5162-03-8

Basic information

• Product Name: (2-Chlorophenyl)phenyl-methanone
• Synonyms: O-CHLOROBENZOPHENONE;RARECHEM AM UC 0602;LABOTEST-BB LT00159660;(2-chlorophenyl)phenyl-methanone;2-CHLOROBENZOPHENONE;(2-chlorophenyl)phenyl-methanon;2-chloro-benzophenon;(2-Chlorophenyl)phen
• CAS NO: 5162-03-8
• Molecular Formula: C₁₃H₉ClO
• Molecular Weight: 216.66
• EINECS: 225-936-9
• Product Categories: Aromatics, Cross Linking Reagents, Metabolites & Impurities;Aromatic Benzophenones & Derivatives (substituted);Functional Materials;Photopolymerization Initiators;C13 to C14;Carbonyl Compounds;Ketones
• Mol File: 5162-03-8.mol
• Article Data: 96

Chemical Properties

• Melting Point: 44-47 °C(lit.)
• Boiling Point: 330 °C(lit.)
• Flash Point: >230 °F
• Appearance: white to yellow crystalline powder
• Density: 1,18g/cm
• Refractive Index: 1.5260 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• BRN: 1869594
• CAS DataBase Reference: (2-Chlorophenyl)phenyl-methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2-Chlorophenyl)phenyl-methanone(5162-03-8)
• EPA Substance Registry System: (2-Chlorophenyl)phenyl-methanone(5162-03-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-24/25-36
• WGK Germany: 3
• RTECS: PC4945633
• TSCA: Yes
• Hazardous Substances Data: 5162-03-8(Hazardous Substances Data)

Usage

Chemical Properties

(2-Chlorophenyl)phenyl-methanone is white to yellow crystalline powder

Uses

Different sources of media describe the Uses of 5162-03-8 differently. You can refer to the following data:
1. (2-Chlorophenyl)phenyl-methanone is a metabolite of Clofedanol (C586920). Chlorobenzophenone is also used as a catalyst in the photocrosslinking of polyethylenes.
2. 2-Chlorobenzophenone was used in the synthesis of 1-(2-chlorophenyl)isoquinolin-3-yl trifluoromethanesulfonate.

General Description

Thermodynamics of formation of inclusion complex between 2-chlorobenzophenone and cyclomaltoheptaose (β-cyclodextrin) has been investigated by UV-vis spectroscopy and reversed-phase liquid chromatography. 2-Chlorobenzophenone undergoes reduction in the presence of LiAlH4 and (R)-(-)-2-(2-iso-indolinyl)butan-1-ol to afford the corresponding benzhydrols.

InChI:InChI=1/C13H9ClO/c14-12-9-5-4-8-11(12)13(15)10-6-2-1-3-7-10/h1-9H

Synthetic route

o-chlorobenzoyl chloride (609-65-4) + benzene (71-43-2) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With aluminium trichloride for 19.5h; Heating;	100%
Friedel-Crafts reaction;	90%
iron(III) chloride at 109℃; for 0.458333h; Product distribution / selectivity; Irradiation;	83%

(2-chlorophenyl)phenylmethanone oxime (71225-69-9) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With toluene-4-sulfonic acid at 20℃; for 0.0166667h; neat (no solvent);	98%
With periodic acid at 20℃; for 0.3h;	86%

benzoyl chloride (98-88-4) + chlorobenzene (108-90-7) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With C4F9SO3H at 130℃; for 0.333333h; Product distribution; var. of time, conc. of reagent;	96%
With aluminum (III) chloride for 6h; Friedel-Crafts Acylation; Reflux;

sodium tetraphenyl borate (143-66-8) + o-chlorobenzoyl chloride (609-65-4) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With potassium fluoride; bis-triphenylphosphine-palladium(II) chloride In acetone for 0.15h; microwave irradiation (525 W);	94%
With aluminum oxide; bis-triphenylphosphine-palladium(II) chloride; potassium fluoride In acetone for 0.0833333h; MW-irradiation;	90%
With silica-supported diphenylphosphine palladium(0) In tetrahydrofuran at 40℃; for 48h;	74%

(2-chlorophenyl)(phenyl)methanol (6954-45-6, 16071-25-3, 16071-26-4, 134236-27-4) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With cobalt(III) acetate; sodium bromide In acetic acid at 60℃; for 1h;	93%
With peracetic acid; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy In acetonitrile at 20℃; for 9h;	93%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 80℃; for 0.5h; Reagent/catalyst;	92%

