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27980

Crotonaldehyde, mixture of cis and trans

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

Synonym(s):

2-Butenal, mixture of cis and trans

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About This Item

Linear Formula:
CH3CH=CHCHO
CAS Number:
4170-30-3
Molecular Weight:
70.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57648285
MDL number:
MFCD00007003
Beilstein/REAXYS Number:
1209254
Assay:
≥99.5% (GC)
Form:
liquid
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Quality Level

200

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

SMILES string

C\C=C\C=O

InChI

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

InChI key

MLUCVPSAIODCQM-NSCUHMNNSA-N

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.

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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

Storage Class

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9019
BCCN3954
BCCN3953
BCCM9018
BCCM6770

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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
View All Related Papers

Global Trade Item Number

SKUGTIN
27980-1L04061826211458
27980-250ML04061836699284