167566-26-9

Basic information

• Product Name: (RS)-5-benzoyl-3,3-bis(hydroxymethyl)-8a-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-8(8aH)-one
• Synonyms: (RS)-5-benzoyl-3,3-bis(hydroxymethyl)-8a-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-8(8aH)-one
• CAS NO: 167566-26-9
• Molecular Weight: 331.325
• Mol File: 167566-26-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (RS)-5-benzoyl-3,3-bis(hydroxymethyl)-8a-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-8(8aH)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (RS)-5-benzoyl-3,3-bis(hydroxymethyl)-8a-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-8(8aH)-one(167566-26-9)
• EPA Substance Registry System: (RS)-5-benzoyl-3,3-bis(hydroxymethyl)-8a-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-8(8aH)-one(167566-26-9)

Safety Data

• Hazardous Substances Data: 167566-26-9(Hazardous Substances Data)

Upstream product

• 1143-72-2 2,3,4-trihydroxybenzophenone 
• 77-86-1 2-amino-2-hydroxymethyl-1,3-propanediol 
• 177703-29-6 (3,4-dihydroxy-2-methoxyphenyl) (phenyl) methanone 

Relevant articles and documents

Determination of the sequential order of acidity in a polyhydroxylated benzophenone series. Consequence on the oxidation reaction in relation to hepatotoxicity

The pKa values of successive acid-base equilibria involved in the pyrogallol ring ionisation of exifone, 2,3,4-trihydroxybenzophenone 1, and related methoxy derivatives were determined by UV-VIS absorption spectrometry and potentiometric titration.Due to strong intramolecular hydrogen bonding, the sequential order of acidity of the three hydroxy groups of 1 was found to be 4-OH > 3-OH > 2-OH.The polyhydroxylated benzophenones were oxidized to 3,4-quinone only in a narrow range of acidity in which the monoanionic 4-olate species predominated in solution.The attachment of an amino-alcohol residue resulted in the trapping of the transient 3,4-quinone and provided a convenient route to novel 1,4-benzoxazine derivatives.Cytotoxicity experiments in rat hepatocytes indicated that some of these compounds were significantly less toxic than the parent exifone.