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Merck
CN

T35203

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:
80-59-1
Molecular Weight:
100.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24900147
EC Number:
201-295-0
Beilstein/REAXYS Number:
1236500
MDL number:
MFCD00066864
Assay:
98%

Key Documents

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Product Name

trans-2,3-Dimethylacrylic acid, 98%

InChI key

UIERETOOQGIECD-ONEGZZNKSA-N

InChI

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

SMILES string

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

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

Quality Level

200

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pictograms

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GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

203.0 °F

flash_point_c

95 °C

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL4834
MKCF9729
MKBW0342V
MKBQ4604V
MKBL4432V

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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
K D Santos et al.
International journal of immunopharmacology, 18(12), 761-769 (1996-12-01)
The present study was undertaken to assess the influence of 25 organic acids, which appear in high concentrations in tissues of patients with various organic acidaemias, on the proliferation of human peripheral lymphocytes stimulated with concanavalin A (Con A) (a
Tigliane-type diterpene esters from Synadenium grantii.
R Bagavathi et al.
Planta medica, 54(6), 506-510 (1988-12-01)
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
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