Dibenzyl phosphite Chemical Properties

Melting point:

0 to 5°

Boiling point:

110-120 °C/0.01 mmHg (lit.)

Density 

1.187 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.555(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

form 

Liquid

color 

Clear colorless to yellow

Water Solubility 

Soluble in DMSO, Methanol. Reacts with water.

Sensitive 

Air & Moisture Sensitive

Merck 

14,3014

BRN 

1982794

InChIKey

DYUGVWSETOTNKQ-UHFFFAOYSA-N

CAS DataBase Reference

17176-77-1(CAS DataBase Reference)

NIST Chemistry Reference

Dibenzyl phosphite(17176-77-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26-36

RIDADR 

UN3278

WGK Germany 

3

F 

21

HazardClass 

6.1

PackingGroup 

III

HS Code 

29209090

MSDS

• Language:English Provider:Dibenzyl phosphite
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Dibenzyl phosphite Usage And Synthesis

Chemical Properties

Clear colorless to yellow liquid

Uses

Dibenzyl Phosphite is used in the preparation of phenylalkylphosphonamidates which are then used as probes for a hydrophobic binding register in prostate-specific membrane antigen.

Uses

Dibenzyl phosphite is used for the phosphorylation of phenols involves reaction in the presence of N-ethyldiisopropylamine and DMAP to give the dibenzyl phenyl phosphate. It is used in the preparation of phenylalkylphosphonamidates which are then used as probes for a hydrophobic binding register in prostate-specific membrane antigen.

Uses

In preparation of N-phosphorylated amines.

Synthesis

Example 15 Synthesis of dibenzylphosphonate 15: Phenol 14 (0.51 g, 0.95 mmol) was dissolved in CH3CN (8 mL) and Cs2CO3 (0.77 g, 2.37 mmol) and trifluoromethanesulfonate (0.8 g, 1.90 mmol) were added sequentially. The reaction mixture was stirred at room temperature for 1.5 h and then concentrated under reduced pressure to remove the solvent. The residue was subjected to liquid-liquid partitioning with EtOAc and saturated NaCl solution. The organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: 3% MeOH/CH2Cl2) to afford dibenzylphosphonate 15 (0.62 g, 80% yield) as a white solid.

References

[1] Patent: US2004/121316, 2004, A1
[2] Patent: US2005/239054, 2005, A1

Dibenzyl phosphite(17176-77-1)Related Product Information

• Triethyl phosphite
• Dibenzyl phosphate
• Benzyl carbamate
• Benzyl propionate
• Triphenyl phosphite
• Benzyl benzoate
• Dimethyl phosphite
• Benzyl chloroformate
• Benzyl acetate
• Diisopropyl phosphite
• Diethyl phosphite
• PHOSPHOROUS ACID TRI-O-CRESYL ESTER
• METHYLENEDIPHOSPHONIC ACID
• DI-TERT-BUTYL PHOSPHITE
• FMOC-CYS(STBU)-OH
• Linolenic acid
• Isodecyl diphenyl phosphite
• Triisopropyl phosphite