(o-benzyl)chlorobenzene (29921-41-3) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With pyridine; tert.-butylhydroperoxide; iodine In water at 80℃; chemoselective reaction;	93%
With N-Bromosuccinimide; water In chloroform for 3h; Reflux;	92%
With lithium perchlorate In water; acetonitrile at 20℃; for 5h; Electrolysis;	67%

2-Chlorobenzeneboronic acid (3900-89-8) + benzoyl chloride (98-88-4) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With 2C60H80NaO12(2+)*Cl6Pd2(2-); potassium carbonate; triphenylphosphine In toluene at 70℃; for 12h; Suzuki Coupling;	93%
With [Pd(η(5)-C5H5)Fe(η(5)-C5H3-C(CH3)=N-C6H4-4-CH3)Cl(P(C6H5)3)]; potassium carbonate In toluene at 60℃; for 12h; Inert atmosphere;	90%

1-(o-chlorophenyl)-1-phenylethylene (24892-81-7) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With oxygen at 110℃; for 8h; Schlenk technique; Green chemistry;	91%
With oxygen at 110℃; for 8h; Sealed tube;	90.9%
With cerium(III) chloride; 1,1,1-trichloroethanol In acetonitrile at 25℃; for 40h; Irradiation;	78%

(E)-2-chlorostilbene (1657-52-9) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With sodium periodate; tetraethylammonium iodide In water; acetonitrile at 105℃; for 12h; Sealed tube;	89%

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + chlorophenyltriethoxysilane → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); cesium fluoride In 1-methyl-pyrrolidin-2-one at 80℃; under 760.051 Torr; for 6h; Hiyama Coupling;	88%

2-Chlorobenzeneboronic acid (3900-89-8) + Benzoylformic acid (611-73-4) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With silver carbonate In acetonitrile at 60℃; for 1h;	87%

carbon monoxide (201230-82-2) + Phenyl triflate (17763-67-6) + 2-Chlorobenzeneboronic acid (3900-89-8) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium(II) trifluoroacetate In tert-butyl methyl ether at 80℃; under 760.051 Torr; for 6h; Suzuki-Miyaura Coupling;	87%

iodobenzene (591-50-4) + C8H4ClO3(1-)*K(1+) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With copper(l) iodide; palladium(II) iodide at 120℃; for 3h;	85%

ortho-chlorobenzoic acid (118-91-2) + phenylboronic acid (98-80-6) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); water; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In N,N-dimethyl-formamide at 60℃; for 15h; Inert atmosphere;	84%

2-Chlorobenzeneboronic acid (3900-89-8) + benzaldehyde (100-52-7) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With [Pd(2-((1-naphthalenyl)methylene)-N-phenylhydrazinecarbothioamide)Cl(PPh3)]; caesium carbonate In toluene at 110℃; for 12h;	84%
With potassium phosphate; 3,3-dimethyl-butan-2-one; C14H10Cl2N2O2Ru; tri tert-butylphosphoniumtetrafluoroborate In water; toluene at 100℃; for 24h;	65%

benzophenone (119-61-9) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With dipotassium peroxodisulfate; N-chloro-succinimide; trifluorormethanesulfonic acid; palladium diacetate In 1,2-dichloro-ethane at 80℃; for 10h; Reagent/catalyst;	83%

carbon monoxide (201230-82-2) + 2-iodochlorobenzene (615-41-8) + triethoxyphenylsilane (780-69-8) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); cesium fluoride In 1-methyl-pyrrolidin-2-one at 80℃; under 760.051 Torr; for 6h; Hiyama Coupling;	83%

carbon monoxide (201230-82-2) + toluene-4-sulfonic acid phenyl ester (640-60-8) + 2-Chlorobenzeneboronic acid (3900-89-8) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With palladium(II) trifluoroacetate; 1,2-bis-(diphenylphosphino)ethane In N,N-dimethyl acetamide at 80℃; under 760.051 Torr; for 6h; Suzuki-Miyaura Coupling;	83%

