4026-18-0

Basic information

• Product Name: 2-HYDROXY-3-METHYLBUTYRIC ACID
• Synonyms: A-HYDROXYISOVALERIC ACID;AKOS 239-06;(+/-)-ALPHA-HYDROXYISOVALERIC ACID;ALPHA-HYDROXYISOVALERIC ACID;2-HYDROXYISOVALERIC ACID;(+/-)-2-HYDROXY-3-METHYLBUTYRIC ACID;2-HYDROXY-3-METHYLBUTYRIC ACID;(+/-)-2-HYDROXY-3-METHYLBUTYRIC ACID, 99 %
• CAS NO: 4026-18-0
• Molecular Formula: C₅H₁₀O₃
• Molecular Weight: 118.13
• EINECS: 223-697-5
• Mol File: 4026-18-0.mol
• Article Data: 17

Chemical Properties

• Melting Point: 86-87 °C(lit.)
• Boiling Point: 237.589 °C at 760 mmHg
• Flash Point: 111.76 °C
• Appearance: /
• Density: 1.136 g/cm³
• Vapor Pressure: 0.00793mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Soluble in dimethyl sulfoxide and methanol.
• PKA: 3.87±0.16(Predicted)
• CAS DataBase Reference: 2-HYDROXY-3-METHYLBUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-3-METHYLBUTYRIC ACID(4026-18-0)
• EPA Substance Registry System: 2-HYDROXY-3-METHYLBUTYRIC ACID(4026-18-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 4026-18-0(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 4026-18-0 differently. You can refer to the following data:
1. 2-Hydroxy-3-methylbutyric Acid is a α-hydroxylated butyric acid derivative used as a marker in chemical diagnosis of organic aciduria and other inborn errors. 2-Hydroxy-3-methylbutyric Acid is also us ed as a metabolomic biomarkers in preeclampsia.
2. 2-Hydroxy-3-methylbutyric acid is employed as internal standard for analysis of ethylene glycol (EG) and γ-hydroxybutyrate (GHB) in whole blood.

Definition

ChEBI: A valine derivative that is valine in which the amino group has been replaced by a hydroxy group.

General Description

Chiral resolution of 2-hydroxy-3-methylbutyric acid without derivatization has been studied by capillary electrophoresis using 2-hydroxypropyl-β-cyclodextrin.

InChI:InChI=1/2C5H10O3.Ca/c2*1-3(2)4(6)5(7)8;/h2*3-4,6H,1-2H3,(H,7,8);/q;;+2/p-2/t2*4-;/m00./s1

Upstream product

• 921-08-4 2-chloro-3-methylbutanoic acid 
• 15344-34-0 2-hydroxy-3-methylbutanenitrile 
• 10323-40-7 2-bromoisovaleric acid 
• 759-05-7 3-methyl-2-ketobutanoic acid 
• 56-23-5 tetrachloromethane 
• 18556-89-3 3-methyl-2-oxobutanal 
• 28120-16-3 2-aminooxy-3-methyl-butyric acid 
• 76792-22-8 (R)-2-bromoisovaleric acid 
• 101-83-7 N-cyclohexyl-cyclohexanamine 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 32766-45-3 1,1,1-trichloro-3-methylbutan-2-ol 
• 50468-22-9 3-methylbutane-1,2-diol 
• 7697-37-2 nitric acid 

Downstream Products

• 759-05-7 3-methyl-2-ketobutanoic acid 
• 78-84-2 isobutyraldehyde 
• 17407-56-6 (R)-2-Hydroxy-3-methylbutyric acid 
• 93896-26-5 DL-2-Hydroxy-isovaleryl-glycin-benzylamid 
• 106299-14-3 O-Z-DL-α-Hydroxy-isovaleriansaeure 
• 2528-17-8 α-hydroxy-isovaleric acid t-butyl ester 
• 2441-07-8 (+/-)-2-hydroxy-3-methylbutyric acid benzyl ester 
• 83490-55-5 N-Benzyl-2-hydroxy-3-methylbutyrohydroxamsaeure 
• 83490-54-4 N-Ethyl-2-hydroxy-3-methylbutyrohydroxamsaeure 
• 78-83-1 2-methyl-propan-1-ol 
• 124-38-9 carbon dioxide 
• 87063-73-8 5-Isopropyl-2,2-dimethyl-[1,3]dioxolan-4-one 
• 54639-27-9 N-phenyl-2-hydroxy-3-methyl-butanamide 
• 17417-00-4 methyl 2-hydroxy-3-methylbutanoate 

Relevant articles and documents

2-Bromo-6-isocyanopyridine as a Universal Convertible Isocyanide for Multicomponent Chemistry

The development of 2-isocyanopyridines as novel convertible isocyanides for multicomponent chemistry is reported. Comparison of 12 representatives of this class revealed 2-bromo-6-isocyanopyridine as the optimal reagent in terms of stability and synthetic efficiency. It combines sufficient nucleophilicity with good leaving group capacity of the resulting amide moiety under both basic and acidic conditions. To demonstrate the practical utility of this reagent, an efficient two-step synthesis of the potent opioid carfentanil is presented.

A stable, convertible isonitrile as a formic acid carbanion [ -COOH] equivalent and its application in multicomponent reactions

The application of 2-(2,2-dimethoxyethyl) phenyl isonitrile in Ugi, Passerini, and Ugi-Smiles reactions is described. The simple transformation to highly activated indolyl amides allows functional-group conversion of the isonitrile moiety into a variety of carboxylic acid derivatives, overall acting as a neutral, nucleophilic COOH equivalent. Georg Thieme Verlag Stuttgart.

PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE 2-HALOGENO- CARBOXYLIC ACIDS

The invention provides processes for producing efficiently optically active 2-halogenocarboxylic acids useful in the preparation of drugs or the like and salts thereof with amines. Specifically, an optically active 2-halogenocarboxylic acid is produced by halogenating an optically active amino acid in water in the presence of a hydrophobic organic solvent and nitrous acid with the configuration retained and with the racemization inhibited through the removal of 2-hydroxy- bromocarboxylic acid formed as a by-product; the obtained optically active 2-halogenocarboxylic acid is transferred to an aqueous phase by converting it into a salt thereof with a base, followed by the removal of the organic phase; and the optically active 2-halogenocarboxylic acid is transferred again to an organic solvent phase, followed by the removal of the aqueous phase, whereby an optically active 2-halogenocarboxylic acid is obtained through the removal of a halogen component. Further, a high-quality salt of an optically active 2-halogenocarboxylic acid with an amine can be obtained by a crystallization method wherein the amine is added over the period of 1/2 hour or longer either continuously or in portions and/or wherein the crystallization solvent consists of a hydrophobic organic solvent and a hydrophilic organic solvent.