3348-44-5

Basic information

• Product Name: BIS(DIMETHYLAMINO)CHLOROPHOSPHINE
• Synonyms: ((CH3)2N)2PCl;Bis(dimethylamino)phosphorus chloride;Chlorobis(dimethylamino)phosphine;N,N,N',N'-Tetramethylphosphorodiamidous chloride;Phosphine, chlorobis(dimethylamino)-;Tetramethyldiaminochlorophosphine;Tetramethylphosphorodiamidous chloride;BIS(DIMETHYLAMINO)PHOSPHINOUS CHLORIDE
• CAS NO: 3348-44-5
• Molecular Formula: C₄H₁₂ClN₂P
• Molecular Weight: 154.58
• EINECS: 222-100-5
• Mol File: 3348-44-5.mol
• Article Data: 23

Chemical Properties

• Melting Point: -33 °C
• Boiling Point: 149℃
• Flash Point: 44℃
• Appearance: Colorless/Liquid
• Density: 1.060 at 25 °C
• Vapor Pressure: 4.17mmHg at 25°C
• Refractive Index: 1.5010
• Storage Temp.: 2-8°C
• PKA: 1.17±0.70(Predicted)
• Sensitive: Air & Moisture Sensitive
• CAS DataBase Reference: BIS(DIMETHYLAMINO)CHLOROPHOSPHINE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(DIMETHYLAMINO)CHLOROPHOSPHINE(3348-44-5)
• EPA Substance Registry System: BIS(DIMETHYLAMINO)CHLOROPHOSPHINE(3348-44-5)

Safety Data

• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 23-26-36-36/37/39-45
• RIDADR: UN2920
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 3348-44-5(Hazardous Substances Data)

Usage

General Description

Bis(dimethylamino)chlorophosphine, also known as DMCP, is a chemical compound with the formula (CH3)2N)2PCl. It is a colorless liquid with a strong odor, and is highly reactive with water and air. DMCP is commonly used as a precursor in the synthesis of organophosphorus compounds and as a catalyst in organic reactions. It is also utilized in the production of polymers, flame retardants, and agrochemicals. DMCP is considered to be highly toxic and should be handled with extreme caution. It is classified as a dangerous goods by the United Nations, and exposure to DMCP can cause severe irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C4H12ClN2P/c1-6(2)8(5)7(3)4/h1-4H3

Upstream product

• 124-40-3 dimethyl amine 
• 1608-26-0 Hexamethylphosphorous triamide 
• 2083-91-2 N,N-Dimethyltrimethylsilylamine 
• 683-85-2 N,N-dimethylaminodichlorophosphane 
• 1630-79-1 tetrakis(dimethylamido)diborane 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 18611-22-8 N-diethoxyphosphinoyltrifluoroacetimidoyl chloride 
• 51-80-9 bis-(dimethylamino)methane 

Downstream Products

• 19946-85-1 N,N,N',N'-tetramethyl-N''-phenylphosphorodiamidimidic chloride 
• 66442-10-2 C₁₀H₂₀ClN₂OP 
• 88127-59-7 Phosphorigsaeurebis(dimethylamid)-o-chlorphenylester 
• 88127-60-0 Phosphorigsaeurebis(dimethylamid)-o-bromphenylester 
• 116005-25-5 bis(dimethylamino)mesitylphosphine 
• 88127-63-3 C₁₀H₁₆BrN₂PS 
• 84998-64-1 Phosphorigsaeurebis(dimethylamid)-o-chlor-N-methylanilid 
• 105223-16-3 o-(Trimethylsilylmethyl)phenyl-bis(dimethylamino)phosphin 
• 105223-17-4 o-Trimethylsilyl-benzyl-bis(dimethylamino)phosphin 
• 156814-12-9 C₁₁H₁₆F₃N₂P 
• 74810-77-8 bis(dimethylamino)cyclohexylphosphine 
• 143780-61-4 C₁₉H₂₆N₅P 
• 82495-65-6 P,P,P',P'-Tetrakis(dimethylamino)-o-phenylendiphosphan 
• 82495-66-7 m-C₆H₄(P(N(CH₃)2)2)2 

Relevant articles and documents

Bis-carbaborane-bridged bis-glycophosphonates as boron-rich delivery agents for BNCT

The synthesis and properties of boron-rich bis(meta-carbaborane) derivatives containing glycophosphonate and glycophosphonothioate moieties are reported. All compounds are water-soluble; however, the tetragalactosylated compounds show lower solubility tha

Immobilization of a N-substituted azaphosphatrane in nanopores of SBA-15 silica for the production of cyclic carbonates

A novel N-substituted azaphosphatrane molecular precursor bearing an alkyne tether was synthesized using a multi-step strategy and covalently immobilized onto SBA-15 type silica through triazole linkages by means of the well-known click chemistry. The resulting hybrid material, [7]@SBA-15, was characterized well by methods appropriate to molecular species (e.g. solid state 13C, 31P and 29Si NMR, infrared spectroscopy and elemental analysis) as well as techniques more commonly associated with the characterization of mesoporous solids (nitrogen sorption isotherms, powder X-ray diffraction, TGA analysis). The catalytic activity of [7]@SBA-15 was then evaluated in the coupling of CO2 with two epoxides (styrene oxide and epichlorohydrin) and compared to its monotriazole modified AZAP molecular analog, 8. This work represents the first example of silica modified N-substituted azaphosphatrane for the production of cyclic carbonates. This journal is the Partner Organisations 2014.

Tris(tetramethylguanidinyl)phosphine: The Simplest Non-ionic Phosphorus Superbase and Strongly Donating Phosphine Ligand

We report the synthesis and properties of the much sought-after tris(1,1,3,3-tetramethylguanidinyl) phosphine P(tmg)3, a crystalline, superbasic phosphine accessible through a short and scalable procedure from the cheap and commercially available bulk chemicals 1,1,3,3-tetramethylguanidine, tris(dimethylamino)-phosphine and phosphorus trichloride. The new phosphine exhibits exceptional electron donor properties and readily forms transition metal complexes with gold(I), palladium(II) and rhodium(I) precursors. The formation of zwitterionic Lewis base adducts with carbon dioxide and sulfur dioxide was explored. In addition, the complete series of phosphine chalcogenides was prepared from the reaction of P(tmg)3 with N2O and the elemental chalcogens.

A flexible approach to different families of bidentate P,P ligands as highly efficient ligands for asymmetric catalysis

A novel and versatile approach has led to the synthesis of various classes of mono- and bidentate phospholane and phosphinite ligands based on a benzothiophene scaffold. The ligand functions in the bidentate ligands can be introduced independently and consecutively. A bis-phospolane ligand as well as its rhodium complex have been characterized by crystal-structure determinations. The bis-phospholane ligands were tested in the catalysed asymmetric homogeneous hydrogenation of dehydroamino acid derivatives, enamides and itaconates and gave ee values of up to 98.7 %. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.