2-Acetoxypropanoic acid

Base Information

• Chemical Name: 2-Acetoxypropanoic acid
• CAS No.: 535-17-1
• Molecular Formula: C5H8O4
• Molecular Weight: 132.116
• Hs Code.: 2918990090
• European Community (EC) Number: 609-562-7,663-442-9
• NSC Number: 402126
• UNII: 9QA2F3GU47
• DSSTox Substance ID: DTXSID701313512
• Nikkaji Number: J6.342H,J2.433.030C
• Mol file: 535-17-1.mol

Synonyms:2-acetoxypropionic acid;acetolactate;alpha-acetolactate;alpha-acetolactate, (+-)-isomer;alpha-acetolactate, (S)-isomer;alpha-acetolactate, sodium salt,(S)-isomer

Chemical Property of 2-Acetoxypropanoic acid

Chemical Property:

• Vapor Pressure: 0.0298mmHg at 25°C
• Melting Point: 58.35°C
• Refractive Index: n20/D 1.423
• Boiling Point: 226.4 °C at 760 mmHg
• PKA: 2.74±0.10(Predicted)
• Flash Point: 95.2 °C
• PSA: 63.60000
• Density: 1.205g/cm³
• LogP: 0.02260
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 132.04225873
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Acetoxypropionic Acid >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)OC(=O)C

Technology Process of 2-Acetoxypropanoic acid

There total 47 articles about 2-Acetoxypropanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + acetic anhydride (108-24-7) → 2-acetoxypropionic acid (535-17-1)

Guidance literature:

With sulfuric acid; In water; at 0 - 100 ℃; for 0.5h; Temperature; Reagent/catalyst; Solvent;

Reference yield: 93.0%

LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + acetyl chloride (75-36-5) → 2-acetoxypropionic acid (535-17-1)

Guidance literature:

With acetic acid; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c03674

Reference yield: 92.0%

LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + acetic acid (64-19-7,77671-22-8) → 2-acetoxypropionic acid (535-17-1)

Guidance literature:

With sulfuric acid; In water; toluene;

upstream raw materials:

3-acetoxy-2-oxo-butyraldehyde

LACTIC ACID

acetic anhydride

acetic acid

Downstream raw materials:

methyl 2-acetoxypropionate

2-acetoxypropionyl chloride

2-acetoxy-2-bromo-propionic acid ethyl ester

(+/-)-N-(2-Acetoxy-propionyl)-N,N'-bis-(4-dimethylamino-phenyl)-harnstoff

Refernces

• 1、 Beerthuis, Rolf,Granollers, Marta,Brown, D. Robert,Salavagione, Horacio J.,Rothenberg, Gadi,Shiju, N. Raveendran. "Catalytic acetoxylation of lactic acid to 2-acetoxypropionic acid, en route to acrylic acid". . p. 4103 - 4108. Retrieved 2015.
• 2、 Feng, Huan,Li, Teng,Liu, Shengqin,Rong, Nianxin,Wang, Yantao,Yang, Weiran. "Highly selective production of propionic acid from lactic acid catalyzed by NaI". . p. 7468 - 7475. Retrieved 2020/11/23.
• 3、 -. "NOVEL STING AGONISTS". Paragraph 0756; 0761; 0763. . Retrieved 2020/05/14.