1756-18-9

Basic information

• Product Name: alpha,beta-dihydroxyisovaleric acid
• Synonyms: alpha,beta-dihydroxyisovaleric acid;2,3-dihidroxy-3-methyl-butanoate;2,3-Dihydroxyisovaleric acid;2,3-dihydroxy-3-methylbutanoic acid
• CAS NO: 1756-18-9
• Molecular Formula: C₅H₁₀O₄
• Molecular Weight: 134.13
• Mol File: 1756-18-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 332.2 °C at 760 mmHg
• Flash Point: 168.9 °C
• Appearance: /
• Density: 1.326 g/cm³
• Vapor Pressure: 1.07E-05mmHg at 25°C
• Refractive Index: 1.5
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly, Heated, Sonicated), DMSO (Slightly)
• Stability: Moisture Sensitive
• CAS DataBase Reference: alpha,beta-dihydroxyisovaleric acid(CAS DataBase Reference)
• NIST Chemistry Reference: alpha,beta-dihydroxyisovaleric acid(1756-18-9)
• EPA Substance Registry System: alpha,beta-dihydroxyisovaleric acid(1756-18-9)

Safety Data

• Hazardous Substances Data: 1756-18-9(Hazardous Substances Data)

Usage

Definition

ChEBI: A dihydroxy monocarboxylic acid that is isovaleric acid which is substituted by hydroxy groups at positions 2 and 3.

InChI:InChI=1/C5H10O4/c1-5(2,9)3(6)4(7)8/h3,6,9H,1-2H3,(H,7,8)

Upstream product

• 7664-93-9 sulfuric acid 
• 4374-53-2 3,3-dimethyl-oxirane-2-carboxylic acid 
• 7732-18-5 water 
• 1578-05-8 1,1,3-tribromo-3-methyl-butan-2-one 
• 5369-63-1 ethyl 3,3-dimethyl-oxirane-2-carboxylate 
• 541-47-9 3-Methylbutenoic acid 

Downstream Products

• 80567-47-1 methyl-(+/-)-2,3-dihydroxy-3-methylbutyrate 
• 20818-81-9 2-hydroxy-2-methylpropanal 
• 80675-80-5 3,3-Dimethyl-1,4-dioxa-spiro[4.5]decane-2-carboxylic acid methyl ester 
• 82010-45-5 2,2,2-Trifluoro-N-[(2S,3R)-2-(1-hydroxy-1-methyl-ethyl)-5-oxo-tetrahydro-furan-3-yl]-acetamide 
• 82010-46-6 2,2,2-Trifluoro-N-(3-hydroxy-2,2-dimethyl-6-oxo-tetrahydro-pyran-4-yl)-acetamide 
• 82043-32-1 3-methyl-1,2,3-butanetriol 2,3-cyclohexylidene 
• 82010-41-1 (E)-3-(3,3-Dimethyl-1,4-dioxa-spiro[4.5]dec-2-yl)-acrylic acid ethyl ester 
• 82010-49-9 2,2,2-Trifluoro-N-[(2S,3R,5R)-5-hydroxy-2-(1-hydroxy-1-methyl-ethyl)-tetrahydro-furan-3-yl]-acetamide 
• 82010-48-8 2,2,2-Trifluoro-N-[(2S,3R,5S)-5-hydroxy-2-(1-hydroxy-1-methyl-ethyl)-tetrahydro-furan-3-yl]-acetamide 
• 82010-40-0 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3,3-dimethyl-1,4-dioxa-spiro[4.5]dec-2-ylmethyl ester 
• 86562-72-3 S(-)methyl-3 butanetriol-1,2,3 
• 109275-24-3 (S)-N-<(2,2,5,5-tetramethyl-1,3-dioxolan-4-yl)methyl>acetamide 
• 109275-22-1 (R)-2,2,5,5-tetramethyl-1,3-dioxolan-4-carboxamide 
• 109275-23-2 (S)-(2,2,5,5-tetramethyl-1,3-dioxolan-4-yl)methylamine 

Relevant articles and documents

Kinetics and Mechanism of the Oxidation of Unsaturated Carboxylic Acids by Methyltributylammonium Permanganate in Methylene Chloride Solutions

The product obtained when permanganate is reduced by unsaturated carboxylic acids under anhydrous conditions is manganese(III).The rate of reaction, which is subject to acid catalysis, exhibits a Hammet ρ value of 1.11 and inverse secondary isotope effects (kH/kD = 0.96-0.98) when the hydrogens on the double bond are replaced by deuterium.The involvement of a free-radical process is indicated by the formation of polymer during the oxidation of acrylic and methacrylic acids.The reaction is believed to be initiated by formation of an organometallic complex in which the double bond is a η2 ligand on manganese.Rearrangement of this complex results in the formation of a reactive manganate(V) cyclic diester, which undergoes a rapid (free-radical) reduction to manganese(III).

The stereochemistry of 1,2,3-trihydroxy-3-methylbutane and 2,3-dihydroxy-3-methylbutyric acid.

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