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134-85-0 Usage

Chemical Properties

White to off-white powder

Uses

Different sources of media describe the Uses of 134-85-0 differently. You can refer to the following data:
1. UV curing type coating, printing ink, medical and pesticide intermediate
2. 4-Chlorobenzophenone, is a building block used in various chemical synthesis. It can be used for the preparation of a variety of functionalized Coumarin derivatives.

Definition

ChEBI: 4-chlorobenzophenone is a member of benzophenones. It is a known transformation product of 1-[(4-Chlorophenyl)phenylmethyl]piperazine, Cetirizine, Cetirizine N-oxide, Chlorcyclizine, and Meclozine.

Synthesis Reference(s)

Tetrahedron Letters, 40, p. 3109, 1999 DOI: 10.1016/S0040-4039(99)00476-1

Purification Methods

Recrystallise it from EtOH. [Wagner et al. J Am Chem Soc 108 7727 1986, Beilstein 7 H 419, 7 I 227, 7 II 359, 7 III 2072, 7 IV 1375.]

Check Digit Verification of cas no

The CAS Registry Mumber 134-85-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 4 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 134-85:
(5*1)+(4*3)+(3*4)+(2*8)+(1*5)=50
50 % 10 = 0
So 134-85-0 is a valid CAS Registry Number.
InChI:InChI=1/C13H9ClO/c14-12-8-6-11(7-9-12)13(15)10-4-2-1-3-5-10/h1-9H

134-85-0 Well-known Company Product Price

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  • Alfa Aesar

  • (A17458)  4-Chlorobenzophenone, 99%   

  • 134-85-0

  • 100g

  • 235.0CNY

  • Detail
  • Alfa Aesar

  • (A17458)  4-Chlorobenzophenone, 99%   

  • 134-85-0

  • 500g

  • 779.0CNY

  • Detail
  • Alfa Aesar

  • (A17458)  4-Chlorobenzophenone, 99%   

  • 134-85-0

  • 2500g

  • 3108.0CNY

  • Detail
  • USP

  • (1112467)  4-Chlorobenzophenone  United States Pharmacopeia (USP) Reference Standard

  • 134-85-0

  • 1112467-30MG

  • 14,500.98CNY

  • Detail

134-85-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Chlorobenzophenone

1.2 Other means of identification

Product number -
Other names chlorobenzophenone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:134-85-0 SDS

134-85-0Synthetic route

(4-chlorophenyl)phenylmethanol
119-56-2

(4-chlorophenyl)phenylmethanol

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With butyltriphenylphosphonium chlorochromate In acetonitrile for 0.75h; Heating;100%
With diisopropyl-carbodiimide In toluene at 120℃; for 24h; Inert atmosphere; Sealed tube;100%
With Montmorillonite K10; ferric nitrate In hexane at 60℃; for 4h;99%
2-(4-chlorophenyl)-2-phenyl-1,3-dithiolane
6008-75-9

2-(4-chlorophenyl)-2-phenyl-1,3-dithiolane

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With t-butyl bromide; dimethyl sulfoxide at 70 - 75℃; for 24h;100%
With trimethylsilyl iodide; dimethyl sulfoxide In tetrachloromethane at 75 - 80℃; for 6h;99%
With trichloroisocyanuric acid; silver nitrate In water; acetonitrile Ambient temperature;94%
4-cholorobenzophenone oxime
2998-98-3, 2998-99-4, 38032-14-3

4-cholorobenzophenone oxime

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With tert.-butylhydroperoxide In tetrachloromethane for 2h; Product distribution; Heating; other oxidants, various solvents, various times, other temperature;100%
With tert.-butylhydroperoxide In tetrachloromethane for 4h; Heating;98%
With aluminum(III) nitrate nonahydrate; sodium bromide In dichloromethane at 20℃; for 1.75h;97%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

phenylboronic acid
98-80-6

phenylboronic acid

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With potassium phosphate; 3,3-dimethyl-butan-2-one; C14H10Cl2N2O2Ru; tri tert-butylphosphoniumtetrafluoroborate In water; toluene at 100℃; for 24h;100%
With C35H26NO2PPd; caesium carbonate In toluene for 18h; Reagent/catalyst; Reflux;97%
With [Pd(2-((1-naphthalenyl)methylene)-N-phenylhydrazinecarbothioamide)Cl(PPh3)]; caesium carbonate In toluene at 110℃; for 12h;94%
4-chlorophenyl(phenyl)methane
831-81-2

