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

(E)-tiglic acid
trans-2-methyl-2-butenoic acid

Sponsors

Flavor Demo Formulas
Name:(E)-2-methylbut-2-enoic acid
CAS Number: 80-59-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:201-295-0
FDA UNII:I5792N03HC
Nikkaji Web:J4.252H
Beilstein Number:1236500
MDL:MFCD00066864
CoE Number:10168
XlogP3-AA:1.00 (est)
Molecular Weight:100.11716000
Formula:C5 H8 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
EFSA/JECFA Comments:
JECFA: Register name to be changed to (2E)-Methylcrotonic acid.
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
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:1205 trans-2-methyl-2-butenoic acid
FLAVIS Number:08.064 (Old)
DG SANTE Food Flavourings:08.064 (2E)-methylcrotonic acid
FEMA Number:3599 trans-2-methyl-2-butenoic acid
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: TRANS-2-METHYL-2-BUTENOIC ACID
 
Physical Properties:
Appearance:white crystalline (est)
Assay: 99.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 54.00 to 57.00 °C. @ 760.00 mm Hg
Boiling Point: 95.00 to 96.00 °C. @ 12.00 mm Hg
Boiling Point: 198.00 to 199.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.152000 mm/Hg @ 25.00 °C. (est)
Flash Point: 215.00 °F. TCC ( 101.67 °C. )
logP (o/w): 1.076 (est)
Soluble in:
 alcohol
 water, 1.845e+004 mg/L @ 25 °C (est)
Insoluble in:
 water
Similar Items:note
tiglic acid
(Z)-tiglic acid
 
Organoleptic Properties:
Odor Type: spicy
Odor Strength:medium ,
recommend smelling in a 10.00 % solution or less
Substantivity:16 hour(s) at 100.00 %
sweet dry spicy woody caramellic
Odor Description:at 10.00 % in dipropylene glycol. sweet dry spicy woody caramel
Luebke, William tgsc, (1995)
Odor sample from: Bedoukian Research, Inc.
pungent acidic brown ripe fruity
Odor Description:Pungent acidic, with a brown, ripe and fruity nuance
Mosciano, Gerard P&F 17, No. 5, 127, (1992)
Flavor Type: brown
spicy warm sour spicy rooty
Taste Description: spicy warm sour spicy-rooty
sweet brown fruity ripe jammy
Taste Description: at 75.00 ppm. Sweet, brown, fruity, with ripe and jammy nuances
Mosciano, Gerard P&F 17, No. 5, 127, (1992)
Odor and/or flavor descriptions from others (if found).
Bedoukian Research
TIGLIC ACID ≥99.0%, Kosher
Odor Description:Spicy, cake-like, caramel, woody character
For bready caramel notes in fragrances.
Taste Description:brown fruity
Used in berry, bread, caramel and rum flavors.
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Bedoukian Research
TIGLIC ACID
≥99.0%, Kosher
Odor: Spicy, cake-like, caramel, woody character
Use: For bready caramel notes in fragrances.
Flavor: brown fruity
Used in berry, bread, caramel and rum flavors.
BOC Sciences
For experimental / research use only.
(E)-2-Methyl-2-butenoic Acid 95%
EMD Millipore
For experimental / research use only.
Tiglic Acid
Ernesto Ventós
TIGLIC ACID
Odor: WARM,LEATHER,ANIMAL,SPICY
Global Essence
Tiglic Acid
Indukern F&F
TIGLIC ACID
Inoue Perfumery
TIGLIC ACID
Jiangyin Healthway
Tiglic Acid
New functional food ingredients
Lluch Essence
TIGLIC ACID
Nagar Haveli Perfumes & Aromatics
Tiglic Acid
Natural
Odor: sweet dry spicy woody caramel
PCAS
Tiglic Acid, Kosher
Penta International
TIGLIC ACID, Kosher
Prodasynth
TIGLIC ACID > 99
Odor: WARM,LEATHER,ANIMAL,SPICY
Reincke & Fichtner
trans-2-Methyl-2-butenoic Acid
Sigma-Aldrich
trans-2-Methyl-2-butenoic acid, ≥98%, FG
Odor: balsam; spicy
Certified Food Grade Products
Synerzine
Tiglic Acid
TCI AMERICA
For experimental / research use only.
Tiglic Acid >98.0%(GC)(T)
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
C - Corrosive.
R 34 - Causes burns.
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
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.
Human Experience:
1 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 20, Pg. 837, 1982.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 20, Pg. 837, 1982.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for (E)-tiglic acid usage levels up to:
  1.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 4.10 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 1.60 (μg/capita/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: 12
 average usual ppmaverage maximum ppm
baked goods: -1.50000
beverages(nonalcoholic): -10.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: -10.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: -10.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: -10.00000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: -10.00000
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

