3-Hydroxyisobutyric acid

Base Information

• Chemical Name: 3-Hydroxyisobutyric acid
• CAS No.: 2068-83-9
• Molecular Formula: C₄H₈O₃
• Molecular Weight: 104.106
• European Community (EC) Number: 819-819-7
• UNII: K75C8JDF5W
• DSSTox Substance ID: DTXSID20862824
• Nikkaji Number: J740.168J
• Wikipedia: 3-Hydroxyisobutyric_acid
• Wikidata: Q2823215
• Metabolomics Workbench ID: 107776
• Mol file: 2068-83-9.mol

Synonyms:3-hydroxyisobutyric acid;3-hydroxyisobutyric acid, (R)-isomer

Chemical Property of 3-Hydroxyisobutyric acid

Chemical Property:

• Vapor Pressure: 0.00292mmHg at 25°C
• Refractive Index: 1.455
• Boiling Point: 252.9°Cat760mmHg
• PKA: 4.46±0.10(Predicted)
• Flash Point: 121°C
• PSA: 57.53000
• Density: 1.195g/cm³
• LogP: -0.30060
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 104.047344113
• Heavy Atom Count: 7
• Complexity: 69.3

Purity/Quality:

99%, ^*data from raw suppliers

rac3-HydroxyisobutyricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CO)C(=O)O
• Uses: A metabolite of 3-Hydroxyisobutyrate dehydrogenase. rac 3-Hydroxyisobutyric Acid is a metabolite of 3-Hydroxyisobutyrate dehydrogenase.

Technology Process of 3-Hydroxyisobutyric acid

There total 8 articles about 3-Hydroxyisobutyric 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%

C8H10F3NO5 → 3-hydroxyisobutyric acid (1910-47-0,2068-83-9,26543-05-5,44520-17-4)

Guidance literature:

With methanol; potassium carbonate; at 60 ℃;

DOI:10.1021/ol403393w

Reference yield:

3-benzyloxy-2-methylpropionic acid (56850-57-8) → 3-hydroxyisobutyric acid (1910-47-0,2068-83-9,26543-05-5,44520-17-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1021/jo00884a002

Reference yield:

methanol (67-56-1) + 2-methyl-1.3-propanediol (2163-42-0) → methyl 3-hydroxy-2-methylpropanoate (64809-29-6,42998-03-8) + 3-hydroxyisobutyric acid (1910-47-0,2068-83-9,26543-05-5,44520-17-4)

Guidance literature:

With 1% Pd/TiO2; oxygen; sodium hydroxide; at 80 ℃; for 24h; under 2250.23 Torr;

DOI:10.1007/s10562-012-0872-7

upstream raw materials:

3-benzyloxy-2-methylpropionic acid

Ethyl 2-bromopropionate

kaempferol 3-O-β-D-(6-O-3-hydroxyisobutyryl)glucopyranosyl-(1->4)-α-L-rhamnopyaranosyl-7-O-β-D-glucopyranoside

3-hydroxy-2-methyl-propionic acid ethyl ester

Downstream raw materials:

2-methyl-3-chloropropionyl chloride

2,2,5-trimethyl-1,3-dioxane-5-carboxylic acid

poly(methacrylic acid)

3-hydroxy-(2S)-methylpropionate

Refernces

• 1、 D'Agostino, Carmine,Kotionova, Tatyana,Mitchell, Jonathan,Miedziak, Peter J.,Knight, David W.,Taylor, Stuart H.,Hutchings, Graham J.,Gladden, Lynn F.,Mantle, Mick D.. "Solvent effect and reactivity trend in the aerobic oxidation of 1,3-propanediols over gold supported on titania: Nmr diffusion and relaxation studies". . p. 11725 - 11732. Retrieved 2013/09/12.
• 2、 Kotionova, Tatyana,Lee, Christopher,Miedziak, Peter J.,Dummer, Nicholas F.,Willock, David J.,Carley, Albert F.,Morgan, David J.,Knight, David W.,Taylor, Stuart H.,Hutchings, Graham J.. "Oxidative esterification of homologous 1,3-propanediols". . p. 1114 - 1120. Retrieved 2012/10/29.