1079-66-9

Basic information

• Product Name: Chlorodiphenylphosphine
• Synonyms: diphenyl-phosphinouschlorid;Phosphine, chlorodiphenyl-;AURORA KA-1322;Diphenyl phosphine chloride;DIPHENYLPHOSPHINOUS CHLORIDE;DIPHENYLCHLOROPHOSPHINE;DPPC;CHLORODIPHENYLPHOSPHINE
• CAS NO: 1079-66-9
• Molecular Formula: C₁₂H₁₀ClP
• Molecular Weight: 220.63
• EINECS: 214-093-2
• Product Categories: Pharmaceutical Intermediates;Chlorophosphines;Phosphines;Ligand;organophosphine halide;Achiral Phosphine;Aryl Phosphine;P-Cl
• Mol File: 1079-66-9.mol
• Article Data: 45

Chemical Properties

• Melting Point: 14-16°C
• Boiling Point: 320 °C(lit.)
• Flash Point: >230 °F
• Appearance: Colorless to yellow/Liquid
• Density: 1.229 g/mL at 25 °C(lit.)
• Vapor Density: 7.8 (vs air)
• Vapor Pressure: 1.3 hPa (20 °C)
• Refractive Index: n20/D 1.636(lit.)
• Storage Temp.: Store at R.T.
• Solubility: Miscible with alcohol. Slightly miscible with ammonia.
• Water Solubility: Reacts violently
• Sensitive: Air & Moisture Sensitive
• BRN: 512032
• CAS DataBase Reference: Chlorodiphenylphosphine(CAS DataBase Reference)
• NIST Chemistry Reference: Chlorodiphenylphosphine(1079-66-9)
• EPA Substance Registry System: Chlorodiphenylphosphine(1079-66-9)

Safety Data

• Hazard Codes: C
• Statements: 14-34-29-36
• Safety Statements: 26-36/37/39-45-8-30-25-27
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 2
• F: 1-9-19
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 1079-66-9(Hazardous Substances Data)

Usage

Chemical Description

Different sources of media describe the Chemical Description of 1079-66-9 differently. You can refer to the following data:
1. Chlorodiphenylphosphine is a chemical compound with the formula (C6H5)2PCl.
2. Chlorodiphenylphosphine and NaI are used in the reaction mixture to synthesize N,N-dimethyl(diphenylphosphinomethylene)iminium iodide.

Chemical Properties

Colorless to light yellow liqui

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.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 3526, 1955 DOI: 10.1021/ja01618a030

Flammability and Explosibility

Nonflammable

Purification Methods

This air-sensitive, pale yellow lachrymatory liquid is purified by careful fractional distillation and discarding the lower boiling fraction which contains the main impurity PhPCl2 (b 48-51o/0.7mm), and checking for impurities by NMR. [Weinberg J Org Chem 40 3586 1975, Honer et al. Chem Ber 94 2122 1961, Beilstein 16 IV 969.]

InChI:InChI:1S/C12H10ClP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

Synthetic route

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

Conditions	Yield
With acetyl chloride In tetrahydrofuran at 100℃; for 12h; Temperature; Reagent/catalyst; Inert atmosphere; Sealed tube;	99%
With acetyl chloride In tetrahydrofuran at 25℃; Solvent; Temperature; Reagent/catalyst; Inert atmosphere;	93%
With phosphorus trichloride In toluene at 20℃; for 1h; Inert atmosphere;

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

Conditions	Yield
With zinc trifluoromethanesulfonate; phosphorus trichloride In tetrachloromethane at 0 - 60℃; for 12h;	93%
With chlorine Destillation des entstandenen Triphenylphosphindichlorids;

Dichlorophenylphosphine (644-97-3) + triphenylphosphine (603-35-0) → chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
at 350℃; for 5h;	85%

2-chloro-2,2-diphenyl-3,5-bis(1,1,2,2-tetrafluoroethyl)-1,4,2-dioxaphospholane (97108-40-2) → 2,2,3,3-tetrafluoropropionaldehyde (756-04-7) + chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
under 0.06 Torr; Heating;	A 55.5% B 80%

