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

(E)-2-buten-1-al
trans-2-butenal

Supplier Sponsors

Name:(E)-but-2-enal
CAS Number: 123-73-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:204-647-1
FDA UNII: 6PUW625907
Nikkaji Web:J9.294K
MDL:MFCD00007003
CoE Number:11736
XlogP3-AA:0.50 (est)
Molecular Weight:70.09102000
Formula:C4 H6 O
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
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 98.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.84600 @ 25.00 °C.
Refractive Index:1.43650 @ 20.00 °C.
Melting Point:-101.00 to -98.00 °C. @ 760.00 mm Hg
Boiling Point: 102.20 °C. @ 760.00 mm Hg
Vapor Pressure:31.438999 mmHg @ 25.00 °C. (est)
Vapor Density:2.41 ( Air = 1 )
Flash Point: 48.00 °F. TCC ( 8.89 °C. )
logP (o/w): 0.600
Soluble in:
 alcohol
 water, 1.50E+05 mg/L @ 25 °C (exp)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Crotonaldehyde
Penta International
2-BUTENAL
Sigma-Aldrich: Aldrich
For experimental / research use only.
Crotonaldehyde, predominantly trans 98%
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
T+ N - Very toxic, Dangerous for the environment.
R 11 - Highly flammable.
R 23/24/25 - Toxic by inhalation, in contact with skin and if swallowed.
R 37/38 - Irritating to respiratory system and skin.
R 41 - Risk of serious damage to eyes.
R 48/22 - Harmful: danger of serious damage to health by prolonged exposure if swallowed.
R 50 - Very toxic to aquatic organisms.
R 68 - Possible risk of irreversible effects.
S 02 - Keep out of the reach of children.
S 09 - Keep container in a well-ventilated place.
S 16 - Keep away from sources of ignition - No Smoking.
S 20/21 - When using do not eat, drink or smoke.
S 23 - Do not breath vapour.
S 28 - After contact with skin, wash immediately with plenty of water.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
S 45 - In case of accident or if you feel unwell seek medical advice immediately.
S 61 - Avoid release to the environment. Refer to special instructions/safety data sheet.
 
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-mouse LD50 240 mg/kg
Biochemical Journal. Vol. 34, Pg. 1196, 1940.

intraperitoneal-mouse LD50 160 mg/kg
Personal Communication from H. Zollner, Institut fur Biochemie, Der Universitat, Gras, Oct. 23, 1975Vol. 23OCT1975

Dermal Toxicity:
skin-rabbit LD50 380 mg/kg
Union Carbide Data Sheet. Vol. 4/21/1967

subcutaneous-rat LD50 140 mg/kg
BEHAVIORAL: EXCITEMENT BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950.

subcutaneous-mouse LD50 160 mg/kg
BEHAVIORAL: EXCITEMENT BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950.

subcutaneous-dog LDLo 568 mg/kg
Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 18, Pg. 218, 1884.

subcutaneous-guinea pig LDLo 1331 mg/kg
Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 18, Pg. 218, 1884.

Inhalation Toxicity:
inhalation-rat LC50 4000 mg/m3/30M
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT
Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950.

inhalation-mouse LC50 1510 mg/m3/2H
BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: ATAXIA BEHAVIORAL: EXCITEMENT
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 6(9), Pg. 34, 1962.

inhalation-human TCLo 12 mg/m3/10M
SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
JAMA, Journal of the American Medical Association. Vol. 165, Pg. 1908, 1957.

 
Safety in Use Information:
Category:
flavoring agents
Recommendation for (E)-2-buten-1-al usage levels up to:
 not for fragrance use.
 
 
Safety References:
EPI System: View
EPA-Iris:IRIS
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
EPA Substance Registry Services (TSCA):123-73-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :447466
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1143
WGK Germany:3
(E)-but-2-enal
Chemidplus:0000123739
EPA/NOAA CAMEO:hazardous materials
RTECS:GP9625000 for cas# 123-73-9
 
References:
 (E)-but-2-enal
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:123-73-9
Pubchem (cid):447466
Pubchem (sid):135019002
Flavornet:123-73-9
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
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C19377
HMDB (The Human Metabolome Database):HMDB34233
FooDB:FDB012544
Export Tariff Code:2912.19.5000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 hydnora africana
Search Trop Picture
 potato plant
Search Trop Picture
 strawberry wild strawberry fruit
Search Trop Picture
 tomato juice
Search Trop Picture
 
Synonyms:
(2E)-but-2-enal
(E)-but-2-enal
trans-but-2-enal
trans-2-buten-1-al
(2E)-2-butenal
(E)-2-butenal
trans-2-butenal
2-butenal, (2E)-
trans-2-butenaldehyde
(E)-crotonal
(E)-crotonaldehyde
trans-crotonaldehyde
 crotonaldehyde, (E)-
(E)-crotonic aldehyde
 topanel
 

Articles:

