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Di-tert-butyl Chloromethyl Phosphate

Di-tert-butyl Chloromethyl Phosphate Structure
CAS No.
229625-50-7
Chemical Name:
Di-tert-butyl Chloromethyl Phosphate
Synonyms
Di-tert-butyl Chloromethyl Phosphate;Phosphoric acid di-tert-butyl chloromethyl ester;Fostemsavir-SM;Foscarbidopa Impurity 20;Di-t-butyl chloromethyl phosphate;ditetrabutyl chloromethyl phosphate;Chloromethyl di-tert-butyl phosphate;Di-tert-butyl chloromethyl phosphate 95%;Di tertiary butyl chloromethyl phosphite;PHOSPHORIC ACI DI-T-BUTYL EXTER CHLOROMETHYL ESTER
CBNumber:
CB02515861
Molecular Formula:
C9H20ClO4P
Molecular Weight:
258.68
MOL File:
229625-50-7.mol
MSDS File:
SDS
Modify Date:
2024/9/26 18:30:47

Di-tert-butyl Chloromethyl Phosphate Properties

Boiling point 272.9±23.0 °C(Predicted)
Density 1.115±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,2-8°C
solubility Benzene (Slightly), Methanol (Slightly)
form clear liquid
color Colorless to Light yellow
Stability Moisture Sensitive
InChI InChI=1S/C9H20ClO4P/c1-8(2,3)13-15(11,12-7-10)14-9(4,5)6/h7H2,1-6H3
InChIKey LNJAJHJFSKUCIR-UHFFFAOYSA-N
SMILES P(OC(C)(C)C)(OC(C)(C)C)(OCCl)=O
CAS DataBase Reference 229625-50-7

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  36/37
HS Code  29199000

Di-tert-butyl Chloromethyl Phosphate Chemical Properties,Uses,Production

Description

Di-tert-butyl (chloromethyl) phosphate has become one of the most common reagents to prepare phosphon-oxymethyl pro-drugs, generally by direct alkylation of hydroxyl or amino groups. Its synthesis was first reported in 1999 via a reaction of di-tert-butyl tetramethylammonium phosphate with chloroiodomethane. This approach required the use of the corresponding tetramethylammonium phosphate and a vast excess (>11 equiv) of chloroiodomethane to minimize the formation of tetra-tert-butyl methylene bisphosphate[1].

Uses

Used as an intermediate for laboratory research.

Synthesis

Di-tert-butyl (chloromethyl) phosphate, a key compound in the formation of many phosphon-oxymethyl pro-drugs,  is prepared by reacting chloromethyl chlorosulfate (CMCS) with di-tert-butyl potassium phosphate (DTBPP) .

References

[1] Bin Zheng*. “Development of Efficient Processes for the Preparation of Di-tert-butyl Potassium Phosphate and Di-tert-butyl (Chloromethyl) Phosphate.” Organic Process Research & Development 18 5 (2014): 636–642.

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229625-50-7(Di-tert-butyl Chloromethyl Phosphate)Related Search:

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