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(Z)-tiglic acid
2-butenoic acid, 2-methyl-, (2Z)-

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Name:(Z)-2-methylbut-2-enoic acid
CAS Number: 565-63-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:209-284-2
Nikkaji Web:J6.512I
XlogP3-AA:1.00 (est)
Molecular Weight:100.11716000
Formula:C5 H8 O2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
Physical Properties:
Appearance:pale yellow crystalline solid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.92980 @ 99.60 °C.
Refractive Index:1.42000 @ 100.00 °C.
Melting Point: 45.00 to 46.00 °C. @ 760.00 mm Hg
Boiling Point: 85.50 to 87.50 °C. @ 13.00 mm Hg
Boiling Point: 184.00 to 186.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.152000 mmHg @ 25.00 °C. (est)
Flash Point: 204.00 °F. TCC ( 95.56 °C. )
logP (o/w): 1.076 (est)
Soluble in:
 water, slightly soluble in hot water
 water, 1.845e+004 mg/L @ 25 °C (est)
Insoluble in:
Similar Items:note
tiglic acid
(E)-tiglic acid
Organoleptic Properties:
Odor Type: spicy
Odor Description:at 100.00 %. spicy
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
BOC Sciences
For experimental / research use only.
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CJ Latta & Associates
Nagar Haveli Perfumes & Aromatics
Angelic Acid
Odor: Spicy
Penta International
Santa Cruz Biotechnology
For experimental / research use only.
Angelic Acid
For experimental / research use only.
Angelic Acid >98.0%(GC)(T)
Tianjin Danjun International
Angelic acid
Angelic Acid
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
Safety Information:
Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Safety References:
European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 5, Revision 1 (FGE.05Rev1):Esters of branched- and straight-chain aliphatic saturated primary alcohols and of one secondary alcohol, and branched- and straight-chain unsaturated carboxylic acids from chemical groups 1, 2, and 5 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) [1] - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 5, Revision 2 (FGE.05Rev2): Branched- and straight-chain unsaturated carboxylic acids and esters of these with aliphatic saturated alcohols from chemical groups 1, 2, 3 and 5
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :643915
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(Z)-2-methylbut-2-enoic acid
 (Z)-2-methylbut-2-enoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:565-63-9
Pubchem (cid):643915
Pubchem (sid):135025695
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):HMDB29608
Export Tariff Code:2916.19.3000
VCF-Online:VCF Volatile Compounds in Food
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
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 angelic acid
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2-butenoic acid, 2-methyl-, (2Z)-
2-butenoic acid, 2-methyl-, (Z)-
 crotonic acid, 2-methyl-, (Z)-
(Z)-alpha,beta-dimethyl acrylic acid
cis-alpha,beta-dimethyl acrylic acid
(Z)-alpha,beta-dimethylacrylic acid
cis-2,3-dimethylacrylic acid
cis-2-dimethylcrotonic acid
(2Z)-2-methyl but-2-enoic acid
(Z)-2-methyl crotonic acid
2-methyl isocrotonic acid
(Z)-2-methyl-2-butenoic acid
cis-2-methyl-2-butenoic acid
2-methyl-2(Z)-butenoic acid
2-methyl-2Z-butenoic acid
(2Z)-2-methylbut-2-enoic acid
(Z)-2-methylbut-2-enoic acid
(Z)-2-methylcrotonic acid
(Z)-tiglinic acid


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Constit. of Angelica archangelica (angelica) Angelic acid has a double bond between the second and third carbons of the chain. Together with tiglic acid form a pair of cis-trans isomers. Angelic acid is a volatile body, of biting acid taste and pungent sour odour. It crystallizes in colorless monoclinic prisms. Angelic acid was formerly used therapeutically as a sedative.; Angelic acid is a monocarboxylic unsaturated organic acid. It is found in garden angelica (Angelica archangelica), Umbelliferae, and many other plants. It was also isolated from the defensive secretion of certain carabid beetles.
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