535-17-1

Basic information

• Product Name: (+/-)-2-ACETOXYPROPIONIC ACID
• Synonyms: (+/-)-2-ACETOXYPROPIONIC ACID;RARECHEM AX KI 1004;2-acetoxypropanoic acid;alpha-acetolactate;Acetyllactic acid;α-Acetoxypropionic acid;2-(Acetyloxy)propanoic acid;(+/-)-2-Acetoxypropionic acid >=97.0% (GC)
• CAS NO: 535-17-1
• Molecular Formula: C₅H₈O₄
• Molecular Weight: 132.11
• Mol File: 535-17-1.mol
• Article Data: 53

Chemical Properties

• Melting Point: 58.35°C
• Boiling Point: 127°C/11mmHg(lit.)
• Flash Point: 95.2 °C
• Appearance: /
• Density: 1.176 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0298mmHg at 25°C
• Refractive Index: n20/D 1.423
• PKA: 2.74±0.10(Predicted)
• BRN: 1722938
• CAS DataBase Reference: (+/-)-2-ACETOXYPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-2-ACETOXYPROPIONIC ACID(535-17-1)
• EPA Substance Registry System: (+/-)-2-ACETOXYPROPIONIC ACID(535-17-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 535-17-1(Hazardous Substances Data)

Usage

General Description

(+/-)-2-acetoxypropionic acid is a chemical compound with the molecular formula C5H8O4. It is a racemic mixture of the two enantiomers of 2-acetoxypropionic acid, which is a carboxylic acid derivative. The compound is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. It is also used as a chiral building block in organic chemistry, as well as in the production of flavors and fragrances. Additionally, (+/-)-2-acetoxypropionic acid has been studied for its potential antiviral and anti-inflammatory properties. Overall, it is a versatile compound with various applications in the chemical and pharmaceutical industries.

InChI:InChI=1/C5H8O4/c1-3(5(7)8)9-4(2)6/h3H,1-2H3,(H,7,8)

Upstream product

• 53246-44-9 3-acetoxy-2-oxo-butyraldehyde 
• 547-64-8 methyl lactate 
• 64-19-7 acetic acid 
• 617-51-6 isopropyl lactate 
• 585-24-0 isobutyl lactate 
• 138-22-7 n-butyl lactate 
• 849585-22-4 LACTIC ACID 
• 75-36-5 acetyl chloride 
• 97-64-3 ethyl 2-hydroxypropionate 
• 814-80-2 calcium lactate 
• 598-78-7 (R,S)-2-chloropropionic acid 
• 7664-93-9 sulfuric acid 
• 38939-83-2 2-acetoxypropionyl chloride 
• 7732-18-5 water 

Downstream Products

• 6284-75-9 methyl 2-acetoxypropionate 
• 38939-83-2 2-acetoxypropionyl chloride 
• 855634-61-6 2-acetoxy-2-bromo-propionic acid ethyl ester 
• 36394-75-9 (S)-2-acetoxypropanoyl chloride 
• 96506-32-0 (+/-)-N-(2-Acetoxy-propionyl)-N,N'-bis-(4-dimethylamino-phenyl)-harnstoff 
• 535-17-1 (S)-2-acetoxypropionic acid 
• 18668-00-3 (R)-(+)-2-acetoxypropionic acid 
• 25769-62-4 α-Acetoxy-propionsaeure-anhydrid 
• 13650-70-9 (+)-tert-butyl D-lactate 
• 88392-19-2 lactate trimethylsilyl ester acetate 
• 85199-40-2 N-<<(2R*,4S*)-4-(benzyloxy)tetrahydro-5,5-dimethyl-2H-pyran-2-yl>methoxymethyl>-2-acetoxypropionamide 
• 108-24-7 acetic anhydride 
• 75-07-0 acetaldehyde 
• 84785-20-6 2-Acetoxypropionsaeure-1-acetoxyethylester 

Relevant articles and documents

Ni-Catalyzed C(sp3)–O Arylation of α-Hydroxy Esters

A Negishi cross-coupling of α-hydroxy ester derivatives and arylzinc reagents has been developed. This reaction tolerates both primary and secondary C(sp3)–O alcohol precursors and achieves efficient cross-coupling under Ni catalysis without the need for added external metal reductant, photocatalyst, or additives. The arylation of readily accessible C(sp3)–O electrophiles in this operationally simple, rapid, and mild reaction provides a complementary way of accessing desirable α-aryl ester products.

Highly selective production of propionic acid from lactic acid catalyzed by NaI

Propionic acid (PA), a valuable chemical widely used in the food and feed industry, is currently produced by the petrochemical industry. Selective production of PA from bio-based lactic acid (LA) is difficult due to the high activation energy of the hydroxyl group at the α position of the carboxyl group. Herein, a metal-free catalytic system for the highly selective transformation of bio-based LA to PA, which was used as the solvent to simplify the separation step, is reported using NaI as the catalyst. Under the optimal reaction conditions, a >99% yield of PA can be obtained from LA. A heat-induced radical-activated hydrogen mechanism was proposed based on the kinetic study and intermediate capture. The metal-free system can be reused five times without any loss in activity, and the PA product is easily separated. In addition, a two-step method using cellulose as the raw material to produce PA was conducted. This strategy offers a green and efficient approach to synthesize PA from biomass resources. This journal is

PREPARATION METHOD OF ACRYLIC ACID FROM LACTIDE BY USING ION EXCHANGE RESIN

The present invention relates to a method for manufacturing acrylic acid by dehydration of lactide derived from a biomass using a strongly acidic cation exchange resin. An object of the present invention is to provide the method for manufacturing acrylic acid, which is a high moisture absorbent raw material, in an environmentally friendly manner at a high yield and a high selectivity by using the strongly acidic cation exchange resin.COPYRIGHT KIPO 2019