2-chloro-3,5-bis(1,1,2,2,3,3,4,4-octafluorobutyl)-2,2-diphenyl-1,4,2-dioxaphospholane (97108-41-3) → 2,2,3,3,4,4,5,5-octafluorovaleraldehyde (2648-47-7) + chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
under 0.06 Torr; Heating;	A 45.7% B 75%
under 0.06 Torr; Heating;	A 45.7% B 75%

[Pd(BIMIONAP)Cl2] (1159415-91-4, 1306641-30-4, 1306641-41-7) → C30H24Cl2N2PPd + chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
With tetraethylammonium chloride In acetonitrile at 50℃; for 3h; Inert atmosphere;	A 62% B n/a

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

Conditions	Yield
at 200℃; for 2h;	A 57% B n/a C 30%

1,1,3,3-Tetrafluoro-4,6-bis-trifluoromethyl-1,3-dihydro-isobenzofuran → chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
With aluminium trichloride; phosphorus trichloride at 140 - 150℃; for 5h;	52%

benzene (71-43-2) → chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
With aluminium trichloride; phosphorus trichloride for 15h; Heating;	52%
Stage #1: benzene With aluminum (III) chloride; phosphorus trichloride at 140 - 150℃; for 8.8h; Stage #2: With α-picoline at 25 - 40℃;	47.5%
Stage #1: benzene With aluminum (III) chloride; trichlorophosphate at 60℃; for 2h; Inert atmosphere; Stage #2: at 116 - 120℃; under 1275.13 - 1350.14 Torr; for 5h; Temperature; Autoclave;

α-ethylthio-β,β,β-trichloroethyl diphenylphosphonite (104892-86-6) → α,β,β,β-tetrachloroethyl ethyl sulfide (18271-61-9) + β,β-dichlorovinyl diphenyl phosphonate (95028-66-3) + ethyl diphenylthiophosphinite (20472-49-5) + chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
Product distribution; Heating; thermal decomposition;	A 41.6% B 33.3% C 42.2% D 38.7%

N-(chloromethyl)phthalimide (17564-64-6) + (diethylamino)diphenylphosphine (1636-15-3) → chloro-diphenylphosphine (1079-66-9) + diethylamidodiphenyl(N-phthalimidomethyl)phosphonium chloride

Conditions	Yield
In Petroleum ether at 90 - 100℃; for 2.5h;	A n/a B 33.7%

tin(ll) chloride + diphenyltrichlorophosphorane (1017-89-6) → 2(C6H5)2PCl2(1+)*SnCl6(2-) = ((C6H5)2PCl2)2SnCl6 + chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
In dichloromethane Ar atmosphere; addn. of SnCl2 to org. compd. in CH2Cl2 with stirring; filtration, washing(CH2Cl2), drying (vac.); elem. anal.;	A 31% B n/a

ethyl diphenylthiophosphinite (20472-49-5) + benzaldehyde (100-52-7) → chloro-diphenylphosphine (1079-66-9) + <α-(ethylthio)benzyl>diphenylphosphine sulfide

Conditions	Yield
With chloro-trimethyl-silane at 200℃; for 2h; Yields of byproduct given;	A n/a B 30%

benzene (71-43-2) → Dichlorophenylphosphine (644-97-3) + chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
With aluminium trichloride; phosphorus trichloride at 140 - 150℃; for 5h; Product distribution; Mechanism; var. temps; var. molar proportion of reactants; var. time;	A 14% B 20%

diphenylphosphinodithioic acid (1015-38-9) → chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
With chlorine beim anschliessenden Erhitzen mit rotem Phosphor;

phenylzinc chloride (28557-00-8) → chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
With phosphorus trichloride

Dichlorophenylphosphine (644-97-3) + diphenylmercury(II) (587-85-9) → chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
at 220 - 230℃;

Dichlorophenylphosphine (644-97-3) + diphenylmercury(II) (587-85-9) → chloro-diphenylphosphine (1079-66-9) + Diphenylphosphinic chloride (1499-21-4)

Conditions	Yield
at 230 - 240℃;
at 230 - 240℃;

