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CAS RN: 229625-50-7 | Product Number: D5835

Di-tert-butyl Chloromethyl Phosphate

Purity: >97.0%(T)
  • Phosphoric Acid Di-tert-butyl Chloromethyl Ester
1   10  

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Product Number D5835
Purity / Analysis Method >97.0%(T)
Molecular Formula / Molecular Weight C__9H__2__0ClO__4P = 258.68  
Physical State (20 deg.C) Liquid
Storage Temperature <0°C
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive,Heat Sensitive
CAS RN 229625-50-7
Reaxys Registry Number 8406856
MDL Number


Appearance Colorless to Light yellow clear liquid
Purity(Precipitation Titration) min. 97.0 %
Properties (reference)
Flash point 139 °C
Pictogram Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H341 : Suspected of causing genetic defects.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P201 : Obtain special instructions before use.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P308 + P313 : IF exposed or concerned: Get medical advice/ attention.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
Related Laws:
Transport Information:
HS Number 2919900090
TCI Practical Example: Addition of Phosphoric Ester Group Using Di-tert-butyl Chloromethyl Phosphate

Addition of Phosphoric Ester Group Using Di-tert-butyl Chloromethyl Phosphate

Used Chemicals


To a solution of 4-hydroxybenzaldehyde (0.25 g, 2.0 mmol) in DMF (5 mL) was added sodium hydride (60%, dispersion in paraffin liquid) (0.12 g, 3.1 mmol) and the mixture was stirred at ambient temperature for 0.5 hour. The suspension was added di-tert-butyl chloromethyl phosphate (0.58 g, 2.3 mmol) and potassium iodide (1.0 g, 6.1 mmol), and stirred for 25 hours. The suspension was poured into water (20 mL) and cooled with an ice bath. Then saturated ammonium chloride aqueous solution (5 mL) was added. The mixture was extracted with diethyl ether and the organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. The given residue was purified by column chromatography (ethyl acetate:hexane = 1:4 - 2:3 on silica gel) to give compound 1 (0.27 g, 38%) as a colorless oil.

Experimenter’s Comments

The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:1, Rf = 0.33).

Analytical Data

Compound 1

1H NMR (400 MHz, CDCl3); δ 9.92 (1H, s), 7.87 (2H, d, J = 8.4 Hz), 7.20 (2H, d, J = 8.4 Hz), 5.70 (2H, d, J = 12.0 Hz), 1.46 (18H, s).

Lead Reference


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