Basic information
- CAS
677-43-0- Standard SMILES
CN(C)P(=O)(Cl)Cl- InChIKey
YNHXBEVSSILHPI-UHFFFAOYSA-N- Molecular formula
- C2H6Cl2NOP
- Average molar mass
- 161.95 g/mol
- Monoisotopic mass
- 160.9564058
Overview
This is a chemical weapon, chemical weapon precursor, or chemical weapon impurity which is similar to ethyl phosphorodichloridate. See the chemical datasheet for ethyl phosphorodichloridate for more information.
Names & identifiers
- Preferred name
- N,N-Dimethylaminophosphoryl dichloride
- IUPAC
- N-dichlorophosphoryl-N-methylmethanamine
- English name
- N,N-DIMETHYLPHOSPHORAMIDODICHLORIDATE
- Molecular formula
- C2H6Cl2NOP
- Molecular weight
- 161.95
Names & synonyms
677-43-0Dimethylphosphoramidic dichlorideDichlorophosphoric dimethylamidePHOSPHORAMIDIC DICHLORIDE, DIMETHYL-(Dimethylamido)phosphoric dichlorideDimethylamidophosphoric acid dichlorideN,N-Dimethylaminophosphoryl dichlorideEINECS 211-641-2XG32RK7L5QN,N-Dimethyl phosphoramidic dichlorideNSC 203138BRN 0969956
Show more names
DMPADC(CH3)2NPOCl2Dimethylamidophosphoric Dichlordimethyl-phosphoramidicdichloriddimethylphosphoramidicdichloridedichlorophosphoryl(dimethyl)amine
AI3-19436NSC-2031384-04-00-00281 (Beilstein Handbook Reference)PHOSPHORAMIDIC DICHLORIDE, N,N-DIMETHYL-RefChem:822576DIMETHYLPHOSPHORAMIDODICHLORIDATE211-641-2N,N-Dimethylphosphoramidodichloridate
Database identifiers
- CAS
677-43-0- PubChem CID
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 20.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 97.9
Experimental & physicochemical properties
SpringerMaterials PropertiesSchoenflies notation
Physical DescriptionThis is a chemical weapon, chemical weapon precursor, or chemical weapon impurity which is similar to ethyl phosphorodichloridate. See the chemical datasheet for ethyl phosphorodichloridate for more information.
Physicochemical properties
- Boiling point
- 77 · 77-79 °C/11 mmHg (lit.)
- Density
- 1.362 g/mL · 1.362 g/mL at 20 °C (lit.)
- refractive index
- 20 · n20/D 1.464
- Flash point
- 89 · 89-90°C/20mm
- storage temp.
- 2 · 2-8°C
- solubility
- Miscible with dimethoxyethane.
- pka
- -6.6 · -6.60±0.70(Predicted)
- form
- Oil to Semi-Solid
- color
- Colourless to Off-White
- Sensitive
- Moisture Sensitive
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory.
Hazard information
Reactive GroupAmides and Imides
Reactivity AlertsWater-Reactive
Reactivity ProfileIn contact with water, this chemical is expected to generate corrosive hydrochloric acid and acidic fumes.
Air and Water ReactionsThis compound is expected to form corrosive hydrochloric acid on contact with water.
Hazard Classes and CategoriesSkin Corr. 1B (100%)
DHS Chemicals of Interest (COI)
N,N-Dimethylphosphoramidic dichloride
30.00
2.2
Chemical Weapons/Chemical Weapons Precursors chemical material that, if stolen or diverted, can be converted into weapons using simple chemistry, equipment, or techniques.
Regulatory information
DHS Chemicals of Interest (COI)
N,N-Dimethylphosphoramidic dichloride
Chemistry & industry
Applications
UsesN,N-Dimethylphosphoramidodichloridate is used in the synthesis of phosphoramidates as well as (RS)-ethyl N,N-dimethylphosphoramidocyanidate (Nerve agent GA) which is used as a chemical weapon. It forms active intermediates, which react with alcohols in situ to give esters. It is also used to convert primary alcohols to alkyl chlorides. Furthe, it serves as an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. In addition to this, it reacts with 1,2 diols to prepare cyclic phosphoric amides followed by alkenes after reduction.
Preparation methods
PreparationN,N-DIMETHYLPHOSPHORAMIDODICHLORIDATE is obtained by treatment of Phosphorus Oxychloride with dimethylamine.
Upstream & downstream products
Downstream products
Related reactions
2 records
Compound notes
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