2-chloro-benzaldehyde (89-98-5) + phenylboronic acid (98-80-6) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With [Pd(2-((1-naphthalenyl)methylene)-N-phenylhydrazinecarbothioamide)Cl(PPh3)]; caesium carbonate In toluene at 110℃; for 12h;	83%
With C36H28NO2PPd; caesium carbonate In toluene for 18h; Reagent/catalyst; Reflux;	79%

o-chlorobenzoyl chloride (609-65-4) + phenylboronic acid (98-80-6) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With potassium carbonate; (t-Bu2POH)2PdCl2 In 1,4-dioxane; toluene at 80℃; for 1h; Suzuki cross-coupling reaction;	82%
With water; sodium carbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; palladium diacetate at 60℃; for 3h; Suzuki reaction;	80%
With C28H40Br4N4Pd2; potassium carbonate In ethanol; water at 50℃; for 5h; Suzuki Coupling;	78%
With sodium dodecyl-sulfate; potassium carbonate; palladium dichloride In water at 60℃; for 6h;	40%

2-chlorobenzoic anhydride (49619-43-4) + phenylboronic acid (98-80-6) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With PEG200; sodium carbonate; palladium diacetate at 60℃; for 3h; Suzuki reaction;	82%
With sodium carbonate; palladium dichloride In water; acetone at 20℃; for 1.5h; Suzuki type reaction; Inert atmosphere;	78%
With sodium dodecyl-sulfate; potassium carbonate; palladium dichloride In water at 60℃; for 6h;	68%

N-amino-o-chlorobenzenesulfonamide (5906-98-9) + benzonitrile (100-47-0) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With 2,2'-biquinoline; water; palladium diacetate In dimethyl sulfoxide at 80℃; under 760.051 Torr; for 6h;	82%

bromobenzene (108-86-1) + carbon monoxide (201230-82-2) + chlorophenyltriethoxysilane → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); cesium fluoride In 1-methyl-pyrrolidin-2-one at 100℃; under 760.051 Torr; for 6h; Hiyama Coupling;	81%

o-(α,α-dichlorobenzyl)phenyl phosphochloridate (5381-96-4) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With trichlorophosphate at 220℃; under 1 Torr;	80%

potassium (2-chlorophenyl)trifluoroborate + phenylglyoxylic acid potassium salt (63468-90-6) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With dipotassium peroxodisulfate; silver nitrate In water at 25℃; for 1h; Green chemistry;	79%

carbon monoxide (201230-82-2) + 2-iodochlorobenzene (615-41-8) + benzene (71-43-2) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With bis(η3-allyl-μ-chloropalladium(II)); silver trifluoromethanesulfonate In 1,2-dichloro-ethane at 100℃; under 3040.2 Torr; for 24h; Inert atmosphere; Sealed tube; Glovebox; Schlenk technique; Green chemistry; chemoselective reaction;	79%

(2-Chloro-phenyl)-phenyl-methanethione (100108-97-2) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With clay supported ferric nitrate; Clayfen In dichloromethane for 8h; Ambient temperature;	78%

2-bromo-1-chlorobenzene (694-80-4) + carbon monoxide (201230-82-2) + triethoxyphenylsilane (780-69-8) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); cesium fluoride In 1-methyl-pyrrolidin-2-one at 100℃; under 760.051 Torr; for 6h; Hiyama Coupling;	78%

2-Hydroxybenzophenone (117-99-7) → (2-chlorophenyl)(phenyl)methanone (5162-03-8)

Conditions	Yield
With phosphorus pentachloride at 215 - 220℃;	77.2%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) → (2-chlorophenyl)(phenyl)methanol (6954-45-6, 16071-25-3, 16071-26-4, 134236-27-4)

Conditions	Yield
With N-methylpyrrolidine zinc borohydride In tetrahydrofuran for 0.5h; Heating;	100%
With [(OC-6-13)-RuCl2[P(p-CH3C6H5)3]2(en)]; potassium tert-butylate; hydrogen In isopropyl alcohol; tert-butyl alcohol at 28℃; under 6080.41 Torr; for 12h; Catalytic hydrogenation;	95%
With sodium tetrahydroborate In ethanol at 20℃; for 3h;	94.1%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) → (S)-2-chlorobenzhydrol (16071-25-3)

