Dichlorophenylphosphine

Base Information

• Chemical Name: Dichlorophenylphosphine
• CAS No.: 644-97-3
• Molecular Formula: C6H5Cl2P
• Molecular Weight: 178.985
• Hs Code.: HOSPHORUS DICHLORIDE PRODUCT IDENTIFICATION
• European Community (EC) Number: 211-425-8
• NSC Number: 66478
• UN Number: 2798
• UNII: WRU258L1EW
• DSSTox Substance ID: DTXSID4027282
• Nikkaji Number: J34.568G
• Wikipedia: Dichlorophenylphosphine
• Wikidata: Q410415
• ChEMBL ID: CHEMBL1899635
• Mol file: 644-97-3.mol

Synonyms:Dichlorophenylphosphine;644-97-3;Phenyldichlorophosphine;Phenylphosphonous dichloride;Dichloro(phenyl)phosphine;Benzenephosphonous dichloride;dichloro(phenyl)phosphane;Phosphonous dichloride, phenyl-;Phenylphosphine dichloride;Benzene phosphorus dichloride;PHENYL PHOSPHORUS DICHLORIDE;Phenylphosphorus dichloride;Phosphine, dichlorophenyl-;Phenylphosphonous acid dichloride;Benzenephosphorus dichloride;PhPCl2;Dichlorophenylphosphane;Phosphonous dichloride, P-phenyl-;p,p-Dichlorophenylphosphine;NSC 66478;HSDB 2729;Benzene phosphorus dichloride (DOT);EINECS 211-425-8;UN2798;UNII-WRU258L1EW;BRN 0508189;WRU258L1EW;AI3-15063;DTXSID4027282;Dichlorophenyl phosphine(Technical);MFCD00000528;NSC-66478;UN 2798;EC 211-425-8;4-16-00-00972 (Beilstein Handbook Reference);phenyl dichlorophosphine;C6H5Cl2P;Cl2PPh;dichlorophenylphosphin;phenyldichlorophosphane;dichloro-phenylphosphane;WLN: GPGR;C6H5PCl2;Dicloruro fosfonoso, p-fenil-;SCHEMBL246946;C6-H5-Cl2-P;DTXCID307282;SCHEMBL9300108;CHEMBL1899635;IMDXZWRLUZPMDH-UHFFFAOYSA-;P,P-Dichlorophenylphosphine, 97%;NSC66478;Tox21_303070;BENZENE PHOSPHOROUS DICHLORIDE;NA2798;AKOS000119980;AC-1784;NCGC00163989-01;NCGC00257120-01;CAS-644-97-3;PHENYL PHOSPHORUS DICHLORIDE [HSDB];LS-107291;P0207;EN300-19655;Q410415;Phenyl phosphorus dichloride [UN2798] [Corrosive];W-104834;Phenyl phosphorus dichloride [UN2798] [Corrosive];F8880-8166

Chemical Property of Dichlorophenylphosphine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Melting Point: -51 °C(lit.)
• Refractive Index: 1.598
• Boiling Point: 224 °C at 760 mmHg
• Flash Point: 89.272 °C
• PSA: 13.59000
• Density: 1.319g/mLat 25°C(lit.)
• LogP: 3.10140
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 177.9505925
• Heavy Atom Count: 9
• Complexity: 79.1
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Dichlorophenylphosphine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 17-25-34-29-37-35-14
• Safety Statements: 26-28-36/37/39-43-45-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phosphorus Compounds
• Canonical SMILES: C1=CC=C(C=C1)P(Cl)Cl
• Uses: Organic synthesis, for derivation of plasticizers, polymers, antioxidants; oil additives. Dichlorophenylphosphine and its derivatives are used as an intermediate to make plasticizers, antioxidants, stabilizers, catalysts and high pressure lubricant additives and in lacquer formulatings.

