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391638

Sigma-Aldrich

Dimethylphosphoramidous dichloride

97%

Synonym(s):

(Dichlorophosphanyl)dimethylamine, (Dimethylamino)dichlorophosphine, Dichloro(dimethylamido)phosphorus, Dichloro(dimethylamino)phosphine, Dichloro-N,N-dimethylaminophosphine, N,N-Dimethylphosphoramidous dichloride

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About This Item

Linear Formula:
(CH3)2NPCl2
CAS Number:
683-85-2
Molecular Weight:
145.96
MDL number:
MFCD00013613
UNSPSC Code:
12352100
PubChem Substance ID:
24864392
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.505 (lit.)

bp

150 °C (lit.)

density

1.271 g/mL at 25 °C (lit.)

functional group

amine

storage temp.

2-8°C

SMILES string

CN(C)P(Cl)Cl

InChI

1S/C2H6Cl2NP/c1-5(2)6(3)4/h1-2H3

InChI key

XPWWDZRSNFSLRQ-UHFFFAOYSA-N

Related Categories

General description

Dimethylphosphoramidous dichloride (dimethylaminodichlorophosphine) is a phosphorus chloride derivative. It exists in two stable isomers, a gauche-conformer with C1 symmetry and anti-conformer with Cs symmetry. Its synthesis has been reported. Molecular conformation has been investigated through correlation between the 35Cl NQR frequencies and charge on the chlorine atoms. Its vibrational spectra has been studied. Its reaction with SO2 has been investigated. It participates in the synthesis of [(dimethylamino)phosphoryl] bis(difluoromethylene)phosphonate.

Application

Dimethylphosphoramidous dichloride (N,N-dimethylamidodichlorophosphite) may be used in the synthesis of the following:
  • N,N-dimethylamidotetrachlorophosphorane
  • O-propylchloroformimino-N,N-dimethylamidochlorophosphate
  • 1,3-bisarylsulphonyl-1,3,2,4-diazadiphosphetidines

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H225,H314

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Supplementary Hazards

EUH014

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-9.4 °F - closed cup

Flash Point(C)

-23 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW3143V
MKBQ3660V
MKBJ7543V
01117EE
S34766

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G K Surya Prakash et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(36), 15693-15698 (2010-08-21)
It is difficult to overestimate the importance of nucleoside triphosphates in cellular chemistry: They are the building blocks for DNA and RNA and important sources of energy. Modifications of biologically important organic molecules with fluorine are of great interest to
Reactions of sulfur dioxide with aminophosphines.
Light RW and Paine RT.
Phosph. Sulfur Relat. Elem., 8(3), 255-258 (1980)
35Cl NQR spectra of phosphorus chlorides and their molecular conformations in crystals. Part 1. Phosphorus (III) chlorides RPCl2.
Kozlov ES, et al.
Journal of Molecular Structure, 550, 167-175 (2000)
Reaction of 1, 1-dichloro-1-nitrosobutane with N, N-dimethylamidodichlorophosphite.
Sokolov VB, et al.
Bulletin of the Academy of Sciences of the USSR, Division of chemical science, 38(6), 1296-1298 (1989)
Organophosphorus chemistry. Part XIV. Reaction of phosphorodiamidous chlorides with sulphonamides: a new route to diazadiphosphetidines.
Bowden FL, et al.
Journal of the Chemical Society. Perkin Transactions 1, 516-520 (1973)
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