EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

3-methyl crotonic acid
3-methylcrotonic acid

Supplier Sponsors

Name:3-methylbut-2-enoic acid
CAS Number: 541-47-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:208-782-7
FDA UNII: EKV8I38F9I
Nikkaji Web:J13.743J
Beilstein Number:1720305
MDL:MFCD00004366
CoE Number:10138
XlogP3-AA:1.20 (est)
Molecular Weight:100.11716000
Formula:C5 H8 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:1204 3-methylcrotonic acid
DG SANTE Food Flavourings:08.070 3-methylcrotonic acid
FEMA Number:3187 3-methylcrotonic acid
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):541-47-9 ; 3-METHYLCROTONIC ACID
 
Physical Properties:
Appearance:white to tan crystals (est)
Assay: 98.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 66.00 to 70.00 °C. @ 760.00 mm Hg
Boiling Point: 195.00 to 197.00 °C. @ 760.00 mm Hg
Boiling Point: 114.00 °C. @ 40.00 mm Hg
Vapor Pressure:0.200000 mmHg @ 25.00 °C. (est)
Flash Point:> 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w): 1.350 (est)
Soluble in:
 alcohol
 water
 water, 1.845e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor Type: phenolic
green phenolic dairy
Odor Description:at 1.00 % in propylene glycol. green phenolic dairy
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
3,3-Dimethyl acrylic acid
Parchem
3-methyl crotonic acid
Penta International
3-METHYL CROTONIC ACID
Santa Cruz Biotechnology
For experimental / research use only.
3-Methyl-2-butenoic acid ≥98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
3,3-Dimethylacrylic acid 97%
Synerzine
3-Methylcrotonic Acid
TCI AMERICA
For experimental / research use only.
3-Methylcrotonic Acid >98.0%(GC)(T)
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 34 - Causes burns.
S 02 - Keep out of the reach of children.
S 22 - Do not breath dust.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 27 - Take off immediately all contaminated clothing.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
 
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
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 3560 mg/kg
Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.

oral-guinea pig LD50 3000 mg/kg
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 29(4), Pg. 52, 1985.

oral-mouse LD50 2580 mg/kg
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 29(4), Pg. 52, 1985.

Dermal Toxicity:
skin-rabbit LD50 > 3200 mg/kg
Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
flavoring agents
Recommendation for 3-methyl crotonic acid usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.012 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.01 (μg/capita/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 4
Click here to view publication 4
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): -5.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -5.00000
fruit ices: -5.00000
gelatins / puddings: -5.00000
granulated sugar: --
gravies: --
hard candy: -5.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

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 72 (FGE.72): Consideration of aliphatic, branched-chain saturated and unsaturated alcohols, aldehydes, acids, and related esters evaluated by the JECFA (61st meeting) structurally related to branched- and straight-chain unsaturated carboxylic acids. Esters of these and straight-chain aliphatic saturated alcohols evaluated by EFSA in FGE.05Rev2 (2010)
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

Scientific Opinion on Flavouring Group Evaluation 72, Revision 1 (FGE.72Rev1): Consideration of aliphatic, branched-chain saturated and unsaturated alcohols, aldehydes, acids, and related esters evaluated by the JECFA (61st meeting) structurally related to branched- and straight-chain unsaturated carboxylic acids, esters of these and straight-chain aliphatic saturated alcohols evaluated by EFSA in FGE.05Rev2
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 72, Revision 2 (FGE.72Rev2): consideration of aliphatic, branched-chain saturated and unsaturated alcohols, aldehydes, acids and related esters evaluated by JECFA (61st, 68th and 69th meetings) and structurally related to flavouring substances in FGE.05Rev3
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):541-47-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10931
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
3-methylbut-2-enoic acid
Chemidplus:0000541479
RTECS:GQ5425000 for cas# 541-47-9
 
References:
 3-methylbut-2-enoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:541-47-9
Pubchem (cid):10931
Pubchem (sid):134975942
Pherobase:View
 
