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Merck

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

Key Documents

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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

200

Related Categories

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

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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)
Qian-Yuan Wu et al.
Water research, 44(12), 3625-3634 (2010-05-25)
Recent studies have reported that chlorination increased the antiestrogenic activity of wastewater, suggesting that disinfection by-products (DBPs) formed during chlorination is a potential and important source of endocrine-disruptor. However, antiestrogenic DBPs have not been identified. In this study, the antiestrogenic
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
Giorgia Volpi et al.
British journal of pharmacology, 163(3), 649-661 (2011-02-11)
Vascular endothelial growth factor (VEGF) is an angiogenic factor known to be elevated in the sputum of asymptomatic smokers as well as smokers with bronchitis type of chronic obstructive pulmonary disease. The aim of this study was to investigate whether
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