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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:
Molecular Weight:
145.96
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

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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Equilibrium conformation of dimethylaminodichlorophosphine molecule: the use of the results of quantum-chemical calculations and spectroscopic measurements in the analysis of gas-phase electron diffraction data.
Khaikin LS, et al.
Russian Chemical Bulletin, 50(9), 1550-1562 (2001)
Vibrational spectra and structure of dimethylaminodichlorophosphine.
Durig JR and Casper JM
The Journal of Physical Chemistry, 75(25), 3837-3843 (1971)
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)
Dimethylaminodimethylphosphine1.
Burg AB and Slota Jr PJ.
Journal of the American Chemical Society, 80(5), 1107-1109 (1958)
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)

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