Safety and efficacy of a,-unsaturated straight-chain and branched-chain aliphatic primary alcohols, aldehydes, acids and esters belonging to chemical group 3 when used as flavourings for all animal species
View page or View pdf

EPI System: View
NLM Hazardous Substances Data Bank:Search
Cancer Citations:Search
Toxicology Citations:Search
Env. Mutagen Info. Center:Search
EPA Substance Registry Services (TSCA):80-59-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :125468
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 3261
WGK Germany:2
(E)-2-methylbut-2-enoic acid
Chemidplus:0000080591
EPA/NOAA CAMEO:hazardous materials
RTECS:GQ5430000 for cas# 80-59-1
 
References:
 (E)-2-methylbut-2-enoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:80-59-1
Pubchem (cid):125468
Pubchem (sid):134972325
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS):View
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
KEGG (GenomeNet):C08279
HMDB (The Human Metabolome Database):HMDB01470
Export Tariff Code:2916.19.3000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
For Odor
amber
amber carane
FR
animal
musk indenofuran
FR
anise
estragon absolute
FR
balsamic
croton glabellus bark extract
FL/FR
frankincense absolute
FL/FR
guaiyl acetate
FL/FR
khella oil
FR
myrrh resinoid
FR
opoponax absolute (balsamodendron kafal)
FL/FR
valeriana wallichii root oil
FR
caramellic
ethyl cyclopentenolone
FL/FR
immortelle absolute
FL/FR
maltyl isobutyrate
FL/FR
maple furanone
FL/FR
clean
amerinal
FR
earthy
3-
octanol
FL/FR
fermented
valeraldehyde
FL/FR
floral
cassis specialty
FR
mimosa absolute
FL/FR
mimosa absolute france
FL/FR
mimosa absolute india
FL/FR
rose concrete (rosa centifolia)
FR
tuberose acetate
FR
fruity
allyl cyclohexyl acetate
FL/FR
iso
amyl isovalerate
FL/FR
iso
butyl 2-butenoate
FL/FR
butyl isovalerate
FL/FR
methyl valerate
FL/FR
3-
phenyl propyl isobutyrate
FL/FR
prenyl acetate
FL/FR
propyl isobutyrate
FL/FR
green
3-
hexenyl isovalerate
FL/FR
octanal diethyl acetal
FL/FR
herbal
acorus calamus rhizome oil
FR
anthemis nobilis flower oil roman
FL/FR
sweet
basil absolute
FL/FR
calamintha clinopodium oil
FR
(S)-
campholene acetate
FL/FR
canarium luzonicum oil
FL/FR
clary sage oil france
FL/FR
dill seed oil
FL/FR
dill seed oil CO2 extract
FL/FR
linalyl acetate
FL/FR
nonisyl acetate
FR
curled
parsley seed oil
FL/FR
petroselinum crispum seed oil CO2 extract
FL/FR
common
tansy flower oil
FR
common
tansy flower oil dutch
FR
theaspirane
FL/FR
minty
carvyl acetate
FL/FR
musk
musk indanone
FR
orris
eugenyl formate
FL/FR
para-iso
propyl acetophenone
FL/FR
peppery
asarum europaeum oil
FR
phenolic
4-
methyl-2,6-dimethoxyphenol
FL/FR
saffron
saffron stigmates absolute
FR
spicy
allspice berry absolute
FL/FR
anona squamosa leaf oil
FR
artemisia dracunculus herb oil
FL/FR
atractylis root oil
FR
ayou wood oil
FR
carvacrol
FL/FR
beta-
caryophyllene
FL/FR
caryophyllene
FL/FR
alpha-
caryophyllene alcohol
FL/FR
cascarilla oil replacer
FL/FR
cassia bark oil china
FL/FR
cassia leaf oil
FL/FR
cinnamon bark oil
FL/FR
cinnamon bark oil (cinnamomum zeylanicum) india
FL/FR
cinnamon bark oil ceylon
FL/FR
cinnamon leaf oil ceylon
FL/FR
cinnamon oleoresin ceylon
FL/FR
clove bud absolute
FL/FR
clove bud concrete
FR
clove bud oil CO2 extract
FL/FR
croton eluteria bark oil
FL/FR
eugenyl acetate
FL/FR
galangal root oil
FL/FR
ginger oleoresin africa
FL/FR
ginger root oil brazil
FL/FR
ginger root oil china
FL/FR
grains of paradise oil
FL/FR
green oxane
FR
mace absolute
FL/FR
mace oil
FL/FR
machilus kusanoi leaf oil
FR
machilus kusanoi wood oil
FR
maja fragrance
FR
myristica fragrans fruit extract
FL/FR
myristica fragrans seed tincture
FL/FR
nutmeg oil
FL/FR
black
pepper absolute
FL/FR
pepper hexanone
FR
black
pepper oil CO2 extract
FL/FR
pepper tree berry absolute
FL/FR
pepper tree berry oil
FL/FR
piper longum fruit oil
FL/FR
piper longum fruit oil CO2 extract
FL/FR
safrole
CS
spicy carbonate
FR
sugandha kokila berry oil
FR
turmeric root absolute
FL/FR
zingiber officinale root extract
FL/FR
zingiber officinale root tincture
