoxycarbonyl)amino]-6-phenylhex-2-enoate 
• 177411-39-1 2-acetamidocinnamic acid methyl ester 
• 537040-12-3 (2R,4S)-2-phenyl-3-(carbobenzyloxy)-4-methyl-4-[(3-methoxy)carbonyl-(1E)-propenyl]oxazolidin-5-one 

Relevant articles and documents

Total Synthesis of Asparenydiol by Two Sonogashira Cross-Coupling Reactions Promoted by Supported Pd and Cu Catalysts

Asparenydiol, which is an important natural compound with potential pharmacological activities, was synthesized through two Sonogashira cross-coupling reactions catalyzed by supported Pd and Cu catalysts and by a Mitsunobu etherification. The optimization

A NOVEL AND EFFICIENT METHOD TO PREPARE 3-(HETERO)ARYL-1-PROPYNES AND ITS APPLICATION TO THE STEREOSELECTIVE SYNTHESIS OF (2E,4E)-N-(2-METHYLPROPYL)-6-(2-METHYLPROPYL)-6-(2-THIENYL)-2,4-HEXADIENAMIDE, PIPEROVATINE AND (E)-N-(2-METHYLPROPYL)-6-(4-METHOXYPHENYL)-4-HEXYN-2-ENAMIDE

Chemically pure 3-(hetero)aryl-1-propynes, 13, have been prepared in high overall yields by a novel method which involves: (a) a copper(I)-mediated cross-coupling between a halomethyl(hetero)arene, 16, and trimethylsilylethylmagnesium bromide, 17, to give a trimethylsilyl-3-(hetero)aryl-1-propyne, 18; (b) removal of the trimethylsilyl group from 18 by treatment with potassium fluoride dihydrate in DMF.One of these 1-alkynes, i.e. 3-(2-thienyl)-1-propyne, 13a, has been employed in the key step of a highly stereoselective synthesis of naturally-occurring (2E,4E)-N-(2-methylpropyl)-6-(2-thienyl)-2,4-hexadienamide, 6.On the other hand, 3-(4-methoxyphenyl)-1-propyne, 13b, has been used either in two stereoselective syntheses of another natural N-(2-methylpropyl) amide, i.e. piperovatine, 7, or in the preparation of a structural analogue of 7, i.e. (E)-N-(2-methylpropyl)-6-(4-methoxyphenyl)-4-hexyn-2-enamide, 15.