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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:
116-09-6
Molecular Weight:
74.08
Beilstein:
605368
EC Number:
204-124-8
MDL number:
MFCD00004669
UNSPSC Code:
12352100
PubChem Substance ID:
24848238
NACRES:
NA.22

grade

technical grade

Quality Level

200

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
GHS02,GHS08

Signal Word

Warning

Hazard Statements

H226,H341

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water soluble liquid

JAN Code

138185-5G:
138185-5KG:
138185-BULK:
138185-VAR:
138185-100G:
138185-500G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK7535
STBK0595
STBH8032
STBD6800V
STBD4124V

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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;
Oxidation of glycerol and propanediols in methanol over heterogeneous gold catalysts.
Taarning E, et al.
Green Chemistry, 10(4), 408-414 (2008)
I Blank et al.
Advances in experimental medicine and biology, 561, 171-189 (2006-01-28)
The formation of acrylamide (AA) from L-asparagine was studied in Maillard model systems under pyrolysis conditions. While the early Maillard intermediate N-glucosylasparagine generated approximately 2.4 mmol/mol AA, the Amadori compound was a less efficient precursor (0.1 mmol/mol). Reaction with alpha-dicarbonyls
Qi-Xiang Guo et al.
The Journal of organic chemistry, 77(7), 3589-3594 (2012-03-02)
The diastereoselectively switchable enantioselective Mannich reaction of isatin imines with hydroxyacetone is reported. The chiral primary amino acid catalyzed this Mannich reaction to afford both anti- and syn-Mannich adducts in high yields, good diastereoselectivities, and enantioselectivities. The reason for the
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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