Tiglic acid

Suppliers

Names

[ CAS No. ]:
80-59-1

[ Name ]:
Tiglic acid

[Synonym ]:
(2E)-2-Methyl-2-butenoic acid
2-Butenoic acid, 2-methyl-, (2E)-
FEMA 3599
2,3-Dimethylacrylic acid
EINECS 201-295-0
(2E)-2-Methylbut-2-enoic acid
Cevadic acid
Tiglic acid
E-Tiglic acid
MFCD00066864
Tiglate
(E)-2-methyl-2-butenoic acid

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
198.5±0.0 °C at 760 mmHg

[ Melting Point ]:
61-64 °C(lit.)

[ Molecular Formula ]:
C5H8O2

[ Molecular Weight ]:
100.116

[ Flash Point ]:
95.9±9.6 °C

[ Exact Mass ]:
100.052429

[ PSA ]:
37.30000

[ LogP ]:
1.35

[ Vapour Pressure ]:
0.2±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.451

[ Storage condition ]:
Refrigerator (+4°C)

[ Water Solubility ]:
SOLUBLE IN HOT WATER

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GQ5430000
CHEMICAL NAME :
Crotonic acid, 2-methyl-, (E)-
CAS REGISTRY NUMBER :
80-59-1
BEILSTEIN REFERENCE NO. :
1236500
LAST UPDATED :
199701
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C5-H8-O2
MOLECULAR WEIGHT :
100.13

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,837,1982 ** 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: 20,837,1982
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: 20,837,1982

Safety Information

[ Symbol ]:

GHS05

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H314

[ Precautionary Statements ]:
P280-P305 + P351 + P338-P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36/37/39-S45-S24/25

[ RIDADR ]:
UN 3261 8/PG 2

[ WGK Germany ]:
2

[ RTECS ]:
GQ5430000

[ Packaging Group ]:
III

[ Hazard Class ]:
8

[ HS Code ]:
29161980

Synthetic Route

Precursor & DownStream

Precursor

  • 2-bromo-2-butene
  • carbon monoxide
  • (E)-2-Methyl-2-butenenitrile
  • (z)-2-bromo-2-butene
  • 2-METHYL-2-BUTENENITRILE
  • Butanoic acid,2-methylene-
  • (Z)-2-methyl-2-butenenitrile

DownStream

  • methyl (R)-2-methylbutanoate
  • Methyl (2S)-2-methylbutanoate
  • benzyl tiglate
  • trans-2-Methyl-2-butenoyl chloride
  • trans-2-Methyl-2-butenal
  • N-TIGLOYLGLYCINE
  • 2,3-Dihydroxy-2-methylbutanoic acid
  • 2-methyl-1-morpholin-4-ylbut-2-en-1-one
  • 5-chloro-2-ethenyl-2-methylpentanoyl chloride
  • Isophorone

Customs

[ HS Code ]: 29161980

Articles

Largamides A-C, tiglic acid-containing cyclodepsipeptides with elastase-inhibitory activity from the marine cyanobacterium Lyngbya confervoides.

Planta Med. 75 , 528-33, (2009)

Three unusual tiglic acid-containing cyclodepsipeptides, possessing the revised regioisomeric structures for largamides A-C (1-3), have been isolated from the marine cyanobacterium Lyngbya confervoide...

Pathway of formation of branched-chain volatile fatty acids in Ascaris mitochondria.

J. Parasitol. 67(6) , 841-6, (1981)

Disrupted Ascaris mitochondria formed 2-methylbutyrate (2-MB) and 2-methylvalerate (2-MV) when incubated anaerobically with acetyl CoA, propionyl CoA and NADH. However, when mitochondrial membranes we...

Biosynthesis of tiglic, ethacrylic, and 2-methylbutyric acids in a carabid beetle, Pterostichus (Hypherpes) californicus.

J. Chem. Ecol. 33(5) , 963-70, (2007)

Tiglic, 2-methylbutyric, and ethacrylic acids are found in the pygidial gland defensive fluid of many carabid beetles. By injecting a deuterium-labeled precursor into the carabid beetle Pterostichus (...


More Articles


Related Compounds

  • TIGLIC ACID
  • tiglic acid
  • tiglic acid
  • Tiglic Acid-d3
  • Tiglic acid methyl
  • Tiglic acid methyl
  • 5-[(3-methoxyazetidin-3-yl)methyl]-N,N-dimethylpyridin-2-amine
  • Sodium 4-(2-methylpropanamido)benzene-1-sulfinate
  • Sodium 4-bromo-2-fluoro-5-methylbenzene-1-sulfinate
  • 2-[2-(Furan-2-yl)-1,3-thiazolidin-4-yl]ethan-1-ol
  • 4-(1-Amino-2,2-dimethylpropyl)naphthalen-1-ol
  • Sodium 3,4-diethoxybenzene-1-sulfinate
  • 1-{N-methyl1-[2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)ethyl]-1H-1,2,3-triazole-4-amido}cyclopropane-1-carboxylic acid
  • 3-Hydroxy-3-(1-hydroxy-2-methylbutan-2-yl)-8lambda6-thiabicyclo[3.2.1]octane-8,8-dione
  • Methyl 3,3-difluoro-1-(1-hydroxycyclopentyl)cyclopentane-1-carboxylate
  • 4-[(3S)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanamido]oxane-4-carboxylic acid
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