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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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The molecular effects of acrolein.
Kehrer PJ and Biswal SS
Toxicological Sciences, 57(1), 6-15 (2000)
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)
Lu Liu et al.
ChemSusChem, 5(7), 1162-1180 (2012-04-12)
Acrolein is an important chemical intermediate for many common industrial chemicals, leading to an array of useful end products. This paper reviews all the synthetic methods, including the former (aldol condensation) and contemporary (partial oxidation of propylene) manufacturing methods, the
Klaus Abraham et al.
Molecular nutrition & food research, 55(9), 1277-1290 (2011-09-08)
Acrolein is an α,β-unsaturated aldehyde formed by thermal treatment of animal and vegetable fats, carbohydrates and amino acids. In addition it is generated endogenously. As an electrophile, acrolein forms adducts with gluthathione and other cellular components and is therefore cytotoxic.
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