Carbon Tetrachloride → HCID 19385529, compound

HRID 2058987Notes

Reaction equation

HRID 2058987 reaction equation
[P:1]([O-:10])([O:6][CH2:7][CH2:8][Br:9])[O:2][CH2:3][CH2:4][Br:5].C(Cl)(Cl)(Cl)[Cl:12]>C(N(CC)CC)C>[P:1]([Cl:12])(=[O:10])([O:6][CH2:7][CH2:8][Br:9])[O:2][CH2:3][CH2:4][Br:5]

Participants

4

Reactant 2

HCID 5943Carbon TetrachlorideHCID 86738295HCID 86738295, compound

Product 1

HCID 19385529HCID 19385529, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A total of 0.68 mole of bis(2-bromoethyl) phosphite was reacted with excess carbon tetrachloride in the presence of a small amount of triethylamine. The bis(2-bromoethyl) phosphorochloridate thus formed was reacted with 0.31 mole of ethylene glycol in the presence of 0.68 mole of pyridine. The reaction product was washed with aqueous sulfuric acid, water, aqueous sodium bicarbonate, and again with water. The volatiles (chloroform and carbon tetrachloride) were removed by evaporation at reduced pressure to give a 100% yield of product identified by IR as tetrakis(2-bromoethyl) ethylene diphosphate. On analysis, the product was found to contain 49.83% bromine and 9.05% phosphorus (compared to calculated percentages in C10H20Br4O8P2 of 49.23% bromine and 9.54% phosphorus).

Sources & evidence

ORD record
ord-c7388a8e979048238b77910cc5ea8ba5
Source dataset
uspto-grants-1982_03
Patent number
USRE030887

Reaction notes

Loading…