FL/FR
terpenic
para-
cymene
FL/FR
juniper branch oil
FR
pine needle oil dwarf
FL/FR
thujonic
common
tansy oil canada
FR
vanilla
vanilla cresol
FR
vanillin propylene glycol acetal
FL/FR
waxy
iso
amyl laurate
FL/FR
woody
iso
caryophyllene
CS
caryophyllene alcohol acetate
FR
caryophyllene formate
FL/FR
beta-
caryophyllene oxide
FL/FR
atlas
cedarwood oil
FR
curcuma zedoaria bark extract
FL/FR
dacrydium franklinii wood oil
FR
frankincense resinoid
FL/FR
(E)-
germacrene D
FL/FR
guaiacwood oil
FL/FR
guaiacwood oil 20% in gurjun balsam oil
FR
guaiacyl acetate
FL/FR
hedychium spicatum root oil
FR
jatamansi root oil
FR
juniper berry oleoresin
FL/FR
methyl methylene tricyclodecanol
FR
patchouli absolute
FR
4-iso
propyl phenol
FL/FR
rhubarb oxirane
FR
sabinene
FL/FR
santal penten-2-ol
FR
spicy pentanone
FL/FR
spikenard oil
FL/FR
spikenard oil CO2 extract
FL/FR
zedoary bark oil
FL/FR
zedoary root oil
FL/FR
zedoary root oil CO2 extract
FL/FR
For Flavor
No flavor group found for these
alpha-
caryophyllene alcohol
FL/FR
caryophyllene formate
FL/FR
croton glabellus bark extract
FL/FR
eugenyl formate
FL/FR
(E)-
germacrene D
FL/FR
grains of paradise oil
FL/FR
guaiyl acetate
FL/FR
piper longum fruit oil CO2 extract
FL/FR
rosa canina seed extract
FL
spikenard oil
FL/FR
spikenard oil CO2 extract
FL/FR
balsamic
balsamic
opoponax absolute (balsamodendron kafal)
FL/FR
burnt
4-iso
propyl phenol
FL/FR
caramellic
maple furanone
FL/FR
cooling
theaspirane
FL/FR
fatty
iso
amyl laurate
FL/FR
(E,E)-2,4-
heptadienal
FL
floral
linalyl acetate
FL/FR
fruity
allyl cyclohexyl acetate
FL/FR
butyl isovalerate
FL/FR
methyl valerate
FL/FR
3-
phenyl propyl isobutyrate
FL/FR
prenyl acetate
FL/FR
propyl isobutyrate
FL/FR
spicy pentanone
FL/FR
green
iso
amyl isovalerate
FL/FR
iso
butyl 2-butenoate
FL/FR
canarium luzonicum oil
FL/FR
3-
hexenyl isovalerate
FL/FR
immortelle absolute
FL/FR
octanal diethyl acetal
FL/FR
herbal
anthemis nobilis flower oil roman
FL/FR
sweet
basil absolute
FL/FR
clary sage oil france
FL/FR
dill seed oil
FL/FR
dill seed oil CO2 extract
FL/FR
curled
parsley seed oil
FL/FR
petroselinum crispum seed oil CO2 extract
FL/FR
jammy
(S)-
campholene acetate
FL/FR
ethyl cyclopentenolone
FL/FR
maltyl isobutyrate
FL/FR
medicinal
frankincense absolute
FL/FR
minty
carvyl acetate
FL/FR
musty
3-
octanol
FL/FR
phenolic
4-
methyl-2,6-dimethoxyphenol
FL/FR
pine
pine needle oil dwarf
FL/FR
smoky
prosopis juliflora wood extract
FL
solvent
methyl phenyl sulfide
FL
sour
2,4-
dimethyl-2-pentenoic acid
FL
spicy
allspice berry absolute
FL/FR
artemisia dracunculus herb oil
FL/FR
carvacrol
FL/FR
beta-
caryophyllene
FL/FR
caryophyllene
FL/FR
cascarilla oil replacer
FL/FR
cassia bark oil china
FL/FR
cassia leaf oil
FL/FR
cinnamon bark oil
FL/FR
cinnamon bark oil (cinnamomum zeylanicum) india
FL/FR
cinnamon bark oil ceylon
FL/FR
cinnamon leaf oil ceylon
FL/FR
cinnamon oleoresin ceylon
FL/FR
clove bud absolute
FL/FR
clove bud oil CO2 extract
FL/FR
croton eluteria bark oil
FL/FR
cumin oleoresin
FL
eugenyl acetate
FL/FR
galangal root oil
FL/FR
ginger oleoresin africa
FL/FR
ginger root oil brazil
FL/FR
ginger root oil china
FL/FR
mace absolute
FL/FR
mace oil
FL/FR
myristica fragrans fruit extract
FL/FR
myristica fragrans seed tincture
FL/FR
nutmeg oil
FL/FR
black
pepper absolute
FL/FR
black
pepper oil CO2 extract
FL/FR
white
pepper oleoresin
FL
pepper tree berry absolute
FL/FR
pepper tree berry oil
FL/FR
piper longum fruit oil
FL/FR
para-iso
propyl acetophenone
FL/FR
turmeric oleoresin
FL
turmeric root absolute
FL/FR
zingiber officinale root extract
FL/FR
zingiber officinale root tincture
FL/FR
terpenic
para-
cymene
FL/FR
vanilla
vanillin propylene glycol acetal
FL/FR
waxy
mimosa absolute
FL/FR
mimosa absolute france
FL/FR
mimosa absolute india
FL/FR
winey
valeraldehyde
FL/FR
woody
beta-
caryophyllene oxide
FL/FR
curcuma zedoaria bark extract
FL/FR
frankincense resinoid
FL/FR
guaiacwood oil
FL/FR
guaiacyl acetate
FL/FR
juniper berry oleoresin
FL/FR
sabinene
FL/FR
zedoary bark oil
FL/FR
zedoary root oil
FL/FR
zedoary root oil CO2 extract
FL/FR
 
