Substance

ID:736094

Diethyl chlorophosphite

Names and Identifiers
IUPAC Traditional name
ethyl phosphorochloridite
IUPAC name
diethyl chlorophosphonite
Synonyms
Diethyl phosphorochloriditeDiethyl chlorophosphite氯代亚磷酸二乙酯
Registration numbers
EC Number
CAS Number
MDL Number
Merck Index
Beilstein Number
Properties
Safety Information
GHS Pictograms
GHS02
Flammable gases, category 1
Flammable aerosols, categories 1,2
Flammable liquids, categories 1,2,3
Self-reactive substances and mixtures, Types B,C,D,E,F
Pyrophoric liquids, category 1
Pyrophoric solids, category 1
Self-heating substances and mixtures
Substances and mixtures, which in contact with water, emit flammable gases, categories 1,2,3
Organic peroxides, Types B,C,D,E,F
GHS05
Corrosive to metals, category 1
Skin corrosion, categories 1A,1B,1C
Serious eye damage, category 1
Storage Warning
Moisture Sensitive
Risk Statements
10-14-34
European Hazard Symbols
Corrosive Corrosive (C)
Safety Statements
26-36/37/39-45
Packing Group
II
TSCA Listed
GHS Precautionary statements
P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
Hazard Class
8
UN Number
UN2920
GHS Hazard statements
H314-H318-H226
Physical Property
Refractive Index
1.4375
Density
1.082
Flash Point
25°C(77°F)
Boiling Point
153-155°C
Product Information
Purity
97%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• 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).
• 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).
• 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.