PubMed:Activation of the Keap1/Nrf2 pathway through covalent modification of the 2-alkenal group of aliphatic electrophiles in Coriandrum sativum L.
J-Stage:Effects of Aliphatic Aldehydes on the Growth and Patulin Production of Penicillium expansum in Apple Juice
PubMed:Development of three stable isotope dilution assays for the quantitation of (E)-2-butenal (crotonaldehyde) in heat-processed edible fats and oils as well as in food.
PubMed:Signatures of isomerization in photodissociation of trans- crotonaldehyde probed by multiphoton ionization mass spectrometry.
PubMed:Effects of aliphatic aldehydes on the growth and patulin production of Penicillium expansum in apple juice.
PubMed:Tandem catalysis in domino olefin cross-metathesis/intramolecular oxa-conjugate cyclization: concise synthesis of 2,6-cis-substituted tetrahydropyran derivatives.
PubMed:Contribution of cation-π interactions in iminium catalysis.
PubMed:Human aldo-keto reductase AKR7A2 protects against the cytotoxicity and mutagenicity of reactive aldehydes and lowers intracellular reactive oxygen species in hamster V79-4 cells.
PubMed:Kinetics studies of the gas-phase reactions of NO3 radicals with series of 1-alkenes, dienes, cycloalkenes, alkenols, and alkenals.
PubMed:A computational study of the mechanism of the unimolecular elimination of α,β-unsaturated aldehydes in the gas phase.
PubMed:Chemistry and biology of DNA containing 1,N(2)-deoxyguanosine adducts of the alpha,beta-unsaturated aldehydes acrolein, crotonaldehyde, and 4-hydroxynonenal.
PubMed:Atmospheric reaction of OH radicals with 1,3-butadiene and 4-hydroxy-2-butenal.
PubMed:Stereospecific formation of interstrand carbinolamine DNA cross-links by crotonaldehyde- and acetaldehyde-derived alpha-CH3-gamma-OH-1,N2-propano-2'-deoxyguanosine adducts in the 5'-CpG-3' sequence.
PubMed:Modulation of pumpkin glutathione S-transferases by aldehydes and related compounds.
PubMed:1,N2-deoxyguanosine adducts of acrolein, crotonaldehyde, and trans-4-hydroxynonenal cross-link to peptides via Schiff base linkage.
PubMed:Aldehyde-induced xanthine oxidase activity in raw milk.
PubMed:Structure-antimutagenic activity relationships of benzalacetone derivatives against UV-induced mutagenesis in E. coli WP2uvrA and gamma-induced mutagenesis in Salmonella typhimurium TA2638.
PubMed:Volatile aldehydes are promising broad-spectrum postharvest insecticides.
PubMed:Role of 1,N2-propanodeoxyguanosine adducts as endogenous DNA lesions in rodents and humans.
PubMed:Structural and kinetic determinants of aldehyde reduction by aldose reductase.
PubMed:Purification and characterization of two enone reductases from Saccharomyces cerevisiae.
PubMed:Structures of acrolein-guanine adducts: a semi-empirical self-consistent field and nuclear magnetic resonance spectral study.
PubMed:Interactions of alpha, beta-unsaturated aldehydes and ketones with human glutathione S-transferase P1-1.
PubMed:Inhibition of glutathione S-transferase activity in human melanoma cells by alpha,beta-unsaturated carbonyl derivatives. Effects of acrolein, cinnamaldehyde, citral, crotonaldehyde, curcumin, ethacrynic acid, and trans-2-hexenal.
PubMed:Genotoxic effects of the alpha, beta-unsaturated aldehydes 2-trans-butenal, 2-trans-hexenal and 2-trans, 6-cis-nonadienal.
PubMed:Mechanism-based inactivation of porcine kidney diamine oxidase by 1,4-diamino-2-butene.
PubMed:Effects of age and dietary restriction on liver glutathione transferase activities in Lobund-Wistar rats.
PubMed:Human Mu-class glutathione S-transferases present in liver, skeletal muscle and testicular tissue.
PubMed:Identification and characterization of deoxyguanosine-crotonaldehyde adducts. Formation of 7,8 cyclic adducts and 1,N2,7,8 bis-cyclic adducts.
PubMed:The reaction of xanthine oxidase with aldehydic products of lipid peroxidation.
PubMed:Detection of exocyclic guanine adducts in hydrolysates of hepatic DNA of rats treated with N-nitrosopyrrolidine and in calf thymus DNA reacted with alpha-acetoxy-N-nitrosopyrrolidine.
PubMed:Inhibition of microsomal cytochrome c reductase activity by a series of alpha, beta-unsaturated aldehydes.
PubMed:Mutagenicity and toxicity studies of several alpha,beta-unsaturated aldehydes in the Salmonella typhimurium mutagenicity assay.
PubMed:Inhibition by reactive aldehydes of superoxide anion radical production in stimulated human neutrophils.
 
Notes:
Isol. from vegetable sources, e.g. tomato juice, strawberry aroma
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