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Merck
CN

110221

Acrolein

contains hydroquinone as stabilizer, 90%

Synonym(s):

2-Propenal

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About This Item

Linear Formula:
CH2=CHCHO
CAS Number:
107-02-8
Molecular Weight:
56.06
PubChem Substance ID:
24846970
UNSPSC Code:
12352100
Beilstein/REAXYS Number:
741856
MDL number:
MFCD00006998
Assay:
90%
Form:
liquid

Key Documents

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SMILES string

[H]C(=O)C=C

InChI

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

InChI key

HGINCPLSRVDWNT-UHFFFAOYSA-N

vapor density

1.94 (vs air)

vapor pressure

4.05 psi ( 20 °C)

assay

90%

form

liquid

autoignition temp.

428 °F

contains

hydroquinone as stabilizer

expl. lim.

31 %

impurities

<10% water and cyclic dimer

Quality Level

100

bp

53 °C (lit.)

mp

−87 °C (lit.)

solubility

H2O: soluble 2, alcohol: soluble, benzene: miscible, diethyl ether: miscible

density

0.839 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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General description

Acrolein causes transient urothelial loss and exposes local afferent terminals to a toxic environment.
Acrolein is a metabolite that is generated by catabolic pathaways via many oxidases.

Application

Acrolein has been used in the preparation of monomeric and dimeric β-hydroxypropionaldehyde in a hydration reaction.

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBG3751V
SHBF8661V
SHBF0540V
STBC4612V
S35243V

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Anthony E Pegg
Chemical research in toxicology, 26(12), 1782-1800 (2013-11-15)
Polyamines are ubiquitous and essential components of mammalian cells. They have multiple functions including critical roles in nucleic acid and protein synthesis, gene expression, protein function, protection from oxidative damage, the regulation of ion channels, and maintenance of the structure
T L Talarico et al.
Antimicrobial agents and chemotherapy, 33(5), 674-679 (1989-05-01)
Lactobacillus reuteri converts glycerol into a potent cell growth inhibitor. This substance, termed reuterin, inhibits the growth of gram-positive and gram-negative bacteria as well as yeasts, fungi, and protozoa. Semipreparative chromatography was used to purify reuterin, and Fourier transform infrared
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
S Vamsee Raju et al.
American journal of respiratory and critical care medicine, 188(11), 1321-1330 (2013-09-18)
Several extrapulmonary disorders have been linked to cigarette smoking. Smoking is reported to cause cystic fibrosis transmembrane conductance regulator (CFTR) dysfunction in the airway, and is also associated with pancreatitis, male infertility, and cachexia, features characteristic of cystic fibrosis and
Shelley L Forrest et al.
Frontiers in neuroscience, 7, 206-206 (2013-11-14)
Bladder sensation is mediated by lumbosacral dorsal root ganglion neurons and is essential for normal voiding and nociception. Numerous electrophysiological, structural, and molecular changes occur in these neurons following inflammation. Defining which neurons undergo these changes is critical for understanding
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