4-chlorophenyl(phenyl)methane

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With pyridine; tert.-butylhydroperoxide; iodine In water at 80℃; chemoselective reaction;99%
With N-Bromosuccinimide; water In chloroform for 3h; Reflux;98%
With pyridine; tert.-butylhydroperoxide; air; K(1+)*AuCl4(1-)*0.5H2O=K[AuCl4]*0.5H2O In decane at 90℃; for 24h;96%
4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

phenylboronic acid
98-80-6

phenylboronic acid

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With water; sodium carbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; palladium diacetate at 60℃; for 2h; Suzuki reaction;99%
With C35H35ClFeN3O2PPd; sodium hydrogencarbonate In water; toluene at 50℃; Inert atmosphere;99%
With C42H36ClFeN2O4PPdS*C6H15N; sodium carbonate In water; toluene at 50℃; for 1h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Sealed tube;99%
bromochlorobenzene
106-39-8

bromochlorobenzene

benzaldehyde
100-52-7

benzaldehyde

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With palladium diacetate; N-picolinoylcyclohexylamine; potassium hydrogencarbonate In tert-Amyl alcohol at 150℃; for 24h;99%
4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

N,N-bis(methanesulfonyl)benzamide
120622-90-4

N,N-bis(methanesulfonyl)benzamide

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In toluene at 65℃; for 4h; Inert atmosphere;99%
4-chloro-N,N-bis(methanesulfonyl)benzamide
1441987-15-0

4-chloro-N,N-bis(methanesulfonyl)benzamide

phenylboronic acid
98-80-6

phenylboronic acid

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In toluene at 65℃; for 0.333333h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere;99%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

trimethyl(phenyl)stannane
934-56-5

trimethyl(phenyl)stannane

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
bis(η3-allyl-μ-chloropalladium(II)) In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 12h;98%
sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With potassium fluoride; bis-triphenylphosphine-palladium(II) chloride In acetone for 0.15h; microwave irradiation (525 W);98%
With aluminum oxide; bis-triphenylphosphine-palladium(II) chloride; potassium fluoride In acetone for 0.0833333h; MW-irradiation;95%
With silica-supported diphenylphosphine palladium(0) In tetrahydrofuran at 40℃; for 48h;80%
4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

benzoic acid anhydride
93-97-0

benzoic acid anhydride

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
Stage #1: 4-Chlorophenylboronic acid; benzoic acid anhydride With sodium hydrogencarbonate In water at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With C19H25Br2N5Pd In water at 20℃; for 36h; Inert atmosphere;
98%
With [Pd(η(5)-C5H5)Fe(η(5)-C5H3-C(CH3)=N-C6H4-4-CH3)Cl(P(C6H5)3)]; potassium carbonate In 1,4-dioxane at 110℃; for 12h; Inert atmosphere;81%
With NHC-Pd(II)-Im; sodium hydrogencarbonate In water at 20℃; for 12h; Inert atmosphere;52%
1-(4-bromophenyl)-3-((4-chlorophenyl)(phenyl)methyl)urea

1-(4-bromophenyl)-3-((4-chlorophenyl)(phenyl)methyl)urea

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With 2,4,6-triphenylpyrylium tetrafluoroborate at 35℃; for 10h; Irradiation;98%
1-(4-chlorophenyl)-1-phenylethene
18218-20-7