Potential Uses:
FRbanana
FRberry
FLbread
FLcaramel
FLcheese
FRfloral
FRfruit
FRpapaya
FRpassion fruit
FRsaffron
FLspearmint
FRspice
FRwoody
 
Occurrence (nature, food, other):note
 banana fruit
Search Trop Picture
 bread
Search PMC Picture
 celery leaf
Search Trop Picture
 celery stalk
Search Trop Picture
 coffee green coffee
Search PMC Picture
 coffee roasted coffee
Search PMC Picture
 papaya fruit
Search Trop Picture
 passion fruit
Search Trop Picture
 soybean
Search Trop Picture
 strawberry wild strawberry fruit
Search Trop Picture
 tansy oil canada @ 0.10%
Data GC Search Trop Picture
 
Synonyms:
2-butenoic acid, 2-methyl-, (2E)-
2-butenoic acid, 2-methyl-, (E)-
 cevadic acid
(E)-2,3-dimethyl acrylic acid
trans-2,3-dimethyl acrylic acid
trans-alpha,beta-dimethyl acrylic acid
(E)-2,3-dimethylacrylic acid
trans-2,3-dimethylacrylic acid
2,3-dimethylacrylic acid, (E)-
(E)-2-methyl crotonic acid
trans-2-methyl crotonic acid
2-methyl-(E)-2-butenoic acid
(2E)-2-methyl-2-butenoic acid
(E)-2-methyl-2-butenoic acid
trans-2-methyl-2-butenoic acid
2-methyl-2-butenoic acid, (E)-
trans-2-methyl-2-heptenoic acid
2-methyl-2E-butenoic acid
(E)-2-methyl-but-2-enoic acid
(2E)-2-methylbut-2-enoic acid
(E)-2-methylbut-2-enoic acid
(2E)-methylcrotonic acid
(E)-2-methylcrotonic acid
trans-2-methylcrotonic acid
a-methylcrotonic acid, (E)-
(E)-tiglinic acid
 
 
Notes:
None found
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