Dichlorophenylphosphine (644-97-3) → chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
at 300℃;
With phosphorus; chlorobenzene at 380℃; for 4h; Temperature; Autoclave; Large scale;	219.5 kg

diphenyltrichlorophosphorane (1017-89-6) → chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
With alkali metal
With magnesium
With pyrographite
With phosphorus
With phosphorous acid trimethyl ester; triethyl phosphite

N,N-diethyl P,P-diphenylphosphinamide (56372-47-5) → chloro-diphenylphosphine (1079-66-9) + Tetraphenyldiphosphin (1101-41-3) + Diphenylphosphinic chloride (1499-21-4)

Conditions	Yield
With pyridine; trichlorosilane In benzene Title compound not separated from byproducts;

cyclohexyl chloride (542-18-7) + chlorodiphenylphosphonium tetrachloroaluminate → (C6H5)2PH2(1+)*AlCl4(1-)={(C6H5)2PH2}AlCl4 + C18H21P*AlCl4(1-)*H(1+) + C18H21ClP(1+)*AlCl4(1-) + chloro-diphenylphosphine (1079-66-9)

2,2-dimethyl-1-propyl diphenylphosphinite (63507-05-1) → chloro-diphenylphosphine (1079-66-9) + C17H21OP*ClH

Conditions	Yield
With hydrogenchloride In diethyl ether; dichloromethane-d2 at 25℃; Product distribution; Mechanism; Variation of temperature.;

(Dichloracetyl)diphenylphosphan (81456-78-2) → chloroketene (29804-89-5) + chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
at 80℃;

(2,2-Dichlorpropionyl)diphenylphosphan (81456-79-3) → chloro-diphenylphosphine (1079-66-9) + chloro-methyl-ketene (13363-86-5)

Conditions	Yield
at 90℃;

Diphenyl(trichloracetyl)phosphan (81456-80-6) → chloro-diphenylphosphine (1079-66-9) + diphenyltrichlorophosphorane (1017-89-6)

Conditions	Yield
at 80℃; Product distribution; in dependence on temperature, time;

Diphenylphosphine oxide (4559-70-0) + Diphenylphosphinic chloride (1499-21-4) → diphenyl-phosphinic acid (1707-03-5) + chloro-diphenylphosphine (1079-66-9)

Conditions	Yield
Heating;
Heating;	A 0.209 g B n/a

1-[Diphenylphosphanyl-(triphenyl-λ5-phosphanylidene)-methanesulfonyl]-4-methyl-benzene; hydrochloride → chloro-diphenylphosphine (1079-66-9) + Triphenyl-(toluene-4-sulfonylmethyl)-phosphonium; chloride

Conditions	Yield
at -80 - -20℃;

2,2,3,3-tetrafluoropropionaldehyde (756-04-7) + chloro-diphenylphosphine (1079-66-9) → 2-chloro-2,2-diphenyl-3,5-bis(1,1,2,2-tetrafluoroethyl)-1,4,2-dioxaphospholane (97108-40-2)

Conditions	Yield
In diethyl ether at 0℃; for 1h;	100%

2,2,3,3,4,4,5,5-octafluorovaleraldehyde (2648-47-7) + chloro-diphenylphosphine (1079-66-9) → 2-chloro-3,5-bis(1,1,2,2,3,3,4,4-octafluorobutyl)-2,2-diphenyl-1,4,2-dioxaphospholane (97108-41-3)

Conditions	Yield
for 1h;	100%

chloro-diphenylphosphine (1079-66-9) + 1-(Trimethylsilyl)imidazole (18156-74-6) → chloro-trimethyl-silane (75-77-4) + 1-(di-phenylphosphino)imidazole (54877-59-7)

Conditions	Yield
In dichloromethane for 1h; Ambient temperature;	A n/a B 100%

chloro-diphenylphosphine (1079-66-9) → diphenylselenophosphinic chloride (55249-23-5)

Conditions	Yield
With selenium In tetrahydrofuran at 120℃; for 3h;	100%
With selenium In toluene at 120℃; for 3h;	100%
With selenium
With selenium at 120℃; for 6h;

chloro-diphenylphosphine (1079-66-9) → Tetraphenyldiphosphin (1101-41-3)