1-(4-chlorophenyl)-1-phenylethene

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With oxygen at 110℃; for 8h; Sealed tube;97.2%
With oxygen at 110℃; for 8h; Schlenk technique; Green chemistry;97%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -78 - 20℃; for 1.33333h; Inert atmosphere;83%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

phenyl(diisobutyl)aluminium
62673-29-4

phenyl(diisobutyl)aluminium

A

benzophenone
119-61-9

benzophenone

B

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
dichloro bis(acetonitrile) palladium(II) In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at 40℃; for 2h; Product distribution;A 16%
B 97%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

phenyllithium
591-51-5

phenyllithium

A

benzophenone
119-61-9

benzophenone

B

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With diisobutylaluminum chloride; dichloro bis(acetonitrile) palladium(II) In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at 40℃; under 760 Torr; for 2h;A 16%
B 97%
4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

benzoic acid
65-85-0

benzoic acid

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); water; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In N,N-dimethyl-formamide at 60℃; for 15h; Inert atmosphere;97%
With P(p-CH3OC6H4)3; water; dimethyl dicarbonate; palladium diacetate In tetrahydrofuran at 50℃; for 16h;71%
1-((4-chlorophenyl)(phenyl)methylene)-2-phenylhydrazine

1-((4-chlorophenyl)(phenyl)methylene)-2-phenylhydrazine

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.133333h; Heating;97%
With quinolinium monofluorochromate(VI) In dichloromethane at 20℃; for 1h;95%
With cetyltrimethylammonium peroxodisulphate In acetonitrile for 0.416667h; Reflux;95%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

phenylboronic acid
98-80-6

phenylboronic acid

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With potassium carbonate under 7500.75 Torr; for 1h; Autoclave; Reflux;97%
With potassium carbonate under 11251.1 Torr; for 0.5h; Suzuki-Miyaura Coupling; Autoclave; Reflux;96%
With potassium phosphate; palladium diacetate at 20℃; under 760.051 Torr; for 20h;95%
bromobenzene
108-86-1

bromobenzene

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
Stage #1: bromobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: 4-chlorobenzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; for 1h;
Stage #3: With iodine; potassium carbonate In tert-butyl alcohol for 3h; Reflux;
97%
With palladium diacetate; N-picolinoylcyclohexylamine; potassium hydrogencarbonate In tert-Amyl alcohol at 150℃; for 24h;82%
4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

benzoyl chloride
98-88-4

benzoyl chloride

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With [Ph2P(ferrocene-1,1′-diyl)ONHCH2CH2NHC(NH2)NH2]Cl*0.4chloroform; palladium diacetate; sodium carbonate In water; toluene at 50℃; for 1h; Schlenk technique; Inert atmosphere;97%
With trans-(Et3NH)2[PdCl2(Ph2Pferrocene-1,1′-diylSO3-κP)2]; sodium phosphate In water; toluene at 50℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Sealed tube;95%
With palladium 10% on activated carbon; sodium carbonate In water; acetone at 60℃; Suzuki Coupling; Green chemistry;93%
1-chloro-4-(chloro(phenyl)methyl)benzene
134-83-8

1-chloro-4-(chloro(phenyl)methyl)benzene

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With N-Bromosuccinimide; water In chloroform for 3h; Time; Reflux;97%
4-Cyanochlorobenzene
623-03-0

4-Cyanochlorobenzene

phenylboronic acid
98-80-6

phenylboronic acid

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; palladium diacetate; 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine In water at 60℃; for 7h;97%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

chromium(0) hexacarbonyl
199620-14-9, 13007-92-6

chromium(0) hexacarbonyl

phenylboronic acid
98-80-6

phenylboronic acid

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With sodium t-butanolate In N,N-dimethyl acetamide at 80℃; for 0.25h; Suzuki Coupling;97%
4-chloro-thiobenzophenone
2484-99-3

