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W359904

Sigma-Aldrich

trans-2-Methyl-2-butenoic acid

≥99%, FG

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
FEMA Number:
3599
Beilstein:
1236500
EC Number:
201-295-0
Council of Europe no.:
10168
MDL number:
MFCD00066864
UNSPSC Code:
12164502
PubChem Substance ID:
24901804
Flavis number:
8.064
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

Assay

≥99%

bp

95-96 °C/12 mmHg (lit.)

mp

61-64 °C (lit.)

density

0.969 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

brown; spicy

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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Related Categories

Application


  • A high molar extinction coefficient bisterpyridyl homoleptic Ru(II) complex with trans-2-methyl-2-butenoic acid functionality: potential dye for dye-sensitized solar cells.: This study explores the synthesis and application of a Ru(II) complex incorporating trans-2-methyl-2-butenoic acid as a dye for dye-sensitized solar cells. The high molar extinction coefficient and favorable photophysical properties make this compound a promising candidate for enhancing solar cell efficiency (Adeloye et al., 2012).

  • Synthesis, photophysical and electrochemical properties of a mixed bipyridyl-phenanthrolyl ligand Ru(II) heteroleptic complex having trans-2-methyl-2-butenoic acid functionalities.: This research focuses on the synthesis and characterization of a Ru(II) heteroleptic complex with trans-2-methyl-2-butenoic acid functionalities. The study highlights the compound′s photophysical and electrochemical properties, demonstrating its potential for use in optoelectronic devices and catalytic applications (Adeloye, 2011).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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