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Merck
CN

5S06230

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
EC Number:
203-453-4
UNSPSC Code:
41116107
PubChem Substance ID:
24881771
Beilstein/REAXYS Number:
741856
MDL number:
MFCD00006998

Key Documents

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InChI

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

InChI key

HGINCPLSRVDWNT-UHFFFAOYSA-N

SMILES string

[H]C(=O)C=C

grade

analytical standard

vapor density

1.94 (vs air)

vapor pressure

4.05 psi ( 20 °C)

autoignition temp.

428 °F

expl. lim.

31 %

packaging

pkg of 1000 mg

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

bp

53 °C (lit.)

mp

−87 °C (lit.)

density

0.839 g/mL at 25 °C (lit.)

application(s)

agriculture
environmental

format

neat

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Application

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

ppe

Faceshields, Gloves, Goggles

Regulatory Information

非剧毒-急性毒性1
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Certificates of Analysis (COA)

Lot/Batch Number
LC00411V
LB99178V
LB98742V
LB96455V
LB95087V

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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.
Kiflai Bein et al.
Molecular nutrition & food research, 55(9), 1342-1360 (2011-10-14)
Acrolein is a respiratory irritant that can be generated during cooking and is in environmental tobacco smoke. More plentiful in cigarette smoke than polycyclic aromatic hydrocarbons (PAH), acrolein can adduct tumor suppressor p53 (TP53) DNA and may contribute to TP53-mutations
Rolene Bauer et al.
Journal of agricultural and food chemistry, 58(6), 3243-3250 (2010-03-03)
Certain lactic acid bacteria strains belonging to the genus Lactobacillus have been implicated in the accumulation of 3-hydroxypropionaldehyde (3-HPA) during anaerobic glycerol fermentation. In aqueous solution 3-HPA undergoes reversible dimerization and hydration, resulting in an equilibrium state between different derivatives.
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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