Methyl dichlorophosphite

Base Information

• Chemical Name: Methyl dichlorophosphite
• CAS No.: 3279-26-3
• Molecular Formula: CH3Cl2OP
• Molecular Weight: 132.914
• Hs Code.: 29209090
• European Community (EC) Number: 221-915-3
• DSSTox Substance ID: DTXSID20186451
• Nikkaji Number: J208.737E
• Wikidata: Q83057743
• Mol file: 3279-26-3.mol

Synonyms:methyl phosphorodichloridite

Chemical Property of Methyl dichlorophosphite

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 66.3mmHg at 25°C
• Melting Point: -91 °C(lit.)
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 89.4 °C at 760 mmHg
• Flash Point: 7.9 °C
• PSA: 22.82000
• Density: 1.376 g/mL at 20 °C(lit.)
• LogP: 2.33730
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water. Soluble in chloroform, dichloromethane and ethyl acetate.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 131.9298571
• Heavy Atom Count: 5
• Complexity: 23.6

Purity/Quality:

99% ^*data from raw suppliers

DichloroMethylPhosphite ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-14-34-37
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(Cl)Cl
• Uses: Employed in the synthesis of phosphorodichloridothioates1 and oxazaphosphorinanes2 from sulfenyl chlorides and a chiral amino alcohol, respectively. Methyl dichlorophosphite has been employed in the preparation of:phosphonamidate- and phosphonate-linked phosphonopeptides2-(2-iodophenyl)ethyl methyl phosphite derivative of an alcoholdeoxyoligonucleotides on a polymer supportcis- and trans-2-oxo-2-propionyl-1,3,2-oxazaphosphorinanephosphorodichloridothioates oxazaphosphorinanes

Technology Process of Methyl dichlorophosphite

There total 10 articles about Methyl dichlorophosphite which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

dimethyl chlorophosphite (3743-07-5) → methyl dichlorophosphite (3279-26-3) + Phosphorous acid trimethyl ester; compound with GENERIC INORGANIC NEUTRAL COMPONENT

Guidance literature:

With tin(IV) chloride; In pentane; at 0 ℃; for 72h; Product distribution; 0ther time, other temperature;

Reference yield: 76.0%

tin(IV) chloride (7646-78-8) + dimethyl chlorophosphite (3743-07-5) → ((CH3O)3P)2SnCl4 (61114-02-1,63902-16-9) + methyl dichlorophosphite (3279-26-3)

Guidance literature:

In pentane; Ar atmosphere; addn. of SnCl4 in pentane to org. compd. with stirring and cooling (-15 - (-10)°C), warming (0°C, 3 d); filtration, washing (pentane), removal residues of solvent (vac.); elem. anal.;

Reference yield: 70.0%

Trimethylmethoxysilane (1825-61-2) → methyl dichlorophosphite (3279-26-3)

Guidance literature:

With pyridine; phosphorus trichloride; In dichloromethane; at -65 - 20 ℃; for 27h; Inert atmosphere; Sealed tube;

DOI:10.1080/10426500902719222

upstream raw materials:

methanol

phosphorous acid trimethyl ester

dimethyl chlorophosphite

tin(IV) chloride

Downstream raw materials:

α-hydroxybenzylphosphonate de methyle

<2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N⁶-methyladenosine-3'-O-yl>(methoxy)morpholinophosphine

trichloromethylphosphonous dichloride

N⁶-Benzoyl-3',5'-O-TIPDSi-P-methyl-P-thioadenylyl-(2'-5')-N⁶,N⁶,O^2',O^3'-tetrabenzoyladenosine

Refernces

• 1、 Joshi, Prasad Ramesh,Ramanathan,Sundararajan,Sankaran. "Gas phase reaction of phosphorus trichloride and methanol: Matrix isolation infrared and DFT studies". . p. 80 - 87. Retrieved 2015.
• 2、 Schmitz, Christian,Leitner, Walter,Franciò, Giancarlo. "Synthesis of P-Stereogenic Phosphoramidite and Phosphorodiamidite Ligands and Their Application in Asymmetric Catalysis". . p. 6205 - 6230. Retrieved 2015/10/06.