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Merck
CN

89116

Acrolein

analytical standard

Synonym(s):

2-Propenal

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About This Item

Linear Formula:
CH2=CHCHO
CAS Number:
107-02-8
Molecular Weight:
56.06
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329769701
MDL number:
MFCD00006998
Beilstein/REAXYS Number:
741856

Key Documents

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SMILES string

[H]C(=O)C=C

InChI key

HGINCPLSRVDWNT-UHFFFAOYSA-N

InChI

1S/C3H4O/c1-2-3-4/h2-3H,1H2

grade

analytical standard

vapor density

1.94 (vs air)

vapor pressure

4.05 psi ( 20 °C)

assay

≥90.0% (as anhydrous, GC)

autoignition temp.

428 °F

shelf life

limited shelf life, expiry date on the label

contains

~0.2% hydroquinone as stabilizer, ~3% water as stabilizer

expl. lim.

31 %

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

Quality Level

100

bp

53 °C (lit.)

mp

−87 °C (lit.)

solubility

H2O: soluble

density

0.839 g/mL at 25 °C (lit.)

application(s)

agriculture
cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

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General description

Acrolein is an α,β-unsaturated aldehyde that can be produced via glycerol dehydration in petroleum and bio-based processes.

Application

Acrolein may be used as a reference standard in the determination of acrolein in human breast cancer cells using selected ion flow tube – chemical ionization mass spectrometry (SIFT-CIMS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-20.2 °F - closed cup

flash_point_c

-29 °C - closed cup

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCC1647
BCCC1648
BCBZ3783
BCBV1750
BCBS6152V

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Glycerol for renewable acrolein production by catalytic dehydration.
Talebian-Kiakalaieh A, et al.
Renewable and Sustainable Energy Reviews, 40, 28-59 (2014)
Chemical ionization mass spectrometric determination of acrolein in human breast cancer cells
Kato S, et al.
Analytical Biochemistry, 305(2), 251-259 (2002)
The molecular effects of acrolein.
Kehrer PJ and Biswal SS
Toxicological Sciences, 57(1), 6-15 (2000)
Giancarlo Aldini et al.
Molecular nutrition & food research, 55(9), 1301-1319 (2011-08-02)
Acrolein (ACR) is a toxic and highly reactive α,β-unsaturated aldehyde widely distributed in the environment as a common pollutant and generated endogenously mainly by lipoxidation reactions. Its biological effects are due to its ability to react with the nucleophilic sites
Kazuei Igarashi et al.
Molecular nutrition & food research, 55(9), 1332-1341 (2011-07-07)
The relationship between acrolein (CH(2) =CH-CHO) and brain infarction is the focus of this review. It has been found that acrolein is produced mainly within cells from polyamines by polyamine oxidases (PAOs), especially from spermine by spermine oxidase during cell
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