4-chloro-thiobenzophenone

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With 3-carboxypyridinium chlorochromate In acetonitrile for 0.0333333h; Product distribution; Further Variations:; Reagents; Temperatures; without microwave irradiation; solvent-free; microwave irradiation;96%
With clay supported ferric nitrate In dichloromethane for 1h; Ambient temperature;95%
With 4-nitrobenzaldehdye; trimethylsilyl trifluoromethanesulfonate In dichloromethane for 3h; Ambient temperature;74%
With bismuth(III) nitrate In acetonitrile for 1h; Heating;18%
4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

benzaldehyde
100-52-7

benzaldehyde

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With C35H26NO2PPd; caesium carbonate In toluene for 18h; Reagent/catalyst; Reflux;96%
With [Pd(2-((1-naphthalenyl)methylene)-N-phenylhydrazinecarbothioamide)Cl(PPh3)]; caesium carbonate In toluene at 110℃; for 12h;94%
With potassium phosphate; 3,3-dimethyl-butan-2-one; C14H10Cl2N2O2Ru; tri tert-butylphosphoniumtetrafluoroborate In water; toluene at 100℃; for 24h;82%
1-(4-chlorobenzoyl)piperidine-2,6-dione

1-(4-chlorobenzoyl)piperidine-2,6-dione

triethoxyphenylsilane
780-69-8

triethoxyphenylsilane

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With lithium acetate; palladium diacetate; triethylamine tris(hydrogen fluoride); tricyclohexylphosphine In 1,4-dioxane; water at 90℃; for 6h; Hiyama Coupling;96%
C14H12ClN3O

C14H12ClN3O

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.133333h; Heating;95%
With manganese triacetate In acetic acid at 28℃; Mechanism; Rate constant;
2-(4-chlorophenyl)-2-phenyl-1,3-dioxolane
374589-65-8

2-(4-chlorophenyl)-2-phenyl-1,3-dioxolane

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With 2,6-dicarboxypyridinium chlorochromate In acetonitrile at 20℃; for 0.25h;95%
With caro's acid; silica gel In acetonitrile at 20℃; for 1h;93%
potassium ferrate(VI); montmorillonite K-10 In dichloromethane for 0.25h; Heating;88%
With K5 In acetone for 1.25h; Heating;80%
4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

(4-chlorophenyl)phenylmethanol
119-56-2

(4-chlorophenyl)phenylmethanol

Conditions
ConditionsYield
With N-methylpyrrolidine zinc borohydride In tetrahydrofuran for 0.666667h; Heating;100%
With [(OC-6-13)-RuCl2[P(p-CH3C6H5)3]2(en)]; potassium tert-butylate; hydrogen In isopropyl alcohol at 35℃; under 6080.41 Torr; for 8h; Catalytic hydrogenation;99.8%
Stage #1: 4-chlorobenzophenone 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 0℃; for 0.5h; Inert atmosphere;
Stage #2: With sodium hydroxide; water In ethyl acetate; toluene for 1h; Inert atmosphere;
99%
ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

2-(4-chlorophenyl)-2-phenyl-1,3-dithiolane
6008-75-9

2-(4-chlorophenyl)-2-phenyl-1,3-dithiolane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; Inert atmosphere;99%
With silica gel-supported phosphorus pentoxide at 20℃; Neat (no solvent);98%
Nafion-H In benzene Heating;80%
4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

phenylboronic acid
98-80-6

phenylboronic acid

biphenyl-4-yl-phenyl-methanone
2128-93-0

biphenyl-4-yl-phenyl-methanone

Conditions
ConditionsYield
With potassium phosphate monohydrate; 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole; palladium diacetate In 1,4-dioxane at 135℃; for 24h; Suzuki-Miyaura coupling; Inert atmosphere;99%
With 2-chloro-1,3-[di-(2,6-diisopropyl)phenyl]-1,3,2-diazaphospholidine; tris-(dibenzylideneacetone)dipalladium(0); cesium fluoride In 1,4-dioxane at 80℃; for 19h; Suzuki-Miyaura cross-coupling; Inert atmosphere;98%
With {N,N-bis((3,5-dimethylpyrazol-1-yl)methyl)benzylamine}PdCl2; tetrabutylammomium bromide; caesium carbonate In water; N,N-dimethyl-formamide at 120℃; for 5h; Suzuki-Miyaura cross-coupling;93%
morpholine
110-91-8

