51827-90-8

Basic information

• Product Name: 4-hydroxy-3-oxobutyl-1-phosphonic acid
• Synonyms: 4-hydroxy-3-oxobutyl-1-phosphonic acid
• CAS NO: 51827-90-8
• Molecular Formula: C4H9 O5 P
• Molecular Weight: 168.09
• Mol File: 51827-90-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 437.4°Cat760mmHg
• Flash Point: 218.4°C
• Appearance: /
• Density: 1.551g/cm³
• Vapor Pressure: 1.73E-09mmHg at 25°C
• Refractive Index: 1.504
• CAS DataBase Reference: 4-hydroxy-3-oxobutyl-1-phosphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-hydroxy-3-oxobutyl-1-phosphonic acid(51827-90-8)
• EPA Substance Registry System: 4-hydroxy-3-oxobutyl-1-phosphonic acid(51827-90-8)

Safety Data

• Hazardous Substances Data: 51827-90-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H9O5P/c5-3-4(6)1-2-10(7,8)9/h5H,1-3H2,(H2,7,8,9)

Upstream product

• 56119-69-8 diethyl 3-oxo-4-hydroxybutyl-1-phosphonate 
• 54399-79-0 (S)-3,4-Dihydroxybutylphosphonic acid 
• 38982-28-4 1-acetoxybut-3-en-2-one 
• 122-52-1 triethyl phosphite 

Relevant articles and documents

Monofluorophosphonates as Phosphate Mimics in Bioorganic Chemistry: a Comparative Study of CH2-, CHF- and CF2-Phosphonate Analogues of sn-Glycerol-3-phosphate as Substrates for sn-Glycerol-3-phosphate Dehydrogenase

The synthesis of the cyclohexylammonium salts of 3-(S),4-dihydroxy-1(R,S)-fluorobutylphosphonic acid 3 and 1,1-difluoro-3-(S),4-dihydroxybutylphosphonic acid 4 is reported; 3 is a better substrate for NADH linked sn-glycerol-3-phosphate dehydrogenase than the difluoromethylenephosphonate 4; a comparative study of the CH2-, CHF- and CF2-phosphonate analogues of sn-glycerol-3-phosphate is reported.

An improved synthesis of phosphonomethyl analogues of glyceraldehyde-3-phosphate and dihydroxy-acetone phosphate

Compounds 1 and 2, phosphonate analogues of dihydroxy-acetone phosphate (DHAP) and glyceraldehyde-3-phosphate (GAP) respectively, are easily and quantitatively obtained from diethyl-4,4-diethoxy-3-hydroxybutyl-1-phosphonate 3. Depending upon the acidic conditions utilised for the deprotection of the phosphonate and carbonyl groups, the aldol/ketol rearrangement allows the synthesis of either compound.