2068-83-9

Basic information

• Product Name: 3-hydroxy-2-methylpropanoic acid
• Synonyms: (S)-3-Hydroxyisobutyric acid;3-hydroxy-2-methylpropanoic acid;3-hydroxyisobutyric acid;2-(Hydroxymethyl)propionic Acid;2-Methyl-3-hydroxypropanoic Acid;2-Methyl-3-hydroxypropionic Acid;DL-3-Hydroxyisobutyric Acid;rac 3-Hydroxyisobutyric Acid
• CAS NO: 2068-83-9
• Molecular Formula: C₄H₈O₃
• Molecular Weight: 104.1045
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 2068-83-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 252.9°Cat760mmHg
• Flash Point: 121°C
• Appearance: /
• Density: 1.195g/cm³
• Vapor Pressure: 0.00292mmHg at 25°C
• Refractive Index: 1.455
• PKA: 4.46±0.10(Predicted)
• CAS DataBase Reference: 3-hydroxy-2-methylpropanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-2-methylpropanoic acid(2068-83-9)
• EPA Substance Registry System: 3-hydroxy-2-methylpropanoic acid(2068-83-9)

Safety Data

• Hazardous Substances Data: 2068-83-9(Hazardous Substances Data)

Usage

Description

3-Hydroxy-2-methylpropanoic acid, also known as rac 3-Hydroxyisobutyric Acid, is a metabolite derived from the enzymatic action of 3-Hydroxyisobutyrate dehydrogenase. This organic compound plays a significant role in various biological processes and has potential applications across different industries.

Uses

Used in Pharmaceutical Industry:
3-Hydroxy-2-methylpropanoic acid is used as an intermediate compound for the synthesis of various pharmaceuticals. Its presence as a metabolite indicates its potential involvement in metabolic pathways, making it a valuable compound for drug development and research.
Used in Chemical Synthesis:
In the chemical industry, 3-Hydroxy-2-methylpropanoic acid serves as a building block for the synthesis of other organic compounds. Its unique structure allows for the creation of a wide range of products, including specialty chemicals and materials with specific properties.
Used in Research and Development:
3-Hydroxy-2-methylpropanoic acid is utilized as a research tool in the field of biochemistry and molecular biology. Its role as a metabolite of 3-Hydroxyisobutyrate dehydrogenase makes it an essential component in studying enzyme function, metabolic pathways, and related biological processes.
Used in Diagnostic Applications:
Due to its association with specific metabolic pathways, 3-Hydroxy-2-methylpropanoic acid can be employed in the development of diagnostic tools and tests. These tools can help identify and monitor various metabolic disorders and conditions related to the enzyme 3-Hydroxyisobutyrate dehydrogenase.

InChI:InChI=1/C4H8O3/c1-3(2-5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m0/s1

Upstream product

• 56850-57-8 3-benzyloxy-2-methylpropionic acid 
• 535-11-5 Ethyl 2-bromopropionate 
• 909803-25-4 kaempferol 3-O-β-D-(6-O-3-hydroxyisobutyryl)glucopyranosyl-(1->4)-α-L-rhamnopyaranosyl-7-O-β-D-glucopyranoside 
• 89534-52-1 3-hydroxy-2-methyl-propionic acid ethyl ester 
• 67-56-1 methanol 
• 2163-42-0 2-methyl-1.3-propanediol 

Downstream Products

• 53009-01-1 β-phenylcarbamoyloxy-isobutyric acid 
• 80657-57-4 3-hydroxy-(2S)-methylpropionate 
• 72657-23-9 methyl (R)-3-hydroxy-2-methylpropionate 
• 79-41-4 poly(methacrylic acid) 
• 7623-10-1 2-methyl-3-chloropropionyl chloride 
• 16837-14-2 2,2,5-trimethyl-1,3-dioxane-5-carboxylic acid 

Relevant articles and documents

Palladium-catalyzed β-acyloxylation of simple amide via sp3 C-H activation

β-Acyloxy amides are prepared in moderate to high yields by palladium-catalyzed acyloxylation of primary sp3 C-H bonds from simple amides without any special directing group. A catalytic system of Pd(OAc)2/CF3CO2H/ K2S2O8 is available to various amides with N-substituted by linear alkanes, cyclic alkanes, and electron-deficient benzyl compounds in this reaction. Acyloxylated products could be transformed easily to the corresponding β-hydroxy amides.

Oxidative esterification of homologous 1,3-propanediols

The oxidative esterification of a homologous series of diols (1,3-propanediol,2-methyl-propanediol and 2,2-dimethyl-1,3-propanediol) with methanol has been investigated using titania-supported gold, palladium and gold-palladium catalysts using molecular oxygen. The gold-palladium catalysts showed the highest activity and 1,3-propanediol was the most reactive while the additional methyl groups decreased the reactivity. However, it is possible to achieve high selectivity to methyl 3-hydroxypropionate and 2-methyl-3- hydroxyisobutyrate by mono-oxidations. Graphical Abstract: [Figure not available: see fulltext.]

Bioactive constituents from chinese natural medicines. XXXI.1 hepatoprotective principles from sinocrassula indica: Structures of sinocrassosides A8, A9, A10, A11, and A12

The methanolic extract from the whole plant of Sinocrassula indica (Crassulaceae) was found to show hepatoprotective effect on D-galactosamineinduced cytotoxicity in primary cultured mouse hepatocytes. From the methanolic extract, five new acylated flavon