morpholine

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

(4-morpholinophenyl)phenylmethanone
24758-49-4

(4-morpholinophenyl)phenylmethanone

Conditions
ConditionsYield
With sodium hydride; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; tert-butyl alcohol; bis(acetylacetonate)nickel(II) In tetrahydrofuran at 65℃;99%
With (IPr)Ni(π-allyl)Cl; sodium t-butanolate In tetrahydrofuran at 25℃; for 24h; Buchwald-Hartwig reaction; Inert atmosphere;98%
With [Ni(N,N'-bis[2,6-bis(diphenylmethyl)-4-methoxyphenyl]imidazol-2-ylidene)(allyl)Cl]; sodium t-butanolate In tetrahydrofuran at 60℃; for 2h; Buchwald-Hartwig Coupling; Glovebox;97%
4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

N-methylaniline
100-61-8

N-methylaniline

(4‐(methyl(phenyl)amino)phenyl)(phenyl)methanone
20349-66-0

(4‐(methyl(phenyl)amino)phenyl)(phenyl)methanone

Conditions
ConditionsYield
With sodium hydride; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; tert-butyl alcohol; bis(acetylacetonate)nickel(II) In 1,4-dioxane at 100℃;99%
With polymethylhydrosiloxane; sodium t-butanolate; bis(acetylacetonate)nickel(II) In 1,2-dimethoxyethane; toluene at 130℃; for 18h;94%
With 2‐(di‐tert‐butylphosphino)‐N,N‐diisopropyl‐5,6‐dimethyl‐1H‐benzo[d]imidazole‐1‐carboxamide; palladium diacetate; potassium carbonate In toluene at 110℃; for 24h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere; Sealed tube;92%
ethylene glycol
107-21-1

ethylene glycol

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

2-(4-chlorophenyl)-2-phenyl-1,3-dioxolane
374589-65-8

2-(4-chlorophenyl)-2-phenyl-1,3-dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 40h; Heating;99%
phenyl trimethylsiloxane
2996-92-1

phenyl trimethylsiloxane

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

biphenyl-4-yl-phenyl-methanone
2128-93-0

biphenyl-4-yl-phenyl-methanone

Conditions
ConditionsYield
With 3-(dicyclohexylphosphino)-2-(2-methoxyphenyl)-1-methyl-1-H-indole; tetrabutyl ammonium fluoride; palladium diacetate In toluene at 110℃; for 3h; Hiyama Coupling; Schlenk technique; Inert atmosphere; Sealed tube;99%
With tetrabutyl ammonium fluoride; [Pd(dibenzylideneacetone)2] In 1,4-dioxane at 80℃; for 17h; Hiyama cross-coupling;65%
4-bromo-N,N-dimethylaniline
586-77-6

4-bromo-N,N-dimethylaniline

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

(4'-(dimethylamino)-[1,1'-biphenyl]-4-yl)(phenyl)methanone
94869-73-5

(4'-(dimethylamino)-[1,1'-biphenyl]-4-yl)(phenyl)methanone

Conditions
ConditionsYield
Stage #1: 4-bromo-N,N-dimethylaniline With lithium
Stage #2: With zinc(II) chloride
Stage #3: 4-chlorobenzophenone; nickel phosphine amido pincer complex In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 70℃; for 8h; Negishi cross-coupling; Further stages.;
99%
furan
110-00-9

furan

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

(4-(furan-2-yl)phenyl)(phenyl)methanone

(4-(furan-2-yl)phenyl)(phenyl)methanone

Conditions
ConditionsYield
Stage #1: furan With n-butyllithium In diethyl ether
Stage #2: With zinc(II) chloride
Stage #3: 4-chlorobenzophenone; nickel amido phosphine pincer complex In tetrahydrofuran; diethyl ether at 70℃; for 10h; Negishi cross-coupling; Further stages.;
99%
With potassium phosphate; palladium diacetate; CyJohnPhos In 1-methyl-pyrrolidin-2-one at 15 - 100℃; for 24.25h; Inert atmosphere;80%
bromobenzene
108-86-1

