Chlorodiphenylphosphine

Base Information

• Chemical Name: Chlorodiphenylphosphine
• CAS No.: 1079-66-9
• Deprecated CAS: 100111-43-1,74391-44-9,1393091-04-7,74391-44-9
• Molecular Formula: C12H10ClP
• Molecular Weight: 220.638
• Hs Code.: HOSPHINE PRODUCT IDENTIFICATION
• European Community (EC) Number: 214-093-2
• NSC Number: 60407
• UNII: WO975PJK1Y
• DSSTox Substance ID: DTXSID7038789
• Nikkaji Number: J24.880K
• Wikipedia: Chlorodiphenylphosphine
• Wikidata: Q411681
• Mol file: 1079-66-9.mol

Synonyms:Chlorodiphenylphosphine;1079-66-9;Diphenylchlorophosphine;Diphenylphosphinous chloride;Phosphinous chloride, diphenyl-;chloro(diphenyl)phosphane;P-Chlorodiphenylphosphine;Diphenylphosphine chloride;chlorodiphenylphosphane;Phosphine, chlorodiphenyl-;C12H10ClP;diphenyl chlorophosphine;Phosphinous chloride, P,P-diphenyl-;MFCD00000529;UNII-WO975PJK1Y;WO975PJK1Y;P,P-Diphenylphosphinous chloride;EINECS 214-093-2;NSC 60407;NSC-60407;EC 214-093-2;PPh2Cl;CHLORODIPHENYLPHOSPINE;ClPPh2;Ph2PCl;diphenylchlorophosphane;chlorobisphenylphosphine;chloro-diphenylphosphane;chlorodiphenyl phosphine;chlorodiphenyl-phosphine;chloro(diphenyl)phosphine;Diphenyl(chloro)phosphine;monochlorodiphenylphosphine;Diphenylphosphinouschloride;P-chlorodiphenyl phosphine;diphenylphosphonium chloride;diphenyl phosphorus chloride;Chlorodiphenylphosphine, 96%;SCHEMBL230096;C12-H10-Cl-P;diphenylphosphinous acid chloride;P-Chlorodiphenylphosphine, 99%;DTXSID7038789;SCHEMBL11031409;DIPHENYLPHOSPHORUS CHLORIDE;AMY42233;CHLORODIPHENYLPHOSPHINE [MI];NSC60407;AKOS007930062;AC-4969;BP-21390;FT-0623659;EN300-20626;D78000;A801786;Q411681;W-108730

Chemical Property of Chlorodiphenylphosphine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 1.3 hPa (20 °C)
• Melting Point: 14-16 °C
• Refractive Index: 1.634 - 1.637
• Boiling Point: 319.998 °C at 760 mmHg
• Flash Point: 147.33 °C
• PSA: 13.59000
• Density: 1.229 g/mL at 25 °C(lit.)
• LogP: 3.27310
• Storage Temp.: Store at R.T.
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Miscible with alcohol. Slightly miscible with ammonia.
• Water Solubility.: Reacts violently
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 220.0208650
• Heavy Atom Count: 14
• Complexity: 142

Purity/Quality:

98% ^*data from raw suppliers

Chlorodiphenylphosphine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34-29-36
• Safety Statements: 26-36/37/39-45-8-30-25-27

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phosphorus Compounds
• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)Cl
• Uses: Chlorodiphenylphosphine is used to introduce the diphenylphosphinyl moiety by aryl ortho-lithiation. It is also used as an intermediate to make antioxidants, flame retardants, stabilizers, catalysts, photoinitiators, and optical brighteners. Used as a halogenation reagent for the conversion of alcohols into halides, in the preparation of solid-phase reagent for the conversion of alcohols to alkyl halides.

Technology Process of Chlorodiphenylphosphine

There total 61 articles about Chlorodiphenylphosphine 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: 99.0%

Diphenylphosphine oxide (4559-70-0) → chloro-diphenylphosphine (1079-66-9,74391-44-9)

Guidance literature:

With acetyl chloride; In tetrahydrofuran; at 100 ℃; for 12h; Temperature; Reagent/catalyst; Inert atmosphere; Sealed tube;

Reference yield: 93.0%

triphenylphosphine (603-35-0) → chloro-diphenylphosphine (1079-66-9,74391-44-9)

Guidance literature:

With zinc trifluoromethanesulfonate; phosphorus trichloride; In tetrachloromethane; at 0 - 60 ℃; for 12h;

Reference yield: 57.0%

chloro-trimethyl-silane (75-77-4) + ethyl diphenylthiophosphinite (20472-49-5) + benzaldehyde (100-52-7) → Hexamethyldisiloxane (107-46-0) + chloro-diphenylphosphine (1079-66-9,74391-44-9) + <α-(ethylthio)benzyl>diphenylphosphine sulfide

Guidance literature:

at 200 ℃; for 2h;

upstream raw materials:

diphenylphosphinodithioic acid

phenylzinc chloride

Dichlorophenylphosphine

diphenylmercury(II)

Downstream raw materials:

2-(diphenylphosphino)pyridine

benzyl-dichloro-diphenyl-phosphorane

allyloxy-diphenylphosphane

1,3-diphenyl-3-(diphenylphosphinyl)propan-1-one

Refernces

• 1、 Zhang, Jian-Qiu,Yang, Shangdong,Han, Li-Biao. "Facial conversion of secondary phosphine oxides R1R2P(O)H to chlorophosphines R1R2PCl by acetyl chloride". . . Retrieved 2020.
• 2、 Duan, Haodong,Gao, Jun,Han, Yuxi,Leng, Kangwei,Li, Qianmin,Liu, Dayong,Wang, Zhongwei,Xu, Xiaolei,Yu, Qing. "Monoacylphosphine oxides with substituents in the phosphonyl moiety as Norrish I photoinitiators: Synthesis, photoinitiattion properties and mechanism". . . Retrieved 2021/09/07.