CAS 589-57-1|Ethyl phosphorochloridite|DIETHYL CHLOROPHOSPHITE|ethyl phosphorochloridite|diethyl chlorophosphonite|氯亚磷酸二乙酯|二乙基亚磷酰氯|Diethyl phosphorochloridite|Diethyl chlorophosphite|二...

General Information

Structure

Molecular Formula

C₄H₁₀ClO₂P

Molecular Mass

156.547761

Exact Mass

156.01069387

Charge

InChI

InChI=1S/C4H10ClO2P/c1-3-6-8(5)7-4-2/h3-4H2,1-2H3

InChIKey

TXHWYSOQHNMOOU-UHFFFAOYSA-N

Canonic Smiles

CCOP(OCC)Cl

Isomeric Smiles

CCOP(Cl)OCC

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

2.0337

LogD (pH = 7.4)

2.0337

Log P

2.0337

Molar Refractivity

36.5633

Polarizability

14.173006

Polar Surface Area

18.46

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

Ethyl phosphorochloriditeDIETHYL CHLOROPHOSPHITE氯亚磷酸二乙酯二乙基亚磷酰氯Diethyl phosphorochloriditeDiethyl chlorophosphite二乙基氯代磷酸酯Diethyl chlorophosphonite氯代亚磷酸二乙酯

IUPAC Traditional name

ethyl phosphorochloridite

IUPAC name

diethyl chlorophosphonite

Names and Identifiers

Registration numbers

CAS Number

EC Number

Beilstein Number

MDL Number

Merck Index

PubChem SID

2489426924859281162093074

PubChem CID

68530

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02157685

(Ethyl phosphorochloridite)

Sigma Aldrich

D91659

Packaging
5, 25, 100 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• 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.

References

Bioactivity

PubChem BioAssay

Bioactivity