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Merck
CN

27980

巴豆醛,顺式和反式混合物

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

别名:

2-丁烯醛,顺式和反式混合物

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线性分子式:
CH3CH=CHCHO
化学文摘社编号:
分子量:
70.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1209254
Assay:
≥99.5% (GC)
Form:
liquid
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InChI

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

SMILES string

C\C=C\C=O

InChI key

MLUCVPSAIODCQM-NSCUHMNNSA-N

assay

≥99.5% (GC)

form

liquid

contains

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

refractive index

n20/D 1.437

bp

101-102 °C (lit.)

density

0.853 g/mL at 20 °C (lit.)

functional group

aldehyde

storage temp.

2-8°C

Quality Level

General description

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.

Application

Crotonaldehyde is used:

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

55.4 °F - closed cup

flash_point_c

13 °C - closed cup

ppe

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

法规信息

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历史批次信息供参考:

分析证书(COA)

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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)
Xing-yu Liu et al.
Toxicology letters, 195(1), 90-98 (2010-02-16)
Crotonaldehyde is a widespread environmental pollutant and lipid peroxidation product. Crotonaldehyde is a risk factor for many diseases (e.g., chronic pulmonary inflammation). However, its toxicity and its mechanism of action have not been thoroughly investigated. The purpose of this study
Yasuo Yamauchi et al.
Planta, 231(5), 1077-1088 (2010-02-17)
Previously we observed that the oxygen-evolving complex 33 kDa protein (OEC33) which stabilizes the Mn cluster in photosystem II (PSII), was modified with malondialdehyde (MDA), an end-product of peroxidized polyunsaturated fatty acids, and the modification increased in heat-stressed plants (Yamauchi
Bi-Cheng Yang et al.
Toxicology letters, 219(1), 26-34 (2013-03-06)
Crotonaldehyde, a highly toxic α, β-unsaturated aldehyde, is a major component of cigarette smoke and a ubiquitous environmental pollutant. Crotonaldehyde exposure is known to have adverse effects on respiratory health, but the underlying mechanisms remain obscure. To examine the interaction

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