Ethyl Tiglate

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Names

[ CAS No. ]:
5837-78-5

[ Name ]:
Ethyl Tiglate

[Synonym ]:
dimethylacrylic acid ethyl ester
(E)-Ethyl 2-methyl-2-butenoate
MFCD00015183
Ethyl (2E)-2-methyl-2-butenoate
2-Butenoic acid, 2-methyl-, ethyl ester, (2E)-
Ethyl Tiglate
tiglic acid ethyl ester
(E)-ethyl tiglate
Ethyl trans-2-methylcrotonate
trans-2-methyl crotonic acid ethyl ester
EINECS 227-425-6
Ethyl 2-methylcrotonate
(E)-Ethyl 2-methylcrotonate
trans-2,3-dimethylacrylic acid ethyl ester
Ethyl trans-2-methyl-2-butenoate
2-Butenoic acid, 2-methyl-, ethyl ester
Ethyl dimethylacrylate
UNII:0MQ7E9082G
Tiglic acid,ethyl ester
ethyl (2E)-2-methylbut-2-enoate
Ethyl 2-methylbut-2-enoate

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
148.2±9.0 °C at 760 mmHg

[ Molecular Formula ]:
C7H12O2

[ Molecular Weight ]:
128.169

[ Flash Point ]:
44.4±0.0 °C

[ Exact Mass ]:
128.083725

[ PSA ]:
26.30000

[ LogP ]:
2.40

[ Vapour Pressure ]:
4.3±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.426

[ Storage condition ]:
Flammables area

[ Stability ]:
Stable. Flammable. Incompatible with strong oxidizing agents, strong bases.

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
EM9252700
CHEMICAL NAME :
2-Butenoic acid, 2-methyl-, ethyl ester, (E)-
CAS REGISTRY NUMBER :
5837-78-5
BEILSTEIN REFERENCE NO. :
1720895
LAST UPDATED :
199701
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C7-H12-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 26,321,1988
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 :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 26,321,1988

Safety Information

[ Symbol ]:

GHS02

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H226

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

[ Hazard Codes ]:
C

[ Risk Phrases ]:
R10

[ Safety Phrases ]:
S16-S27-S36/37/39

[ RIDADR ]:
UN 3272 3/PG 3

[ WGK Germany ]:
2

[ RTECS ]:
EM9252700

[ Packaging Group ]:
III

[ Hazard Class ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Tiglic acid
  • Ethanol
  • Tulipalin A
  • ethyl 2-(1-cyano-1-((trimethylsilyl)oxy)ethyl)-2-methylbut-3-enoate
  • 1-ethoxyprop-1-enoxy(trimethyl)silane
  • Ethyl 2-methylacetoacetate
  • ethyl 2-methyl-3-oxo-2-[(Z)-2-(phenylsulfonyl)vinyl]butanoate
  • ethyl 3-cyano-2-methyl-2-[(Z)-2-(phenylsulfonyl)vinyl]-3-(trimethylsiloxy)butanoate
  • 3-Butenoic acid, 2-Methyl-, ethyl ester

DownStream

  • trans-2-Methyl-2-butenal
  • Ethyl 2-methylbutanoate
  • 2-Butenoic acid, 2-Methyl-, ethyl ester, (2Z)-
  • Ethyl 2-methylenebutanoate
  • ethyl (R)-2-methylbutanoate
  • D-Ethyl 2-methylbutyrate
  • Ethyl isovalerate
  • 3-Methyl-1-butanol
  • (R)-2-Methylbutanol
  • (S)-(−)-2-Methylbutanol

Articles

Physiological and biochemical characteristics of the ethyl tiglate production pathway in the yeast Saprochaete suaveolens.

Yeast 32(1) , 57-66, (2015)

A yeast identified as Saprochaete suaveolens was investigated for its capacity to produce a large panel of flavouring molecules. With a production of 32 compounds including 28 esters, S. suaveolens se...

Aggregation pheromones inDrosophila borealis andDrosophila littoralis.

J. Chem. Ecol. 14(4) , 1319-27, (1988)

Mature males ofDrosophila borealis andD. littoralis (Diptera: Drosophilidae) produce pheromones that attract both males and females in a wind-tunnel bioassay. Ethyl tiglate is a major pheromone compon...

Metabolism of ethyl tiglate in apple fruits leads to the formation of small amounts of (R)-ethyl 2-methylbutanoate.

Enantiomer 5(5) , 505-12, (2000)

(S)-Ethyl 2-methylbutanoate is an important aroma compound in apples and serves as an indicator for genuineness of apple products due to its high optical purity of greater than 98% enantiomeric excess...


More Articles

Related Compounds

  • (E)-ethyl tiglate
  • ethyl 8-(4-fluorophenyl)-8-oxooctanoate
  • ETHYL 4-(3,4-DIMETHYLPHENYL)-4-OXOBUTYRATE
  • ETHYL 8-(1-NAPHTHYL)-8-OXOOCTANOATE
  • ethyl 3-(3-nitrophenyl)-4-oxopent-2-enoate
  • ETHYL 2-((TERT-BUTOXYCARBONYL)AMINO)THIAZOLE-5-CARBOXYLATE