bromobenzene

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

biphenyl-4-yl-phenyl-methanone
2128-93-0

biphenyl-4-yl-phenyl-methanone

Conditions
ConditionsYield
Stage #1: bromobenzene With lithium
Stage #2: With zinc(II) chloride
Stage #3: 4-chlorobenzophenone; nickel phosphine amido pincer complex In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 70℃; for 6h; Negishi cross-coupling; Further stages.;
99%
p-tolylzinc(II) chloride
90252-89-4

p-tolylzinc(II) chloride

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

4-benzoyl-4'-methylbiphenyl
63283-56-7

4-benzoyl-4'-methylbiphenyl

Conditions
ConditionsYield
With C26H24ClN2NiP*0.1C7H8 In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Negishi Coupling; Schlenk technique; Inert atmosphere;99%
With C38H34Br2N4Ni2P2 In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 40℃; for 12h; Reagent/catalyst; Negishi Coupling; Inert atmosphere; Schlenk technique;99%
With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 2h; Schlenk technique; Inert atmosphere; Heating;99%
With Ni(Cl){2-(Ph2P)C6H4NCH(Ph)P(O)Ph2} In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 25℃; for 24h; Negishi coupling reaction; Inert atmosphere;98%
With C21H18N8Ni2O(2+)*2F6P(1-) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20 - 80℃; Negishi coupling reaction;95%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

2-(4-chlorophenyl)-2-phenyl-1,3-dithiane
139021-94-6

2-(4-chlorophenyl)-2-phenyl-1,3-dithiane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; Inert atmosphere;99%
With silica gel-supported phosphorus pentoxide at 20℃; Neat (no solvent);96%
With ferric hydrogen sulphate In acetonitrile at 20℃; for 0.133333h;91%
With boron trifluoride diethyl etherate; sodium sulfate In chloroform at 0 - 20℃; Inert atmosphere;
ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

malononitrile
109-77-3

malononitrile

6-amino-4-(4-chorophenyl)-2,4-dihydro-3-methyl-4-phenylpyrano[2,3-c]pyrazole-5-carbonitrile
1235990-69-8

6-amino-4-(4-chorophenyl)-2,4-dihydro-3-methyl-4-phenylpyrano[2,3-c]pyrazole-5-carbonitrile

Conditions
ConditionsYield
With hydrazine hydrate; heptakis(6-amino-6-deoxy)-β-cyclodextrin at 20℃; for 0.0166667h; Neat (no solvent);99%
2,6-dimethylbenzene boronic acid
100379-00-8

2,6-dimethylbenzene boronic acid

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

(2',6'-dimethylbiphenyl-4-yl)phenyl-methanone
1067883-66-2

(2',6'-dimethylbiphenyl-4-yl)phenyl-methanone

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate monohydrate; 2-(2-methoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole In 1,4-dioxane at 90℃; for 24h; Suzuki-Miyaura coupling; Inert atmosphere;99%
4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

potassium o-tolyltrifluoroborate

potassium o-tolyltrifluoroborate

(2'-methylbiphenyl-4-yl)(phenyl)methanone

(2'-methylbiphenyl-4-yl)(phenyl)methanone

Conditions
ConditionsYield
With potassium phosphate monohydrate; 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole; bis(dibenzylideneacetone)-palladium(0) In toluene; tert-butyl alcohol at 135℃; for 24h; Suzuki coupling; Inert atmosphere;99%
2-furylzinc chloride
81745-86-0

2-furylzinc chloride

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

(4-(furan-2-yl)phenyl)(phenyl)methanone

(4-(furan-2-yl)phenyl)(phenyl)methanone

Conditions
ConditionsYield
With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 1.5h; Inert atmosphere; Schlenk technique; Heating;99%
With C26H24ClN2NiP*0.1C7H8 In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 90℃; for 24h; Negishi Coupling; Schlenk technique; Inert atmosphere;84%
p-toluidine
106-49-0

p-toluidine

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

{4-[(4-methylphenyl)amino]phenyl}(phenyl)methanone
42872-23-1

{4-[(4-methylphenyl)amino]phenyl}(phenyl)methanone

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; [1,1′-bis(diphenylphosphino)ferrocene]bis(triphenylphosphite)nickel(0); sodium t-butanolate In toluene at 100℃; for 18h; Schlenk technique; Inert atmosphere;99%
9H-carbazole
86-74-8

