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275212

Sigma-Aldrich

Crotonaldehyde, predominantly trans

98%

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About This Item

Linear Formula:
CH3CH=CHCHO
CAS Number:
123-73-9
Molecular Weight:
70.09
EC Number:
204-647-1
MDL number:
MFCD00007003
UNSPSC Code:
12352100
PubChem Substance ID:
24856634

vapor density

2.41 (vs air)

vapor pressure

32 mmHg ( 20 °C)

Assay

98%

autoignition temp.

320 °F

expl. lim.

19.5 %

refractive index

n20/D 1.4362 (lit.)

bp

104 °C (lit.)

mp

−76 °C (lit.)

density

0.846 g/mL at 25 °C (lit.)

SMILES string

[H]\C(C)=C(\[H])C([H])=O

InChI

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

InChI key

MLUCVPSAIODCQM-NSCUHMNNSA-N

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Signal Word

Danger

Hazard Classifications

Acute Tox. 1 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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

48.2 °F - closed cup

Flash Point(C)

9 °C - closed cup

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
03310AJ
10208PH
S44751
15230TD
12008LC

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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
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
Xing-Yu Liu et al.
Toxicology letters, 197(2), 113-122 (2010-05-18)
Crotonaldehyde is an environment pollutant and lipid peroxidation product. Crotonaldehyde produces adverse effects to humans and serves as a risk factor for human pulmonary diseases. Like acrolein and 4-hydroxynonenal, crotonaldehyde seems likely to alter many cell signaling cascades, including inflammatory
A Jayaprakash et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 83(1), 411-419 (2011-09-21)
The energy, geometrical parameters and vibrational wavenumbers of crotonaldehyde were calculated by using ab initio and B3LYP with 6-31G(d,p) and 6-311G(d,p) basis sets. The FT-IR and FT-Raman spectra for liquid state crotonaldehyde have been recorded in the region 3400-400 cm(-1)
Dan Li et al.
Chemico-biological interactions, 195(1), 25-34 (2011-10-18)
Aldo-keto reductase (AKR) enzymes are critical for the detoxication of endogenous and exogenous aldehydes. Previous studies have shown that the AKR7A2 enzyme is catalytically active toward aldehydes arising from lipid peroxidation, suggesting a potential role against the consequences of oxidative
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