Technology Process of Dichlorophenylphosphine

There total 35 articles about Dichlorophenylphosphine 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: 96.0%

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → Dichlorophenylphosphine (644-97-3)

Guidance literature:

With aluminium trichloride; phosphorus trichloride; for 3h; Heating;

DOI:10.1016/S0040-4020(98)00601-2

Reference yield: 94.35%

chlorobenzene (108-90-7) → Dichlorophenylphosphine (644-97-3)

Guidance literature:

With phosphorus; phosphorus trichloride; at 70 - 350 ℃; for 6h; under 30003 Torr; Concentration; Pressure; Temperature;

Reference yield: 91.0%

P,P-dichlorophenylphosphine oxide (824-72-6) → Dichlorophenylphosphine (644-97-3)

Guidance literature:

With triphenylphosphine;

upstream raw materials:

diphenylmercury(II)

benzene

Tris(2-chloroethyl) phosphate

phenylphosphonous acid dichloride; compound with aluminium trichloride (1:1)

Downstream raw materials:

1-[phenyl(piperidin-1-yl)phosphanyl]piperidine

methylphenylphosphinic acid

(3-oxo-1,3-diphenyl-propyl)-phenyl-phosphinic acid

2,2'-(phenylphosphanediyl)dipyridine

Refernces

Toward stereoselective lactide polymerization catalysts: Cationic zinc complexes supported by a chiral phosphinimine scaffold

10.1021/ic201139b

The research focuses on the development of stereoselective lactide polymerization catalysts using cationic zinc complexes supported by a chiral phosphinimine scaffold. The main objective is to create catalysts that can operate at ambient temperature, enhancing efficiency and improving the kinetics of polymerization by reducing undesirable side reactions. The study involves the synthesis of chiral phosphinimine ligands based on the dibenzofuran (dbf) framework, specifically ligands (dbf)MePhPdNDipp (7) and (dbf)MePhPdNMes (8). These ligands are protonated with Br?nsted acids to form aminophosphonium salts, which then react with organozinc reagents to create cationic zinc complexes. The experiments utilized various reactants, including dichlorophenylphosphine, (+)-menthol, BH3, and organoazides, among others, to synthesize the ligands and their subsequent complexes. The synthesized compounds were analyzed using techniques such as NMR spectroscopy, X-ray crystallography, and elemental analysis to confirm their structures and compositions. The study also investigated the behavior of one of the complexes towards the ring-opening polymerization (ROP) of rac-lactide, aiming to produce polylactide (PLA) with improved physical properties.

1,3,2-Diselenaphospholanes with an anellated dicarba-closo-dodecaborane(12) unit

10.1002/zaac.200600347

The study aims to explore the chemistry of 1,2-diselenido-1,2-dicarba-closo-dodecaborane dianion (1) and its reactions with dichloro(phenyl)phosphane to form 1,3,2-diselenaphospholane (2). The conclusions drawn from the research include the successful oxidation of phospholane 2 to sulfide 3 and selenide 4, and the partial hydrolysis leading to a selenophosphonic acid derivative 5. The reactions of 2 with Pt0 and Pd0 complexes were also investigated, resulting in the formation of a rare metallophosphane selenide, 9. The chemicals used in this process include 1,2-diselenido-1,2-dicarba-closo-dodecaborane dianion, dichloro(phenyl)phosphane, sulfur, selenium, methyl iodide, and platinum and palladium complexes. The study provides insights into the NMR spectroscopic properties of these compounds and their crystal structures, as determined by X-ray analysis.

Chemistry of decaborane-phosphorus compounds. IV. Monomeric, oligomeric, and cyclic phosphinocarboranes

10.1021/ic50010a006

The research focuses on the synthesis and characterization of various phosphinocarboranes and related compounds. Key chemicals involved in the research include carborane, dilithiocarborane, chlorophosphines (such as diphenylchlorophosphine and phenyldichlorophosphine), ammonia, sodium azide, and phosphorus trichloride. The study explores reactions between dilithiocarborane and different chlorophosphines to form bis-phosphino carboranes, followed by further reactions with ammonia and sodium azide to produce cyclic compounds with unique ring structures containing phosphorus and carborane moieties. The research also investigates the formation of dimeric and oligomeric compounds through reactions with various reagents, aiming to understand the stability and reactivity of these novel compounds.