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
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
HMDB (The Human Metabolome Database):HMDB00509
FooDB:FDB000736
Export Tariff Code:2916.19.5000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
For Odor
acidic
2-
ethyl butyric acid
FL/FR
aldehydic
acetyl nonyryl
FL/FR
buttery
acetoin
FL/FR
butyl butyryl lactate
FL/FR
cheesy
butyric acid
FL/FR
coconut
coconut decanone methyl
FR
delta-
decalactone
FL/FR
delta-
octalactone
FL/FR
gamma-
octalactone
FL/FR
creamy
para-
vanillic acid
FL/FR
fatty
(Z)-
dairy lactone
FL/FR
4-
methyl octanoic acid
FL/FR
fruity
butyl 2-decenoate
FL/FR
methyl (Z)-5-octenoate
FL/FR
green
iso
butyl methyl ketone
FL/FR
diphenyl oxide
FL/FR
(Z)-4-
hepten-1-ol
FL/FR
(Z)-4-
heptenal
FL/FR
herbal
apium graveolens seed oil
FL/FR
apium graveolens seed oil india
FL/FR
honey
phenyl pyruvic acid
FL/FR
minty
agathosma crenulata leaf oil
FL/FR
waxy
5(6)-
decenoic acid
FL/FR
nonanoic acid
FL/FR
delta-
tetradecalactone
FL/FR
2-
tridecanone
FL/FR
For Flavor
No flavor group found for these
2,5-
dithiahexane
FL
S-
methyl thiopropionate
FL
3-(
methyl thio) methyl thiophene
FL
acidic
acidic
2-
ethyl butyric acid
FL/FR
propionic acid
FL
aldehydic
acetyl nonyryl
FL/FR
coconut
delta-
decalactone
FL/FR
delta-
octalactone
FL/FR
creamy
acetoin
FL/FR
butyl butyryl lactate
FL/FR
5(6)-
decenoic acid
FL/FR
para-
vanillic acid
FL/FR
dairy
methyl (Z)-5-octenoate
FL/FR
fatty
(Z)-
dairy lactone
FL/FR
4-
methyl octanoic acid
FL/FR
nonanoic acid
FL/FR
2-
tridecanone
FL/FR
fruity
butyl 2-decenoate
FL/FR
green
iso
butyl methyl ketone
FL/FR
diphenyl oxide
FL/FR
heptanal 2,3-butane diol acetal
FL
(Z)-4-
hepten-1-ol
FL/FR
(Z)-4-
heptenal
FL/FR
(E)-3-
hexenoic acid
FL
herbal
apium graveolens seed oil
FL/FR
apium graveolens seed oil india
FL/FR
celery oleoresin
FL
lactonic
gamma-
octalactone
FL/FR
minty
agathosma crenulata leaf oil
FL/FR
phenolic
phenyl pyruvic acid
FL/FR
sour
butyric acid
FL/FR
waxy
delta-
tetradecalactone
FL/FR
 
Potential Uses:
FLdairy
FLgreen
 
Occurrence (nature, food, other):note
 arctic bramble fruit
Search Trop Picture
 bread wheat bread
Search PMC Picture
 cocoa
Search Trop Picture
 coffee
Search PMC Picture
 noni fruit
Search Trop Picture
 peucedanum japonicum
Search Trop Picture
 raspberry red raspberry fruit
Search Trop Picture
 tea black tea
Search Trop Picture
 
Synonyms:
 but-2-enoic acid, 3-methyl-
2-butenoic acid, 3-methyl-
 crotonic acid, 3-methyl-
3,3-dimethyl acrylic acid
beta,beta-dimethyl acrylic acid
3,3-dimethylacrylic acid
beta-methyl crotonic acid
3-methyl-2-butenoic acid
3-methyl-crotonic acid
3-methylbut-2-enoic acid
3-methylcrotonic acid
b-methylcrotonic acid
 senecic acid
 senecioic acid
 
 
Notes:
Flavouring ingredient Senecioic acid appears in the urine of patients with 3-Methylcrotonic aciduria, which is a disorder characterised by urine that contains increased amounts of 3-methylcrotonic acid (Senecioic acid). It is caused by defects in a biotin-dependent reaction that forms 3-methylglutaconic acid. (Wikipedia)
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