| Identification | Back Directory | [Name]
1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER | [CAS]
1515-75-9 | [Synonyms]
METHYL PENTANEDIENOATE
METHYL 2,4-PENTADIENOATE
methyl penta-2,4-dienoate
Dimethyl-2,4-pentandioate
(E)-Methyl 2,4-Pentadienoate
Vynilacrylic acid methyl ester
METHYL 1,3-BUTADIENE-1-CARBOXYLATE
2,4-pentadienoic acid methyl ester
1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER
methyl 1,3-butadiene-1-carboxylate mixt. of cis/trans
METHYL 1,3-BUTADIENE-1-CARBOXYLATE MIXT. OF CIS/TRANS, STAB.
Methyl 2,4-pentadienoate Mixture of cis and trans, >=97.0% (GC)
Methyl 2,4-pentadienoate, stabilized with 0.5% hydroquinone, stabilized with 0.5% hydroquinone, 97%
1,3-Butadiene-1-carboxylic acid methyl ester, 2,4-Pentadienoic acid methyl ester, Methyl 1,3-butadiene-1-carboxylate
Methyl 2,4-pentadienoate,1,3-Butadiene-1-carboxylic acid methyl ester, 2,4-Pentadienoic acid methyl ester, Methyl 1,3-butadiene-1-carboxylate | [EINECS(EC#)]
216-158-0 | [Molecular Formula]
C6H8O2 | [MDL Number]
MFCD00042847 | [MOL File]
1515-75-9.mol | [Molecular Weight]
112.13 |
| Chemical Properties | Back Directory | [Boiling point ]
50-52 °C20 mm Hg(lit.) | [density ]
0.964 g/mL at 20 °C | [refractive index ]
n20/D 1.484 | [Fp ]
37 °C | [storage temp. ]
-20°C | [solubility ]
sol most organic solvents | [form ]
liquid | [BRN ]
1743332 | [LogP]
1.340 (est) |
| Hazard Information | Back Directory | [Uses]
1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER is used as a electron-poor diene capable of cycloaddition reactions with activated dienophiles to form carbocyclic and heterocyclic compounds; metal-promoted [6 + 4] cycloadditions and metal-promoted chain extensions.
| [Preparation]
1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER is prepared by Wittig alkenation of Acrolein with (Methoxycarbonylmethylene)triphenylphosphorane; reaction of Malonic Acid with acrolein, followed by esterification.
| [Synthesis Reference(s)]
Journal of the American Chemical Society, 94, p. 4395, 1972 DOI: 10.1021/ja00767a088
Synthesis, p. 534, 1988 DOI: 10.1055/s-1988-27626 | [General Description]
Methyl 2,4-pentadienoate undergoes Aza-Morita-Baylis-Hillman reaction with aldimines in DMF in the presence of 3-hydroxyquinuclidine. | [Precautions]
Polymerizes easily.
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