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HomeProduct name listHydroxyacetone

Hydroxyacetone

Synonym(s):1-Hydroxy-2-propanone;Acetol

  • CAS NO.:116-09-6
  • Empirical Formula: C3H6O2
  • Molecular Weight: 74.08
  • MDL number: MFCD00004669
  • EINECS: 204-124-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-17 21:30:02
Hydroxyacetone Structural

What is Hydroxyacetone?

Chemical properties

colourless to yellow liquid

The Uses of Hydroxyacetone

Hydroxyacetone is used as a reagent in organic chemical reactions. It also serves as a component for Mannich reaction and aldol reactions. It is also used in the syntheses of 2-oxo-propionaldehyde, imidazoles, polyols, acrolein, dyes and skin tanning agents. It yields (R)-1,2-propanediol upon reduction of hydroxyacetone in the presence of a microbial cell catalyst.

The Uses of Hydroxyacetone

Hydroxyacetone is a chemical reagent used in various organic chemical reactions. It is a component of the Mannich reaction, amino acid caalyzes direct asymmetric aldol reactions. In the pharmaceutical setting, this compound is used in the synthesis of imidazoles acting as potent and orally active antihypertensive agents.

The Uses of Hydroxyacetone

Reagent in organic synthesis; protecting group for the synthesis of peptides.

What are the applications of Application

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

Definition

ChEBI: A propanone that is acetone in which one of the methyl hydrogens is replaced by a hydroxy group.

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.

Safety Profile

Moderately toxic by ingestion. Mutation data reported. An allergen. Implicated in aplastic anemia. A 10 gram dose may be fatal to an adult. skin contact, inhalation, or ingestion can cause asthma, sneezing, irritation of eyes and nose, hives, and eczema. Combustible when exposed to heat or flame. When heated to decomposition it emits acrid smoke and fumes.

Synthesis

Hydroxyacetone is produced from Bromoacetone plus sodium formate, followed by Methanol hydrolysis of the formed ester. Or by biochemical synthesis from Propylene glycol with sorbose bacterium.

Properties of Hydroxyacetone

Melting point: -17 °C (lit.)
Boiling point: 145-146 °C (lit.)
Density  1.082 g/mL at 25 °C (lit.)
vapor pressure  9.01hPa at 25℃
FEMA  4462 | HYDROXYACETONE
refractive index  n20/D 1.425(lit.)
Flash point: 133 °F
storage temp.  2-8°C
solubility  water: miscible
form  clear liquid
pka 13.14±0.10(Predicted)
Specific Gravity 1.090 (20/4℃)
color  Colorless liquid
Odor at 10.00 % in dipropylene glycol. pungent sweet caramellic ethereal
Water Solubility  Miscible with water, alcohol and ether.
Sensitive  Hygroscopic
Merck  14,65
JECFA Number 1945
BRN  605368
Stability: Stable. Flammable. Incompatible with strong oxidizing agents, strong acids. Protect from moisture - hygroscopic.
CAS DataBase Reference 116-09-6(CAS DataBase Reference)
NIST Chemistry Reference 2-Propanone, 1-hydroxy-(116-09-6)
EPA Substance Registry System 1-Hydroxyacetone (116-09-6)

Safety information for Hydroxyacetone

Signal word Warning
Pictogram(s)
ghs
Flame
Flammables
GHS02
GHS Hazard Statements H226:Flammable liquids
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233:Keep container tightly closed.
P240:Ground/bond container and receiving equipment.
P241:Use explosion-proof electrical/ventilating/lighting/…/equipment.
P242:Use only non-sparking tools.
P243:Take precautionary measures against static discharge.

Computed Descriptors for Hydroxyacetone

InChIKey XLSMFKSTNGKWQX-UHFFFAOYSA-N

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