Conditions	Yield
Stage #1: (2-chlorophenyl)(phenyl)methanone With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; polymethylhydrosiloxane; copper(l) chloride; sodium t-butanolate In toluene at -30℃; for 13h; Inert atmosphere; Stage #2: With sodium hydroxide; water In ethyl acetate; toluene for 1h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%
With formic acid; ((R,R)-Ts-DENEB)RuCl; triethylamine at 40℃; for 17h; Reagent/catalyst; Inert atmosphere; enantioselective reaction;	99%
With C32H39BrMnN2O2P; potassium tert-butylate; hydrogen In methanol at 20℃; under 22502.3 Torr; for 16h; Glovebox; Autoclave; enantioselective reaction;	99%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + p-tolylzinc(II) chloride (90252-89-4) → (4′-methylbiphenyl-2-yl)(phenyl)methanone (13124-61-3)

Conditions	Yield
With C26H24ClN2NiP*0.1C7H8 In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Negishi Coupling; Schlenk technique; Inert atmosphere;	99%
With Ni(Cl){2-(Ph2P(O))C6H4NCH(Ph)PPh2} In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 25℃; for 24h; Negishi coupling reaction; Inert atmosphere;	98%
With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 24h; Inert atmosphere; Schlenk technique; Heating;	91%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) → (R)-(2-chlorophenyl)phenylmethanol

Conditions	Yield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C43H53FeN2O2PS; hydrogen; lithium tert-butoxide In isopropyl alcohol at 25 - 30℃; under 22801.5 Torr; for 12h; Autoclave; enantioselective reaction;	98%
With potassium tert-butylate; hydrogen; triphenylphosphine In toluene; tert-butyl alcohol at 25℃; under 15201 Torr; for 24h; Product distribution / selectivity;	95%
With hydrogen; C34H63ClIrNP2; lithium tert-butoxide In hexane; toluene at 20℃; under 38002.6 Torr; for 24h; Autoclave; enantioselective reaction;	95%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + 4-methoxyphenyl magnesium bromide (13139-86-1) → (4′-methoxylbiphenyl-2-yl)(phenyl)methanone (851591-16-7)

Conditions	Yield
Stage #1: 4-methoxyphenyl magnesium bromide In tetrahydrofuran at -20℃; for 0.166667h; Stage #2: (2-chlorophenyl)(phenyl)methanone With para-fluorostyrene; tetra-(n-butyl)ammonium iodide; cobalt acetylacetonate In tetrahydrofuran; 1,2-dimethoxyethane at 25℃; for 1h;	98%
Stage #1: 4-methoxyphenyl magnesium bromide In tetrahydrofuran at -20℃; for 0.166667h; Stage #2: (2-chlorophenyl)(phenyl)methanone With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; para-fluorostyrene; tetra-(n-butyl)ammonium iodide; cobalt acetylacetonate In tetrahydrofuran; 1,2-dimethoxyethane at 25℃; for 1h; Further stages.;	98%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + para-bromotoluene (106-38-7) → (4′-methylbiphenyl-2-yl)(phenyl)methanone (13124-61-3)

Conditions	Yield
Stage #1: para-bromotoluene With lithium Stage #2: With zinc(II) chloride Stage #3: (2-chlorophenyl)(phenyl)methanone; nickel amido phosphine pincer complex In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 100℃; for 24h; Negishi cross-coupling; Further stages.;	98%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + (4-(trifluoromethyl)phenyl)zinc(II) chloride (125102-17-2) → phenyl(4′-(trifluoromethyl)-[1,1′-biphenyl]-2-yl)methanone

Conditions	Yield
With C26H24ClN2NiP*0.1C7H8 In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Negishi Coupling; Schlenk technique; Inert atmosphere;	98%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + (4-cyano-3-fluorophenyl)zinc chloride → 2'-benzoyl-3-fluoro-[1,1'-biphenyl]-4-carbonitrile

Conditions	Yield
With Li2CoCl4; sodium formate In tetrahydrofuran at 25℃; Negishi Coupling; Inert atmosphere; Schlenk technique;	98%

trifluoromethan (75-46-7) + (2-chlorophenyl)(phenyl)methanone (5162-03-8) → 2,2,2-trifluoro-1-(2-chlorophenyl)-1-phenylethanol (730-63-2)

Conditions	Yield
Stage #1: trifluoromethan; (2-chlorophenyl)(phenyl)methanone With tris(trimethylsilyl)amine; phosphazene base-P4-tert-butyl In tetrahydrofuran at 20℃; for 10h; Schlenk technique; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1h; Schlenk technique;	98%
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; under 750.075 Torr; for 0.000138889h; Flow reactor;	74%

