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138185

Hydroxyacetone

contains ≤500 ppm sodium carbonate as stabilizer, technical grade, 90%

Synonym(s):

1-Hydroxy-2-propanone, Acetol

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About This Item

Linear Formula:
CH3COCH2OH
CAS Number:
Molecular Weight:
74.08
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-124-8
Beilstein/REAXYS Number:
605368
MDL number:
Assay:
90%
Form:
liquid
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InChI key

XLSMFKSTNGKWQX-UHFFFAOYSA-N

InChI

1S/C3H6O2/c1-3(5)2-4/h4H,2H2,1H3

SMILES string

CC(=O)CO

grade

technical grade

assay

90%

form

liquid

contains

≤500 ppm sodium carbonate as stabilizer

Quality Level

refractive index

n20/D 1.425 (lit.)

bp

145-146 °C (lit.)

mp

−17 °C (lit.)

solubility

water: miscible

density

1.082 g/mL at 25 °C (lit.)

functional group

hydroxyl, ketone

storage temp.

2-8°C

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General description

Hydroxyacetone (Acetol) is important for the manufacture of polyols, acrolein, dyes and skin tanning agents. It undergoes asymmetric reduction to yield (R)-1,2-propanediol in the presence of microbial cell catalyst.

Application

Hydroxyacetone was used to study aerobic oxidation of glycerol and propanediol over metal oxide supported gold nanoparticles in methanol.

pictograms

FlameHealth hazard

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3 - Muta. 2

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

133.7 °F - closed cup

flash_point_c

56.5 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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Akshay Kumar et al.
Organic & biomolecular chemistry, 9(8), 2731-2742 (2011-03-02)
A new series of water compatible primary-tertiary diamine catalysts derived from natural primary amino acids bearing a hydrophobic side chain have been synthesized. These new primary-tertiary diamine-Brønsted acid conjugates bifunctional organocatalysts efficiently catalyzes the asymmetric direct syn selective cross-aldol reaction
Asymmetric self- and cross-aldol reactions of glycolaldehyde catalyzed by D-fructose-6-phosphate aldolase.
Xavier Garrabou et al.
Angewandte Chemie (International ed. in English), 48(30), 5521-5525 (2009-06-26)
Hongliang Zhu et al.
Bioresource technology, 149, 238-243 (2013-10-12)
Escherichia coli Lin43 is a strain which has some mutations in glycerol kinase (GlpK) and the repressor for the glycerol 3-phosphate regulon (GlpR). When exposed to glycerol, it quickly accumulates lethal levels of methylglyoxal, which is a precursor of acetol;
Terry J Dillon et al.
Physical chemistry chemical physics : PCCP, 8(2), 236-246 (2006-02-17)
Absolute rate coefficients for the title reaction, HO + HOCH(2)C(O)CH(3)--> products (R1) were measured over the temperature range 233-363 K using the technique of pulsed laser photolytic generation of the HO radical coupled to detection by pulsed laser induced fluorescence.
Chen Liu et al.
Organic letters, 13(19), 5248-5251 (2011-09-10)
An efficient direct asymmetric aldol reaction between hydroxyacetone and β,γ-unsaturated α-keto esters has been successfully developed. In the presence of 9-amino-9-deoxy-epi-cinchonine and trifluoroacetic acid, the direct aldol reaction of O-protected hydroxyacetone proceeded in a highly enantioselective manner, affording the desired

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