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CAS RN: 258516-84-6 | Product Number: D5828

Dibenzyl (Chloromethyl) Phosphate


Purity: >95.0%(HPLC)
Synonyms:
Product Documents:
1G
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Product Number D5828
Purity / Analysis Method >95.0%(HPLC)
Molecular Formula / Molecular Weight C__1__5H__1__6ClO__4P = 326.71 
Physical State (20 deg.C) Liquid
Storage Temperature Refrigerated (0-10°C)
Condition to Avoid Heat Sensitive
CAS RN 258516-84-6
Reaxys Registry Number 9131198
PubChem Substance ID 468591588
MDL Number

MFCD06652586

Specifications
Appearance Colorless to Light orange to Yellow clear liquid
Purity(HPLC) min. 95.0 area%
NMR confirm to structure
Properties (reference)
Flash point 346 °C
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
Related Laws:
Transport Information:
Application
TCI Practical Example: Addition of Phosphoric Ester Group to a Phenol Derivative

Used Chemicals

Procedure

To a reaction vessel were added 2,6-diisopropylphenol (0.42 g, 2.36 mmol) and DMF (20 mL) under nitrogen atmosphere, cooling with an ice bath. Sodium hydride (60%, dispersed in liquid paraffin) (0.113 g, 2.83 mmol) was added and stirred for 30 min, then (chloromethyl)dibenzyl phosphate (1.0 g, 3.06 mmol) was added. The mixture was stirred for 2 h at room temperature and cooled with an ice bath. Water (20 mL) was added and extracted with diethyl ether. The organic layer was sequentially washed with water and brine, dried over magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (hexane:ethyl acetate = 5:1) to give 1 (0.8 g, 72% yield) as a colorless liquid.

Experimenter’s Comments

The reaction mixture was monitored by TLC (hexane:ethyl acetate = 5:1, Rf = 0.3).

Analytical Data(Compound 1)

1H NMR (400 MHz, CDCl3); δ 7.38-7.27 (m, 10H), 7.17-7.09 (m, 3H), 5.42 (d, 2H, J = 9.6 Hz), 5.06-4.95 (m, 4H), 3.33(sep, 2H, J = 6.9 Hz), 1.18 (d, 12H, J = 6.9 Hz).

Lead Reference

Lead Reference


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