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Key Documents

138185

Sigma-Aldrich

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
Beilstein:
605368
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

Assay

90%

form

liquid

contains

≤500 ppm sodium carbonate as stabilizer

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

SMILES string

CC(=O)CO

InChI

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

InChI key

XLSMFKSTNGKWQX-UHFFFAOYSA-N

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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3 - Muta. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

133.7 °F - closed cup

Flash Point(C)

56.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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;
Ganesh Sriram et al.
Metabolic engineering, 9(5-6), 442-451 (2007-09-25)
Biosynthetically directed fractional (13)C labeling, a popular methodology of metabolic flux analysis, involves culture on a mixture of (13)C and (12)C substrates and preparation a 'metabolic flux analyte' (typically protein hydrolysate) from the biomass. Metabolic flux analytes prepared from complex
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
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.
Junsang Ko et al.
Journal of bacteriology, 187(16), 5782-5789 (2005-08-04)
Methylglyoxal (MG) is a toxic metabolite known to accumulate in various cell types. We detected in vivo conversion of MG to acetol in MG-accumulating Escherichia coli cells by use of (1)H nuclear magnetic resonance ((1)H-NMR) spectroscopy. A search for homologs

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