3-cyanobromobenzene (6952-59-6) + (2-chlorophenyl)(phenyl)methanone (5162-03-8) → 2'-benzoyl-[1,1'-biphenyl]-3-carbonitrile

Conditions	Yield
Stage #1: 3-cyanobromobenzene With TurboGrignard In tetrahydrofuran at 0℃; for 3h; Stage #2: In tetrahydrofuran at -20℃; for 0.166667h; Stage #3: (2-chlorophenyl)(phenyl)methanone With para-fluorostyrene; tetra-(n-butyl)ammonium iodide; cobalt acetylacetonate In tetrahydrofuran; 1,2-dimethoxyethane at 25℃; for 1.5h;	96%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + phenylmagnesium bromide → 2-phenylbenzophenone (1985-32-6)

Conditions	Yield
Stage #1: phenylmagnesium bromide In tetrahydrofuran at -20℃; for 0.166667h; Stage #2: (2-chlorophenyl)(phenyl)methanone With para-fluorostyrene; tetra-(n-butyl)ammonium iodide; cobalt acetylacetonate In tetrahydrofuran; 1,2-dimethoxyethane at 25℃; for 0.25h;	95%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + PhCu(CN)MgX, X = Br or Cl → 2-phenylbenzophenone (1985-32-6)

Conditions	Yield
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; para-fluorostyrene; tetra-(n-butyl)ammonium iodide; cobalt acetylacetonate In tetrahydrofuran; 1,2-dimethoxyethane at 25℃; for 0.25h;	95%

N,N-diethyl-2,2-difluoroacetamide (686-11-3) + (2-chlorophenyl)(phenyl)methanone (5162-03-8) → N,N-diethyl-3-(2-chlorophenyl)-3-phenyl-2,2-difluoro-3-hydroxypropanamide

Conditions	Yield
With potassium hexamethylsilazane In toluene at 20℃; for 0.25h; Inert atmosphere;	95%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + butyl magnesium bromide (693-04-9) → (2-butyl-phenyl)-phenyl-methanone (59137-63-2)

Conditions	Yield
Stage #1: butyl magnesium bromide With lithium chloride; manganese(ll) chloride In tetrahydrofuran at -10℃; Stage #2: (2-chlorophenyl)(phenyl)methanone In tetrahydrofuran at -5℃; for 0.75h;	94%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) → C13H10(2)HClO

Conditions	Yield
With N-Methyldicyclohexylamine; [iridium(2-(4-fluorophenyl)pyridinato)2(2,2'-bipyridine)]hexafluorophosphate; water-d2; lithium carbonate In acetonitrile Irradiation;	94%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + 4-(N,N-dimethylamino)phenylmagnesium bromide lithium chloride complex → (4'-(dimethylamino)-[1,1'-biphenyl]-2-yl)(phenyl)methanone

Conditions	Yield
With chromium dichloride In tetrahydrofuran at 25℃; for 0.25h; Inert atmosphere;	93%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + ((triisopropylsilyl)ethynyl)zinc pivalate → phenyl(2-((triisopropylsilyl)ethynyl)phenyl)methanone

Conditions	Yield
With Li2CoCl4; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; 1,4-dioxane at 20℃; for 8h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique;	93%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + para-methylphenylmagnesium bromide (4294-57-9) → (4,4'-dimethyl-1,1'-biphenyl) (613-33-2) + (4′-methylbiphenyl-2-yl)(phenyl)methanone (13124-61-3)

Conditions	Yield
With C80H88Cl2N6NiP2; water; lithium chloride; zinc(II) chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 55℃; Kumada coupling reaction; Inert atmosphere;	A n/a B 92%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + phenylmagnesium bromide (100-58-3) → 2-phenylbenzophenone (1985-32-6)

Conditions	Yield
Stage #1: phenylmagnesium bromide With titanium(IV) tetraethanolate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: (2-chlorophenyl)(phenyl)methanone With tributylphosphine; cobalt(II) chloride In tetrahydrofuran at 20℃; Inert atmosphere; chemoselective reaction;	92%
Stage #1: (2-chlorophenyl)(phenyl)methanone With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran; toluene Kumada Cross-Coupling; Inert atmosphere; Sealed tube; Stage #2: phenylmagnesium bromide In tetrahydrofuran; toluene at 20℃; for 2h; Kumada Cross-Coupling; Inert atmosphere; Sealed tube; chemoselective reaction;	82%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) → Diphenylmethane (101-81-5)

