[L09919] CAS 589-57-1 | Diethyl chlorophosphite, 97%

CAS : 589-57-1
UN# : UN2920
MDL : MFCD00009074
Hazard Class : 8
EINECS : 209-652-2
Packing Group : II

Other name :

Diethyl phosphorochloridite

Chemical Properties

Formula : C4H10ClO2P
Formula weight : 156.55
Boiling Point : 153-155°
Flash point : 25°(77°F)
Density : 1.082
Refractive Index : 1.4375
Sensitivity : Moisture Sensitive. Air Sensitive. Store under Argon. Ambient temperatures.
Form : Liquid
Solubility : Soluble in DMSO and chloroform. Reacts with water.

Literature References

Reacts readily with nucleophiles, e.g. amines, alcohols or organometallic species, with the introduction of a phosphorus substituent. The phosphorylation of OH groups has been brought about by treatment with the reagent followed by oxidation of the P(III) product to P(V) with, e.g. iodine: Synth. Commun., 12, 821 (1982); Synthesis, 572 (1986). The chlorophosphite has the advantage of greater reactivity over one-step phosphorylation reagents, e.g. Diphenyl­ phosphorochloridate, A13546. Reagent for peptide coupling: J. Am. Chem. Soc., 74, 5304, 5309 (1952); see Appendix 6. Also useful, in the presence of TMS-OTf, in glycosidic couplings: Tetrahedron Lett., 33, 6123 (1992). In the presence of N-ethyldiisopropylamine, reduces both aryl and alkyl nitro compounds to amines: J. Org. Chem., 63, 393 (1998). The reagent also effects dehydration of aldoximes to nitriles, deoxygenation of N-oxides and sulfoxides, and conversion of epoxides to chlorohydrins can also be effected: J. Org. Chem., 67, 711 (2002).

Notes

Air & Moisture Sensitive. Store away from air and strong bases. Incompatible with water, bases, active metals and oxidizing agents.Other References:Beilstein: 1098392Merck: 14,3841UN#: UN2920

Grade Specifications

Grade Specifications

Hazard Statements : H314-H318-H226Causes severe skin burns and eye damage.Causes serious eye damage.Flammable liquid and vapour.
Precautionary Statements : P210-P241-P303+P361+P353-P305+P351+P338-P405-P501aKeep away from heat/sparks/open flames/hot surfaces. – No smoking.Use explosion-proof electrical/ventilating/lighting/ equipment.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.Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.