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Key Documents

T35203

Sigma-Aldrich

trans-2,3-Dimethylacrylic acid

98%

Synonym(s):

Tiglic acid, trans-2,3-Dimethylacrylic acid, trans-2-Methyl-2-butenoic acid

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About This Item

Linear Formula:
CH3CH=C(CH3)COOH
CAS Number:
Molecular Weight:
100.12
Beilstein:
1236500
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

bp

95-96 °C/12 mmHg (lit.)

mp

61-64 °C (lit.)

density

0.969 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C\C=C(/C)C(O)=O

InChI

1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)/b4-3+

InChI key

UIERETOOQGIECD-ONEGZZNKSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

203.0 °F

Flash Point(C)

95 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Susan Matthew et al.
Phytochemistry, 70(17-18), 2058-2063 (2009-10-10)
The Floridian marine cyanobacterium Lyngbya confervoides afforded cyclodepsipeptides, termed tiglicamides A-C (1-3), along with their previously reported analogues largamides A-C (4-6), all of which possess an unusual tiglic acid moiety. Their structures were deduced by one- and two-dimensional NMR combined
P F Schuck et al.
Neurochemistry international, 45(5), 661-667 (2004-07-06)
Accumulation of methylmalonic acid (MMA) in tissues and biological fluids is the biochemical hallmark of patients affected by the neurometabolic disorder known as methylmalonic acidemia (MMAemia). Although this disease is predominantly characterized by severe neurological findings, the underlying mechanisms of
Shao-Liang Zheng et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(2), 706-713 (2007-10-24)
[Zn(TA)2(H2O)2] (H-TA=tiglic acid) has been embedded in a framework composed of CECR (CECR=C-ethylcalix[4]resorcinarene) molecules to examine its E-->Z photoisomerization in a periodic framework. The photoisomerization of tiglic acid in CECR-[Zn(TA)2(H2O)2]4 H2O proceeds without the [2+2]-dimerization reaction that often occurs in
Tigliane-type diterpene esters from Synadenium grantii.
R Bagavathi et al.
Planta medica, 54(6), 506-510 (1988-12-01)
Araceli Larios et al.
Applied microbiology and biotechnology, 65(4), 373-376 (2004-07-13)
Candida antarctica lipase fraction B (CAL-B) showed substrate specificity in the synthesis of esters in hexane involving reactions of short-chain acids having linear (acetic and butyric acids) and branched chain (isovaleric acid) structures, an unsaturated (tiglic acid) fatty acid, and

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