Conditions	Yield
With W-7 Raney-Nickel In ethanol for 6h; Heating;	91%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + (3-dimethylaminopropyl)-triphenylphosphoniumbromide (18355-96-9) → (4-(2-chlorophenyl)-4-phenyl-but-3-enyl)-dimethyl-amine

Conditions	Yield
Stage #1: (3-dimethylaminopropyl)-triphenylphosphoniumbromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; Wittig reaction; Stage #2: (2-chlorophenyl)(phenyl)methanone In tetrahydrofuran; hexane at 0 - 20℃; Further stages.;	91%

(2-chlorophenyl)(phenyl)methanone (5162-03-8) + phenyllithium (591-51-5) → 2-phenylbenzophenone (1985-32-6)

Conditions	Yield
Stage #1: phenyllithium With titanium(IV) tetraethanolate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: (2-chlorophenyl)(phenyl)methanone With tributylphosphine; cobalt(II) chloride In tetrahydrofuran at 20℃; Inert atmosphere; chemoselective reaction;	91%

Upstream product

• 71225-69-9 (2-chlorophenyl)phenylmethanone oxime 
• 98-88-4 benzoyl chloride 
• 108-90-7 chlorobenzene 
• 95950-06-4 1,2-bis-(2-chloro-phenyl)-1,2-diphenyl-ethane-1,2-diol 
• 108-38-3 m-xylene 
• 101421-28-7 2-chloro-benzoic acid trichlorosilanyl ester 
• 71-43-2 benzene 
• 6954-45-6 (2-chlorophenyl)(phenyl)methanol 
• 615-41-8 2-iodochlorobenzene 
• 292638-85-8 acrylic acid methyl ester 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 143-66-8 sodium tetraphenyl borate 
• 609-65-4 o-chlorobenzoyl chloride 
• 7446-70-0 aluminium trichloride 

Downstream Products

• 42074-45-3 (2-chloro-phenyl)-phenyl-[2]pyridyl-methanol 
• 13732-87-1 (-)-1-phenyl-1-(o-chlorophenyl)-2-propyn-1-ol 
• 42074-41-9 1-Naphthyl-phenyl-o-chlorphenylcarbinol 
• 118173-48-1 (2-Chloro-phenyl)-isothiazol-5-yl-phenyl-methanol 
• 42506-05-8 (2-phenoxyphenyl)(phenyl)methanone 
• 52095-42-8 phenyl(2-vinylphenyl)methanone 
• 102821-18-1 4-nitro-9-phenyl-acridine 
• 80104-75-2 2-(2,4-dinitro-anilino)-benzophenone 
• 108-90-7 chlorobenzene 
• 65-85-0 benzoic acid 
• 95950-06-4 1,2-bis-(2-chloro-phenyl)-1,2-diphenyl-ethane-1,2-diol 
• 462093-55-6 ethyl (2E)-3-(2-chlorophenyl)-3-phenylprop-2-enoate 
• 183313-50-0 (2'-methylbiphenyl-2-yl)(phenyl)methanone 
• 13124-61-3 (4′-methylbiphenyl-2-yl)(phenyl)methanone 

Relevant articles and documents

Supported Palladium-Catalyzed Carbonylative Synthesis of Diaryl Ketones from Aryl Bromides and Arylboronic Acids

A palladium supported on graphitic carbon nitride (Pd/g-C3N4) catalyzed carbonylative reaction of aryl bromides and arylboronic acids by has been developed for the construction of diaryl ketones. Using benzene-1,3,5-triyl triformate (TFBen) as the CO source, the reaction proceeded well to give various diaryl ketones in moderate to good yields.

Method for preparing aldehyde ketone compound through olefin oxidation

The invention provides a method for preparing an aldehyde ketone compound by olefin oxidation, which relates to an olefin oxidative cracking reaction in which oxygen participates. The method comprises the following specific steps: in the presence of a solvent and an oxidant, carrying out oxidative cracking on an olefin raw material to obtain a corresponding aldehyde ketone product. Compared with the traditional method, the method does not need to add any catalyst or ligand, does not need to use high-pressure oxygen, has the advantages of simple and mild reaction conditions, environment friendliness, low cost, high atom economy and the like, is wide in substrate application range and high in yield, and has a wide application prospect in the aspects of synthesis of aldehyde ketone medical intermediates and chemical raw materials.