Methyl 2 3-butadienoate

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Methyl 2 3-butadienoate manufacturers

Methyl 2 3-butadienoate Basic information
Product Name:Methyl 2 3-butadienoate
Synonyms:2,3-Butadienoic acid, methyl ester;SKL226;Methyl buta-2,3-dienoate;Methyl 2 3-butadienoate
CAS:18913-35-4
MF:C5H6O2
MW:98.1
EINECS:
Product Categories:
Mol File:18913-35-4.mol
Methyl 2 3-butadienoate Structure
Methyl 2 3-butadienoate Chemical Properties
Melting point 115 °C(Solv: benzene (71-43-2))
Boiling point 59-60 °C(Press: 52 Torr)
density 0.905±0.06 g/cm3(Predicted)
form liquid
color colorless
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-42/43
Safety Statements 26-36-45
MSDS Information
Methyl 2 3-butadienoate Usage And Synthesis
UsesMethyl 2,3-Butadienoate is used as an reactive electrophilic reagents for nucleophilic addition, Michael addition, [2 + 2], [2 + 3], and [2 + 4] cycloadditions, and hetero-Cope rearrangements.
PreparationMethyl 2,3-Butadienoate is most conveniently obtained via a Wittig reaction of [E(R)CHPPh3]+X- or E(R)C=PPh3 and RR′CHCOCl (R, R′ = H, alkyl) in the presence of Triethylamine in CH2Cl2.[1]Alternatively, the Wittig reaction can be performed with the corresponding ketenes.[2]
Synthesis Reference(s)Tetrahedron Letters, 13, p. 4249, 1972 DOI: 10.1016/S0040-4039(01)94287-X
storageMethyl 2,3-Butadienoate can undergo polymerization and so should be stored in the presence of hydroquinone. For best results, it should be freshly distilled. Use in a fume hood.
Purification MethodsPurification of Methyl 2,3-Butadienoate: rapid distillation under reduced pressure in a short-path distillation apparatus or column chromatography on Alox N with hexane/Et2O (9:1). Hydroquinone may be added for distillation.
References1. (a) Lang, R. W.; Hansen, H.-J. HCA 1980, 63, 438. (b) Lang, R. W.; Hansen, H.-J. OS 1984, 62, 202
2. Hamlet, Z.; Barker, W. D. S 1970, 543.
Methyl 2 3-butadienoate Preparation Products And Raw materials
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