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00071

Supelco

Acetaldehyde

ReagentPlus®, ≥99.0% (GC)

Synonym(s):
Ethanal
Linear Formula:
CH3CHO
CAS Number:
Molecular Weight:
44.05
Beilstein:
505984
EC Number:
MDL number:
eCl@ss:
39021102
PubChem Substance ID:
NACRES:
NA.21

Quality Level

biological source

synthetic

vapor density

1.52 (vs air)

vapor pressure

14.63 psi ( 20 °C)

product line

ReagentPlus®

assay

≥99.0% (GC)

autoignition temp.

365 °F

expl. lim.

60 %

refractive index

n20/D 1.332 (lit.)

bp

21 °C (lit.)

mp

−125 °C (lit.)

density

0.785 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC=O

InChI

1S/C2H4O/c1-2-3/h2H,1H3

InChI key

IKHGUXGNUITLKF-UHFFFAOYSA-N

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General description

Mechanism of the thermal decomposition of acetaldehyde has been reported. It is a product of ethanol metabolism in the liver, binds covalently to various proteins, thereby alters the liver function and structure. The aldol condensation of acetaldehyde and heptanal in the presence of hydrotalcite-type catalysts has been described.
Acetaldehyde is an organic colorless flammable liquid. It can be produced by hydration of acetylene and by catalytic oxidation of ethyl alcohol. It is mainly used in manufacturing acetic acid.

Application

It was used in the plasma polymerization for deposition of reactive aldehyde groups onto substrate, in a study to produce fibrous biomaterials with cell adhesive and also repulsive capability in biomedical applications. It was also used as calibration standard during determination of acetone, acetaldehyde, ethanol, and methanol in different human matrices, such as whole blood, vitreous humour, and urine using gas chromatography with flame ionization detection method (GC–FID).
Acetaldehyde may be used for the enzymatic synthesis of fatty acids.

Caution

forms easily paraldehyde

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Classifications

Carc. 1B - Eye Irrit. 2 - Flam. Liq. 1 - Muta. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK Germany

WGK 3

Flash Point(F)

-38.0 °F - closed cup

Flash Point(C)

-38.89 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

C S Lieber
Biochemical Society transactions, 16(3), 241-247 (1988-06-01)
Acetaldehyde, the toxic product of ethanol metabolism in the liver, covalently binds to a variety of proteins, thereby altering liver function and structure. Through its binding to tubulin, acetaldehyde decreases the polymerization of microtubules thereby impairing protein secretion and favouring...
GC determination of acetone, acetaldehyde, ethanol, and methanol in biological matrices and cell culture.
Pontes, Helena, et al.
Journal of Chromatographic Science, 47.4, 272-278 (2009)
The aldol condensation of acetaldehyde and heptanal on hydrotalcite-type catalysts.
Tichit D, et al.
J. Catal., 219(1), 167-175 (2003)
Acetaldehyde plasma polymer-coated PET fibers for endothelial cell patterning: Chemical, topographical, and biological analysis.
Hadjizadeh, Afra.
Journal of Biomedical Materials Research. Part B, Applied Biomaterials, 94.1, 11-21 (2010)
Raghu Sivaramakrishnan et al.
The journal of physical chemistry. A, 119(28), 7724-7733 (2015-03-21)
The mechanism for the thermal decomposition of acetaldehyde has been revisited with an analysis of literature kinetics experiments using theoretical kinetics. The present modeling study was motivated by recent observations, with very sensitive diagnostics, of some unexpected products in high...

Articles

Aldol Condensation Reaction

The aldol condensation reaction is an organic reaction introduced by Charles Wurtz, who first prepared the β-hydroxy aldehyde from acetaldehdye in 1872.

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