Conditions	Yield
With bis(trimethylsilyl) telluride In acetonitrile Inert atmosphere;	100%
With lithium In tetrahydrofuran	90%
With 1,1',3,3'-tetraethyl-2,2'-biimidazolidinylidene In benzene at 0℃; for 2h;	88%

chloro-diphenylphosphine (1079-66-9) + (S)-1-Pyrrolidin-2-yl-methanol (23356-96-9) → (S)-(N-diphenylphosphino)(2-diphenylphosphinoxymethyl)pyrrolidine (83728-79-4)

Conditions	Yield
With triethylamine In toluene Ambient temperature;	100%
With triethylamine In toluene at 0℃; for 16h; Yield given;
With triethylamine In toluene

chloro-diphenylphosphine (1079-66-9) + m,p-dichloroaniline (95-76-1) → C18H14Cl2NP

Conditions	Yield
	100%

1-methoxy-4-(2-hydroxyethyl)-cyclohexa-1,4-diene (67175-80-8) + chloro-diphenylphosphine (1079-66-9) → C21H23O2P

Conditions	Yield
With triethylamine In dichloromethane at 25℃; for 13h; Condensation;	100%

chloro-diphenylphosphine (1079-66-9) + bis[(diphenylphosphino)(2-pyridyl)amino]dimethylsilane (347143-19-5) → N-(diphenylphosphino)-P,P-diphenyl-N-2-pyridinylphosphinous amide (125291-85-2)

Conditions	Yield
In dichloromethane at 20℃; for 1h;	100%

chloro-diphenylphosphine (1079-66-9) + tetraethyl-ammonium; pyridine-2-selenolate → C17H14NPSe

Conditions	Yield
In acetonitrile at 0℃; for 2h;	100%

chloro-diphenylphosphine (1079-66-9) + 1-n-butyl-3-methyl-2,3-dihydro-imidazol-2-ylidene (366491-14-7) → 1-butyl-2-diphenylphosphanyl-3-methyl-3H-imidazol-1-ium; chloride

Conditions	Yield
In hexane; dichloromethane at -78℃; for 1h;	100%

di(pyridin-2-yl)amine (1202-34-2) + chloro-diphenylphosphine (1079-66-9) → (bis(2-pyridyl)amino)diphenylphosphane (472959-76-5)

Conditions	Yield
With n-butyllithium In diethyl ether; hexane at 20℃; for 48h;	100%

chloro-diphenylphosphine (1079-66-9) + (Z)-(R)-1-Naphthalen-1-yl-hex-4-en-3-ol → C28H27OP

Conditions	Yield
With dmap In diethyl ether at 20℃; for 0.5h;	100%

chloro-diphenylphosphine (1079-66-9) + (E)-(R)-1-Naphthalen-1-yl-hex-4-en-3-ol → C28H27OP

Conditions	Yield
With dmap In diethyl ether at 20℃; for 0.5h;	100%

chloro-diphenylphosphine (1079-66-9) + (E)-(R)-4-Methyl-1-naphthalen-1-yl-hex-4-en-3-ol → C29H29OP

Conditions	Yield
With dmap In diethyl ether at 20℃; for 0.5h;	100%

chloro-diphenylphosphine (1079-66-9) + (E)-(R)-1-Naphthalen-1-yl-non-4-en-3-ol → C31H33OP

Conditions	Yield
With dmap In diethyl ether at 20℃; for 0.5h;	100%

chloro-diphenylphosphine (1079-66-9) + (E)-(R)-5-Naphthalen-1-yl-1-pyridin-2-yl-pent-1-en-3-ol → C32H28NOP

Conditions	Yield
With dmap In diethyl ether at 20℃; for 0.5h;	100%

chloro-diphenylphosphine (1079-66-9) + (E)-(R)-5-Methyl-1-naphthalen-1-yl-non-4-en-3-ol → C32H35OP

Conditions	Yield
With dmap In diethyl ether at 20℃; for 0.5h;	100%

2-phenylethanol (60-12-8) + chloro-diphenylphosphine (1079-66-9) → 2-phenylethyl diphenylphosphinite (849604-79-1)

