| Identification | More | [Name]
trans-Methyl crotonate | [CAS]
623-43-8 | [Synonyms]
CROTONIC ACID METHYL ESTER
METHYL BUT-2-ENOATE
METHYL CROTONATE
TRANS-2-BUTENOIC ACID METHYL ESTER
TRANS-METHYL CROTONATE
(E)-2-Butenoic acid methyl ester
(E)-But-2-enoicacidmethylester
(E)-CH3CH=CHC(O)OCH3
(E)-Crotonic acid methyl ester
Crotonic acid, methyl ester, (E)-
Methyl (2E)-2-butenoate
methyl (E)-2-butenoate
Methyl 2-butenoate, (E)-
Methyl alpha-crotonate
Methyl E-crotonate
Methyl trans-2-butenoate
Methyl trans-crotonate
trans-but-2-enoicacidmethylester
Methylcrotonate,98%
Methyl-2-Crotonate | [EINECS(EC#)]
210-793-7 | [Molecular Formula]
C5H8O2 | [MDL Number]
MFCD00009287 | [Molecular Weight]
100.12 | [MOL File]
623-43-8.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLOURLESS LIQUID | [Melting point ]
-42°C | [Boiling point ]
118-120 °C (lit.) | [density ]
0.944 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.423(lit.)
| [Fp ]
40 °F
| [storage temp. ]
Flammables area | [form ]
Liquid | [color ]
Clear colorless | [Odor]
at 1.00 % in dipropylene glycol. sharp green fruity | [Odor Type]
green | [Water Solubility ]
IMMISCIBLE | [Detection Methods]
GC | [Merck ]
14,2597 | [BRN ]
1720292 | [InChI]
InChI=1S/C5H8O2/c1-3-4-5(6)7-2/h3-4H,1-2H3/b4-3+ | [InChIKey]
MCVVUJPXSBQTRZ-ONEGZZNKSA-N | [SMILES]
C(OC)(=O)/C=C/C | [LogP]
1.316 (est) | [CAS DataBase Reference]
623-43-8(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Butenoic acid, methyl ester, (E)-(623-43-8) | [EPA Substance Registry System]
623-43-8(EPA Substance) |
| Questions And Answer | Back Directory | [Synthesis]
Trans-Methyl crotonate is obtained by esterification of crotonic acid and methanol. The reaction solution prepared by 800g of crotonic acid, 1L of methanol, 130g of sulfuric acid and 300ml of carbon tetrachloride was heated on a water bath, and carbon tetrachloride was recovered after dehydration and esterification to obtain a crude product of methyl crotonate. Then, the unreacted crotonic acid in the crude product is washed with water, washed with 5% sodium carbonate, and purified by vacuum distillation to obtain the finished product. |
| Safety Data | Back Directory | [Hazard Codes ]
F,Xi | [Risk Statements ]
R11:Highly Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S9:Keep container in a well-ventilated place .
S33:Take precautionary measures against static discharges . | [RIDADR ]
UN 3272 3/PG 2
| [WGK Germany ]
2
| [RTECS ]
GQ5710000
| [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29161980 |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR COLOURLESS LIQUID | [Uses]
Methyl crotonate was used to investigate chemo selectivity in the reaction between methyl crotonate and benzyl amine catalyzed by lipase B from Candida Antarctica using solvent engineering. It was used as starting reagent during the total synthesis of phytotoxins solanapyrones D(1) and E(2). | [Synthesis Reference(s)]
Tetrahedron Letters, 14, p. 2967, 1973 DOI: 10.1016/S0040-4039(01)96294-X | [General Description]
Methyl crotonate undergoes vinylogous aldol reaction with enolizable aldehydes in the presence of aluminum tris(2,6-di-2-naphthylphenoxide). |
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