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822-39-9 - Ethylene chlorophosphite, 97% - 2-Chloro-1,3,2-dioxaphospholane - A12724 - Alfa Aesar

A12724 Ethylene chlorophosphite, 97%

CAS Number
822-39-9
Synonyms
2-Chloro-1,3,2-dioxaphospholane

Size Price ($) Quantity Availability
25g 87.93
100g 217.60
500g 860.00
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Ethylene chlorophosphite, 97%

MDL
MFCD00014511
EINECS
212-499-4

Chemical Properties

Formula
C2H4ClO2P
Formula Weight
126.47
Boiling Point
46-47°/15mm
Flash Point
86°(186°F)
Density
1.415
Refractive Index
1.4910
Sensitivity
Moisture Sensitive

Applications

Ethylene chlorophosphite acts as a phosphitylating agent involved in the preparation of phosphocholine and spirophosphoranes. For example, it is used in the phosphorylation of p-tert-butyl(thia)calixarenes.

Notes

Store in cool place. Moisture sensitive. Incompatible with water.

Literature References

Peptide coupling reagent via the mixed anhydride; see Appendix 6: J. Am. Chem. Soc., 72, 5491 (1950).

In conjunction with triethyl phosphite, dehydrates primary carboxamides to nitriles, which has been applied in peptide chemistry: J. Am. Chem. Soc., 88, 2025 (1966).

Used in the coupling of arylamines with CS2 to give diarylthioureas: Rev. Roum. Chim., 29, 329 (1984).

Stoikov, I. I.; Mostovaya, O. A.; Yantemirova, A. A.; Antipin, I. S.; Konovalov, A. I. Phosphorylation of p-tert-butyl (thia) calixarenes by ethylene chlorophosphite. Mendeleev Commun. 2012, 22 (1), 21-22.

Kibardina, L. K.; Dobrynin, A. B.; Burilov, A. R.; Pudovik, M. A. Reaction of N, N-Bis (2-hydroxy-1-naphthaldehyde)-ethylenediimine with ethylene chlorophosphite. Russ. J. Gen. Chem. 2011, 81 (8), 1728-1729.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318-H227

Causes severe skin burns and eye damage. Causes serious eye damage. Combustible liquid.

Precautionary Statements: P210-P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
506179
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2934.99
TSCA
Yes

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