114102-85-1

Basic information

• Product Name: p-nitrophenyl β-D-galactopyranoside 6-(diphenylphosphate)
• CAS NO: 114102-85-1
• Molecular Weight: 533.428
• Mol File: 114102-85-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: p-nitrophenyl β-D-galactopyranoside 6-(diphenylphosphate)(CAS DataBase Reference)
• NIST Chemistry Reference: p-nitrophenyl β-D-galactopyranoside 6-(diphenylphosphate)(114102-85-1)
• EPA Substance Registry System: p-nitrophenyl β-D-galactopyranoside 6-(diphenylphosphate)(114102-85-1)

Safety Data

• Hazardous Substances Data: 114102-85-1(Hazardous Substances Data)

Upstream product

• 5382-00-3 Diphenyl phosphorochloridite 
• 3150-24-1 4-nitrophenyl-β-D-galactopyranoside 

Relevant articles and documents

DIFFERENT ROTAMETER POPULATIONS AROUND THE C-5-C-6 BOND FOR α-AND β-D-GALACTOPYRANOSIDES THROUGH THE COMBINED INTERACTION OF THE GAUCH AND ANOMERIC EFFECTS: A 300-MHz 1H-N.M.R. AND MNDO STUDY

A 300-MHz 1H-n.m.r. study of methyl 2,3,4-tri-O-methyl-α-(1) and -β-D-galactopyranoside 6-(dimethyl phosphate) (3), using various solvents, shows that the gauche (gg) rotamer populations about the C-5-C-6 bond are the same in all solvents, whereas those of the gauche(trans) (gt) and trans(gauche) (tg, O-5 and O-6 trans) rotamers are solvent dependent.The tg population increases with decreasing polarity of the solvent, which is attributed to an increased electrostatic repulsion between O-5 and O-6 in apolar-solvents.The tg population of 3 is larger than that of 1 and the same difference is observed in the corresponding compounds (2 and4) which have a trigonal-bipyramidal five coordinated phosphorous /P5) at position 6 and which have a higher electron density at O-6.These differences in rotamer populations are due to an effect additional to that of the coulombic effect between O-5 and O-6.That these differences are caused by a combination of the gauche and anomeric effects is supported by the finding that the tg population increases with increasing pKa of the group at C-1.The results of the n.m.r. measurements (in CCl4) are reproduced fairly accurated by MNDO calculations on model systems.The solvent dependence of the rotamer population around the C-5-C-6 bond is a good criterion for the assignment of the H-6S,6R resonances since, for galactopyranosides, J5,6S increases and J5,6R decreases as the polarity of the solvent decreases.