Methyl (2E)-2-butenoate

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Names

[ CAS No. ]:
623-43-8

[ Name ]:
Methyl (2E)-2-butenoate

[Synonym ]:
Methyl-(2E)-but-2-enoat
methyl-trans-3-triethylsilylacrylate
methyl trans-crotonate
Crotonic acid, methyl ester
EINECS 210-793-7
Methyl (2E)-but-2-enoate
Methyl Crotonate
methyl-trans-4-oxo-2-pentoate
E-1-triethylsilylpropensaeuremethylester
2-Butenoic acid, methyl ester
crotonic acid methyl ester
2-Butenoic acid, methyl ester, (2E)-
Methyl (2E)-2-butenoate
Crotonic acid, methyl ester (8CI)
MFCD00009287
3-methyl-acrylic acid,methyl ester

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
121.0±0.0 °C at 760 mmHg

[ Molecular Formula ]:
C5H8O2

[ Molecular Weight ]:
100.116

[ Flash Point ]:
4.4±0.0 °C

[ Exact Mass ]:
100.052429

[ PSA ]:
26.30000

[ LogP ]:
1.32

[ Vapour Pressure ]:
14.9±0.2 mmHg at 25°C

[ Index of Refraction ]:
1.414

[ Water Solubility ]:
IMMISCIBLE

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GQ5710000
CHEMICAL NAME :
Crotonic acid, methyl ester, (E)-
CAS REGISTRY NUMBER :
623-43-8
BEILSTEIN REFERENCE NO. :
1720292
LAST UPDATED :
199701
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C5-H8-O2
MOLECULAR WEIGHT :
100.13
WISWESSER LINE NOTATION :
2U1VO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,865,1979 ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>3200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,865,1979
TYPE OF TEST :
LC - Lethal concentration
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>19000 ppm/6H
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,865,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1600 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,865,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,865,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
10 mL/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,865,1979

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H315-H319-H335

[ Precautionary Statements ]:
P210-P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
F:Flammable;Xi:Irritant;

[ Risk Phrases ]:
R11;R36/37/38

[ Safety Phrases ]:
S16-S26-S36-S33-S9

[ RIDADR ]:
UN 3272 3/PG 2

[ WGK Germany ]:
2

[ RTECS ]:
GQ5710000

[ Packaging Group ]:
II

[ Hazard Class ]:
3.0

[ HS Code ]:
29161980

Synthetic Route

Precursor & DownStream

Precursor

  • methyl 4-chlorobut-2-enoate
  • methyl 2,3-dibromobutanoate
  • Allyl methyl carbonate
  • carbon monoxide
  • Methanol
  • Crotonic acid
  • 3-ethylsulfanyl-butyric acid methyl ester
  • Methyl bromocrotonate
  • Crotonaldehyde
  • Dimethyl sulfite

DownStream

  • METHYL 5-METHYL-4-OXO-3,4-DIHYDROPYRROLO[2,1-F][1,2,4]TRIAZINE-6-CARBOXYLATE
  • (S)-3-Aminobutanoic acid
  • UNII:4282SA5CTS
  • (4S,5R)-Methyl 2,2,5-trimethyl-1,3-dioxolane-4-carboxylate
  • 3-METHYLPYRROLE-2,4-DICARBOXYLIC ACID DIMETHYL ESTER
  • Methyl 3-butenoate
  • 2-Aziridinecarboxylicacid,1-methoxy-3-methyl-,methylester,trans-(9CI)
  • Pyrazolidinium,5-methyl-3-oxo-1-(phenylmethylene)-, inner salt
  • methyl 3-(4-methoxyphenyl)but-2-enoate

Customs

[ HS Code ]: 2916190090

[ Summary ]:
2916190090 unsaturated acyclic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:6.5%。general tariff:30.0%

Articles

First total syntheses of the phytotoxins solanapyrones D and E via the domino Michael protocol.

J. Org. Chem. 67(17) , 5969-76, (2002)

The phytotoxins solanapyrones D (1) and E (2) have been synthesized from the decalone prepared by the domino Michael reaction of the kinetic enolate of optically pure acetylcyclohexene with methyl cro...

The vinylogous aldol reaction of unsaturated esters and enolizable aldehydes using the novel Lewis acid aluminum tris(2,6-di-2-naphthylphenoxide).

Org. Lett. 14(11) , 2678-81, (2012)

The synthesis of the novel Lewis acid, aluminum tris(2,6-di-2-naphthylphenoxide) (ATNP), and its use in the vinylogous aldol reaction between methyl crotonate and enolizable aldehydes are described. A...

Solvent engineering: an effective tool to direct chemoselectivity in a lipase-catalyzed Michael addition. Priego J, et al.

Tetrahedron 65(2) , 536-539, (2009)


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Related Compounds

  • 2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex- 2-enone
  • methyl-(2e)-2-acetylamino-3-bromo-2-butenoate
  • Methyl (2E)-2-(2,2-dimethoxyethyl)-2-butenoate
  • Methyl (2E)-4-(methylamino)-2-butenoate
  • Methyl (2E)-4-(dimethylamino)-2-butenoate
  • Methyl (2E)-4-(triphenylphosphoranylidene)-2-butenoate
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  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1-[(9H-fluoren-9-ylmethoxy)carbonyl]-2,3-dihydro-1H-indole-4-carboxylic acid
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
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  • tert-Butyl-DL-alanine