3-(Acetyloxy)propanoic acid

Base Information

• Chemical Name: 3-(Acetyloxy)propanoic acid
• CAS No.: 4272-12-2
• Molecular Formula: C5H8O4
• Molecular Weight: 132.116
• Hs Code.: 2918990090
• European Community (EC) Number: 826-999-0
• Nikkaji Number: J2.563.494B
• Mol file: 4272-12-2.mol

Synonyms:3-(acetyloxy)propanoic acid;3-acetoxypropanoic acid;4272-12-2;3-acetoxypropionic acid;3-acetyloxypropanoic acid;3-acetoxypropanoicacid;3-acetoxy-propionic acid;beta-acetoxypropionic acid;SCHEMBL468689;RFEXARYJXBYPLD-UHFFFAOYSA-N;MFCD00040206;AKOS006223257;BS-13169;CS-0197778;EN300-99684;C77559;Z216124300

Chemical Property of 3-(Acetyloxy)propanoic acid

Chemical Property:

• Melting Point: 95 °C
• Boiling Point: 83-84 °C(Press: 0.4 Torr)
• PSA: 63.60000
• Density: 1.1963 g/cm3(Temp: 25 °C)
• LogP: 0.02420
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 132.04225873
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

95% ^*data from raw suppliers

3-(Acetyloxy)propanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCCC(=O)O
• Uses: 3-Acetoxypropanoic Acid can be used for thermal degradation.

Technology Process of 3-(Acetyloxy)propanoic acid

There total 15 articles about 3-(Acetyloxy)propanoic 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%

β-Propiolactone (57-57-8) + acetic acid (64-19-7,77671-22-8) → 3-acetoxypropionic acid (4272-12-2)

Guidance literature:

With sulfuric acid; at 20 ℃; for 4h;

DOI:10.3390/12010114

Reference yield: 79.0%

ethene (74-85-1) + [bis(acetoxy)iodo]benzene (3240-34-4) + carbon monoxide (201230-82-2) → 3-acetoxypropionic acid (4272-12-2)

Guidance literature:

With palladium diacetate; trifluoroborane diethyl ether; In toluene; acetonitrile; at 20 ℃; for 24h; under 760.051 Torr; regioselective reaction; Schlenk technique;

DOI:10.1002/anie.201607248

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + carbon monoxide (201230-82-2) → 2-acetoxypropionic acid (535-17-1) + 3-acetoxypropionic acid (4272-12-2)

Guidance literature:

With cis-1,2-bis(di-t-butylphosphinomethyl)-5,6-dimethylcyclohexane; palladium diacetate; acetic acid; In water; at 115 ℃; for 3h; under 30003 Torr; Reagent/catalyst; Temperature; regioselective reaction; Autoclave;

upstream raw materials:

β-Propiolactone

sodium acetate

acetic acid

3-acetoxypropanal

Downstream raw materials:

3-hydroxypropionic acid

LACTIC ACID

2-(3-Acetoxypropionyl)-cyclohexanon

acrylic acid

Refernces

• 1、 -. "Carbonylation of ethylenically unsaturated compounds". Page/Page column 47; 48. . Retrieved 2016/06/01.
• 2、 Zhu, Dao-Yong,Zhang, Zhen,Mou, Xue-Qing,Tu, Yong-Qiang,Zhang, Fu-Min,Peng, Jin-Bao,Wang, Shao-Hua,Zhang, Shu-Yu. "Gold(I)/copper(II)-cocatalyzed tandem cyclization/semipinacol reaction: Construction of 6-Aza/Oxa-Spiro[4.5]decane skeletons and formal synthesis of (±)-halichlorine". supporting information. p. 747 - 752. Retrieved 2015/03/18.