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1h;	100%
With n-butyllithium In tetrahydrofuran at 0℃; for 1h;
With triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;
Stage #1: 2-phenylethanol With n-butyllithium In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Schlenk technique; Stage #2: chloro-diphenylphosphine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Schlenk technique;

N-amino-N'-methylpiperazine (6928-85-4) + chloro-diphenylphosphine (1079-66-9) → 1-diphenylphosphinoamino-4-methylpiperazine (849371-46-6)

Conditions	Yield
With triethylamine In diethyl ether at 20℃; for 1h;	100%
With triethylamine In tetrahydrofuran for 5h;	85%

1-Aminopiperidine (2213-43-6) + chloro-diphenylphosphine (1079-66-9) → 1-diphenylphosphinoaminopiperidine (849371-47-7)

Conditions	Yield
With triethylamine In diethyl ether at -78 - 20℃; for 1.5h;	100%

4-phenyl-2-methyl-2-butanol (103-05-9) + chloro-diphenylphosphine (1079-66-9) → 1,1-dimethyl-3-phenylpropyl diphenylphosphinite (820961-79-3)

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;	100%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;	98%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;	95%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;	91%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;

3-phenyl-2-propanol (698-87-3) + chloro-diphenylphosphine (1079-66-9) → 1-phenylpropan-2-yl diphenylphosphinite

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;	100%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;	100%

1-phenyl-3-butanol (2344-70-9) + chloro-diphenylphosphine (1079-66-9) → 4-phenylbutan-2-yl diphenylphosphinite (820961-78-2)

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;	100%
With n-butyllithium In tetrahydrofuran at 0℃; for 1h;
With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1h;
With triethylamine In chloroform-d1 at 20℃; for 2h; Reagent/catalyst; Concentration; Inert atmosphere;	86 %Spectr.

(S)-1-(2-Naphthyl)ethanol (27544-18-9) + chloro-diphenylphosphine (1079-66-9) → C24H21OP

Conditions	Yield
With dmap In tetrahydrofuran at 0℃; for 1h;	100%

(S)-indanol (25501-32-0) + chloro-diphenylphosphine (1079-66-9) → C21H19OP

Conditions	Yield
With dmap In tetrahydrofuran at 0℃; for 1h;	100%

1-O-(tert-butyl)diphenylsilyl-1,3-butanediol (114079-44-6) + chloro-diphenylphosphine (1079-66-9) → 4-(t-butyldiphenylsilyloxy)butan-2-yl diphenylphosphinite

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;	100%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;	100%

C13H20N(1-)*C6H16N2*Li(1+) + chloro-diphenylphosphine (1079-66-9) → (para-diphenylphosphanyl-phenyl)-(1-isopropyl-2-methyl-propyl)-amine (864848-06-6)

Conditions	Yield
In diethyl ether; hexane at -78 - 20℃; for 18h;	100%

chloro-diphenylphosphine (1079-66-9) + allylmagnesium bromide (1730-25-2) → allyl(diphenyl)phosphine-borane (127686-75-3)

Conditions	Yield
Stage #1: chloro-diphenylphosphine With dimethylsulfide borane complex In diethyl ether at 0℃; for 2h; Stage #2: allylmagnesium bromide In diethyl ether at 0 - 20℃; for 3h;	100%

chloro-diphenylphosphine (1079-66-9) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → 2-[(diphenylphosphino)oxy]-2-methylpropionitrile

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;	100%

Upstream product

• 1015-38-9 diphenylphosphinodithioic acid 
• 28557-00-8 phenylzinc chloride 
• 603-35-0 triphenylphosphine 
• 75-77-4 chloro-trimethyl-silane 
• 20472-49-5 ethyl diphenylthiophosphinite 
• 100-52-7 benzaldehyde 
• 56-23-5 tetrachloromethane 
• 829-85-6 diphenylphosphane 
• 75-29-6 isopropyl chloride 
• 71-43-2 benzene 
• 644-97-3 Dichlorophenylphosphine 
• 2096-83-5 tetraphenyldiphosphine oxide 
• 1017-89-6 diphenyltrichlorophosphorane 
• 36042-94-1 bis(o-tolyl)chlorophosphine 

