24423-98-1

Basic information

• Product Name: 1-chloro-3-hydroxyacetone
• Synonyms: 1-chloro-3-hydroxyacetone;1-hydroxy-3-chloroacetone;1-Chloro-3-hydroxy-2-propanone;2-Propanone, 1-chloro-3-hydroxy-;Einecs 246-239-6
• CAS NO: 24423-98-1
• Molecular Formula: C₃H₅ClO₂
• Molecular Weight: 108.5236
• EINECS: 246-239-6
• Mol File: 24423-98-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 176.3°Cat760mmHg
• Flash Point: 60.4°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 0.336mmHg at 25°C
• Refractive Index: 1.444
• CAS DataBase Reference: 1-chloro-3-hydroxyacetone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-3-hydroxyacetone(24423-98-1)
• EPA Substance Registry System: 1-chloro-3-hydroxyacetone(24423-98-1)

Safety Data

• Hazardous Substances Data: 24423-98-1(Hazardous Substances Data)

Usage

Composition

Contains a chlorine atom and a hydroxy group bonded to an acetone molecule.

Usage

Primarily used as an intermediate in the production of pharmaceuticals, herbicides, and insecticides.

Application

Used as a reagent in organic synthesis, particularly in the preparation of various heterocyclic compounds.

Potential

Studied for its potential as a precursor to anti-cancer drugs due to its ability to induce apoptosis in cancer cells.

Hazard

Considered hazardous and should be handled with care due to its potential to cause skin and respiratory irritation.

InChI:InChI=1/C3H5ClO2/c4-1-3(6)2-5/h5H,1-2H2

Upstream product

• 74-99-7 prop-1-yne 
• 23386-92-7 4-chloromethylene-[1,3]dioxolane 
• 96-24-2 3-monochloro-1,2-propanediol 
• 500723-10-4 2,5-dihydroxy-2,5-di(dichloromethyl)-1,4-dioxane 

Downstream Products

• 87711-68-0 glutathiohydroxyacetone 
• 60827-45-4 (S)-3-chloropropan-1,2-diol 
• 57090-45-6 (2R)-3-chloro-1,2-propanediol 
• 29909-09-9 phosphoric acid mono-(3-hydroxy-2,2-dimethoxy-propyl ester) 

Relevant articles and documents

Synthesis and Properties of Halohydroxyacetones and Halomethylglyoxals

A short, high-yield synthetic scheme for the preparation of halohydroxyacetones (4) and halomethylglyoxals (6) from the corresponding 3-halopyruvic acids is described.The key intermediate to both classes is the dimethyl ketal (3) of the halohydroxyacetone (4).The ketal alkohol (3) may be hydrolyzed to 4 or oxidized to the corresponding aldehyde (5) which, in turn, may be hydrolyzed to the halomethylglyoxal (6).Halohydroxyacetones (4) exist in solution as an equilibrium mixture of the free ketone and hydrate.Halomethylglyoxals (6) occur nearly exclusively as the dihydrates species.Some other properties of these compounds are described.

The selective solid-phase oxidation of alcohols and other organic substrates by 3,5-dimethylpyrazolium fluorochromate

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PROCESS FOR PRODUCING OPTICALLY ACTIVE HALOPROPANEDIOL DERIVATIVE

The present invention provides a method capable of simply producing optically active halopropanediol derivatives useful as pharmaceutical intermediates from inexpensive raw materials.Monohalohydroxyacetone derivatives can be produced by reacting propargyl alcohol derivatives available at low cost and a hypohalogenous acid to convert the propargyl alcohol derivatives to di- or tri-halohydroxyacetone derivatives, and then hydrogenating the derivatives in the present of a transition metal catalyst. Also, optically active halopropanediol derivatives can be produced by stereoselectively reducing the halohydroxyacetone derivatives with an enzyme source having the ability to stereoselectively reduce the carbonyl groups of the halohydroxyacetone derivatives.