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27980

Sigma-Aldrich

Crotonaldehyde, mixture of cis and trans

ratio of cis- and trans-isomers (~1:20), ≥99.5% (GC)

Sinônimo(s):

2-Butenal, mixture of cis and trans

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About This Item

Fórmula linear:
CH3CH=CHCHO
Número CAS:
Peso molecular:
70.09
Beilstein:
1209254
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

Ensaio

≥99.5% (GC)

Formulário

liquid

contém

~0.1% 2,6-di-tert-butyl-4-methylphenol as stabilizer
~1% H2O as stabilizer

índice de refração

n20/D 1.437

p.e.

101-102 °C (lit.)

densidade

0.853 g/mL at 20 °C (lit.)

grupo funcional

aldehyde

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

C\C=C\C=O

InChI

1S/C4H6O/c1-2-3-4-5/h2-4H,1H3/b3-2+

chave InChI

MLUCVPSAIODCQM-NSCUHMNNSA-N

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Descrição geral

Crotonaldehyde(2-Butenal) is an α, β-unsaturated aldehyde and extremely reactive compound. It serves as a chemical building block in the production of solvents, sorbates, and, to a lower extent, pharmaceuticals and aroma compounds. Additionally, it can be used as an alcohol denaturant, in leather tanning and in the manufacturing of rubber accelerators.

Aplicação

Crotonaldehyde is used:

  • In the manufacturing of sorbic acid that are widely employed as food preservatives to avoid the food spoilage by microorganisms.

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Dam. 1 - Flam. Liq. 2 - Muta. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

55.4 °F - closed cup

Ponto de fulgor (°C)

13 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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F L Chung et al.
Cancer research, 44(3), 990-995 (1984-03-01)
Acrolein reacted with deoxyguanosine at pH 7 and 37 degrees to give three major products, Adducts 1 to 3, which were separated by high-performance liquid chromatography. They were identified by their ultraviolet, mass, and nuclear magnetic resonance spectra, by the
Reactions of acrolein, crotonaldehyde and pivalaldehyde with Cl atoms: structure-activity relationship and comparison with OH and NO3 reactions.
Ullerstam M, et al.
Physical Chemistry Chemical Physics, 3(6), 986-992 (2001)
Seung Eun Lee et al.
Toxicology letters, 201(3), 240-248 (2011-01-18)
Crotonaldehyde, a highly reactive α, β-unsaturated aldehyde, is a ubiquitous environmental pollutant and a product of endogenous lipid peroxidation. It is also a major component of cigarette smoke and is present in many foods and beverages, and has also been
Thomas W Kensler et al.
Carcinogenesis, 33(1), 101-107 (2011-11-03)
Epidemiological evidence has suggested that consumption of a diet rich in cruciferous vegetables reduces the risk of several types of cancers and chronic degenerative diseases. In particular, broccoli sprouts are a convenient and rich source of the glucosinolate, glucoraphanin, which
Eşref Demir et al.
Mutation research, 726(2), 98-103 (2011-07-19)
Lipid-peroxidation products are formed by the thermal treatment of foodstuffs, as well as by endogenous processes. In addition, they are also common environmental pollutants originating from many different sources. Since conflicting data exist on their possible risk for humans, we

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