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27980

Sigma-Aldrich

Crotonaldehyde, mixture of cis and trans

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

Sinonimo/i:

2-Butenal, mixture of cis and trans

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About This Item

Formula condensata:
CH3CH=CHCHO
Numero CAS:
4170-30-3
Peso molecolare:
70.09
Beilstein:
1209254
Numero MDL:
MFCD00007003
Codice UNSPSC:
12352100
ID PubChem:
57648285
NACRES:
NA.22

Livello qualitativo

200

Saggio

≥99.5% (GC)

Stato

liquid

contiene

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

Indice di rifrazione

n20/D 1.437

P. ebollizione

101-102 °C (lit.)

Densità

0.853 g/mL at 20 °C (lit.)

Gruppo funzionale

aldehyde

Temperatura di conservazione

2-8°C

Stringa SMILE

C\C=C\C=O

InChI

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

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Descrizione generale

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.

Applicazioni

Crotonaldehyde is used:

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

Avvertenze

Danger

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

55.4 °F - closed cup

Punto d’infiammabilità (°C)

13 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
BCCG9759
BCCG9313
BCCG4230
BCCG3826
BCCD8734

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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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