Butanoic acid, 2,3-dihydroxypropyl ester

Base Information

• Chemical Name: Butanoic acid, 2,3-dihydroxypropyl ester
• CAS No.: 557-25-5
• Deprecated CAS: 116909-74-1
• Molecular Formula: C7H14 O4
• Molecular Weight: 162.186
• European Community (EC) Number: 209-165-5,248-160-2
• NSC Number: 8451
• UNII: 0YT8423E8U
• DSSTox Substance ID: DTXSID70871764
• Nikkaji Number: J25.094E
• Wikidata: Q27146050
• ChEMBL ID: CHEMBL1987276
• Mol file: 557-25-5.mol

Synonyms:1-butyrylglycerol;monobutyrin

Chemical Property of Butanoic acid, 2,3-dihydroxypropyl ester

Chemical Property:

• Vapor Pressure: 0.000453mmHg at 25°C
• Refractive Index: 1.445-1.453
• Boiling Point: 280.5°Cat760mmHg
• PKA: 13.16±0.20(Predicted)
• Flash Point: 111.3°C
• PSA: 66.76000
• Density: 1.134g/cm³
• LogP: -0.31710
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Sparingly)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 162.08920892
• Heavy Atom Count: 11
• Complexity: 113

Purity/Quality:

99% ^*data from raw suppliers

Glycerol1-Monobutyrate(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OCC(CO)O
• Uses: Glycerol 1-Monobutyrate functions as a key regulatory molecule in angiogenic process.

Technology Process of Butanoic acid, 2,3-dihydroxypropyl ester

There total 15 articles about Butanoic acid, 2,3-dihydroxypropyl ester 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: 82.0%

4-hydroxymethyl-1,3-dioxolan-2-one (931-40-8) + butyric acid (107-92-6) → 1-monobutyrin (557-25-5)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; at 140 - 142 ℃; for 24h; Reflux;

DOI:10.1007/s11746-013-2375-0

Reference yield:

methanol (67-56-1) + tributyrin (60-01-5) → 1-monobutyrin (557-25-5) + β-dibutyrin (30403-46-4,96739-06-9,101469-20-9,24814-35-5) + butanoic acid methyl ester (623-42-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0)

Guidance literature:

magnesium-aluminum hydrotalcite; at 59.84 ℃; Further Variations:; Catalysts; Kinetics;

DOI:10.1016/j.jcat.2007.12.008

Reference yield:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + butyric acid (107-92-6) → 1-monobutyrin (557-25-5) + 1,3-dibutanoyloxy-2-propanol (17364-00-0)

Guidance literature:

With Ag⁽¹⁺⁾*2H⁽¹⁺⁾*PW₁₂O₄₀^(3-)=AgH₂PW₁₂O₄₀; at 120 ℃; for 0.25h; Autoclave; Green chemistry;

DOI:10.1016/j.jcat.2013.06.026

upstream raw materials:

sodium butyrate

3-monochloro-1,2-propanediol

glycerol

butyric acid

Refernces

• 1、 Mhanna, Ali,Sadaka, Faten,Boni, Gilles,Brachais, Claire-Helene,Brachais, Laurent,Couvercelle, Jean-Pierre,Plasseraud, Laurent,Lecamp, Laurence. "Photopolymerizable Synthons from Glycerol Derivatives". . p. 337 - 348. Retrieved 2014/03/21.
• 2、 Xi, Yuanzhou,Davis, Robert J.. "Influence of water on the activity and stability of activated Mg{single bond}Al hydrotalcites for the transesterification of tributyrin with methanol". . p. 190 - 197. Retrieved 2008/09/19.