Downstream Products

• 37943-90-1 2-(diphenylphosphino)pyridine 
• 78200-70-1 benzyl-dichloro-diphenyl-phosphorane 
• 65149-48-6 8,8-diphenyl-8λ⁵-naphtho[1',2':4,5][1,3,2]oxazaphospholo[3,2-b]thiazolo[3,2-d][1,2,4,3]triazaphosphole 
• 2049-62-9 Se-phenyl diphenylselenophosphinate 
• 21612-60-2 P-4-methoxyphenylamino-P,P-diphenylphosphane 
• 13172-76-4 diphenyl(propa-1,2-dien-1-yl)phosphine oxide 
• 3053-61-0 4-pentenyldiphenylphosphine 
• 27721-03-5 1,10-bis(diphenylphosphino)decane 
• 33730-51-7 (3,3-dimethyl-1-butynyl)diphenylphosphine 
• 10428-60-1 Diphenyl(methylthiomethyl)phosphinsulfid 
• 13119-14-7 diphenylphosphino(methylthio)methane 
• 10274-30-3 1,4-butanediyl bis(diphenylphosphinite) 
• 40964-74-7 C₁₈H₁₉OP 
• 7608-25-5 <2-(Cyclohex-1-enyl)-ethinyl>-diphenyl-phosphin 

Related news

Polymer communicationPolymerization of acrylate monomers induced by Chlorodiphenylphosphine (cas 1079-66-9) and epoxide08/13/2019

A catalytic amount of chlorodiphenylphosphine induced the polymerization of α,β-unsaturated esters. The polymerization was greatly accelerated by addition of a catalytic amount of epoxide.detailed

Nickel-catalyzed reductive coupling of Chlorodiphenylphosphine (cas 1079-66-9) with aryl bromides into functionalized triarylphosphines08/12/2019

Functionalized triarylphosphines are obtained with good yields in a one-step reaction of an equimolar mixture of chlorodiphenylphosphine and an aromatic bromide in NMP or DMF at 110°C in the presence of zinc dust and a catalytic amount of NiBr2(bpy). A possible catalytic pathway is discussed.detailed

Relevant articles and documents

Radical-initiated P,P-metathesis reactions of diphosphanes: Evidence from experimental and computational studies

By combining the diphosphanes Ar2P-PAr2, where Ar = C6H5, 4-C6H4Me, 4-C6H4OMe, 3,5-C6H3(CF3)2, it has been shown that P,P-metathesis generally occurs rapidly under ambient conditions. DFT calculations have shown that the stability of unsymmetrical diphosphanes Z2P-PZ′2 is a function of the difference between the Z and Z′ substituents in terms of size and electronegativity. Of the mechanisms that were calculated for the P,P-metathesis, the most likely was considered to be one involving Ar2P radicals. The observations that photolysis increases the rate of the P,P-metatheses and TEMPO inhibits it, are consistent with a radical chain process. The P,P-metathesis reactions that involve (o-Tol)2P-P(o-Tol)2 are anomalously slow and, in the absence of photolysis, were only observed to take place in CHCl3 and CH2Cl2. The role of the chlorinated solvent is ascribed to the formation of Ar2PCl which catalyses the P,P-metathesis. The slow kinetics observed with (o-Tol)2P-P(o-Tol)2 is tentatively attributed to the o-CH3 groups quenching the (o-Tol)2P radicals or inhibiting the metathesis reaction sterically.

Synthetic method of RRPCl

The invention provides a synthetic method of RRPCl, and belongs to the field of organic matter synthesis. The synthetic method of RRPCl solves the problems of low reaction yield and the like in the existing RRPCl synthesis, and is characterized in that RRP(O)H is dissolved in an organic solvent and then reacts with acetyl chloride to obtain the RRPCl, and the chemicalreaction formula of the RRPCl is shown as a formula (I), wherein R1 and R2 are aryl and alkyl. The synthetic method has the advantages of the high yield and the like.