(E)-2-buten-1-al

trans-2-butenal

CAS: 123-73-9 C4 H6 O MW: 70.09102000

Identification

Name(E)-2-buten-1-al
IUPAC(E)-but-2-enal
CAS Number123-73-9
EINECS204-647-1
FDA UNII6PUW625907
Molecular FormulaC4 H6 O
Molecular Weight70.09102000
MDL NumberMFCD00007003
Nikkaji NumberJ9.294K
CoE Number11736

Regulatory

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

No sensory data available

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityoral-mouse LD50 240 mg/kg
Dermal Toxicityskin-rabbit LD50 380 mg/kg
Inhalation Toxicityinhalation-rat LC50 4000 mg/m3/30M

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)\nBEHAVIORAL: ATAXIA\nBEHAVIORAL: EXCITEMENT']

Safety in Use

Categoryflavoring agents
Recommendation for (E)-2-buten-1-al usage levels up tonot for fragrance use.

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Potential Uses

None Found

Natural Occurrence

hydnora africana potato plant strawberry wild strawberry fruit tomato juice

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 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.