9H-carbazole

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

[4-(9H-carbazol-9-yl)phenyl](phenyl)methanone
204066-02-4

[4-(9H-carbazol-9-yl)phenyl](phenyl)methanone

Conditions
ConditionsYield
Stage #1: 9H-carbazole With methylmagnesium chloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 5 - 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 4-chlorobenzophenone With PdCl(π-allyl)(cyclohexyl-(1-methyl-2,2-diphenylcyclopropylphophine)) In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene at 108 - 112℃; for 0.25h; Inert atmosphere;
99%
4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

phenyl(phenyl-4-d)methanone

phenyl(phenyl-4-d)methanone

Conditions
ConditionsYield
With C60H48BP3Pd; potassium deuteroformate; [2.2.2]cryptande In tetrahydrofuran at 60℃; for 72h; Schlenk technique; Inert atmosphere;99%
With potassium phosphate; d(4)-methanol; palladium diacetate; catacxium A In toluene at 80℃; for 10.5h;96%
With 5%-palladium/activated carbon; triethylamine; deuterium In tetrahydrofuran at 20℃; for 6h; Time; Sealed tube; regiospecific reaction;
dihydroxy-methyl-borane
13061-96-6

dihydroxy-methyl-borane

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

4-Methylbenzophenone
134-84-9

4-Methylbenzophenone

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 3-(dicyclohexylphosphino)-2-(2,6-dimethoxyphenyl)-1-methyl-1H-indole In 1,4-dioxane at 100℃; for 6h; Suzuki-Miyaura Coupling; Schlenk technique; Sealed tube; Inert atmosphere;99%
diethoxymethylane
2031-62-1

diethoxymethylane

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

C18H23ClO3Si

C18H23ClO3Si

Conditions
ConditionsYield
With (S,E)-3-methyl-N-phenyl-2-((pyridin-2-ylmethylene)amino)butanamide-UiO-Fe metal-organic framework In tetrahydrofuran at 25℃; for 2h; Inert atmosphere; Glovebox; enantioselective reaction;99%

134-85-0Relevant articles and documents

Nature-mimic fabricated polydopamine/MIL-53(Fe): Efficient visible-light responsive photocatalysts for the selective oxidation of alcohols

Meng, Shuangyan,Zeng, Wei,Wang, Mingming,Niu, Litong,Hu, Shaoping,Su, Bitao,Yang, Yaoxia,Yang, Zhiwang,Xue, Qunji

, p. 2102 - 2110 (2020)

Polydopamine/MIL-53(Fe) (PDA/MIL-53(Fe)) nanocomposite photocatalysts were synthesized with PDA (PDA = polydopamine) and MIL-53(Fe) using a nature-mimicking method. The structures, morphologies, optical properties and thermal stabilities of all the synthesized materials were characterized using a series of methods. In particular, the separation efficiency of photogenerated charge significantly increased after the incorporation of PDA into MIL-53(Fe), which resulted in an elevated photocatalytic activity of PDA/MIL-53(Fe) compared with the control groups. The PDA/MIL-53(Fe) nanocomposite could accelerate the conversion of primary or secondary alcohols into the corresponding aldehydes or ketones with a high specificity by direct hole-involving oxidation under visible-light irradiation and room temperature. The catalysts could be cycled at least three times without a significant decrease in the catalytic activity and this result showed the excellent recyclability and stability of the catalysts.

Metal bis{(trifluoromethyl)sulfonyl}amide complexes: Highly efficient Friedel-Crafts acylation catalysts

Earle, Martyn J.,Hakala, Ullastiina,McAuley, Barry J.,Nieuwenhuyzen, Mark,Ramani, Alwar,Seddon, Kenneth R.

, p. 1368 - 1369 (2004)

A range of metal bis{(trifluoromethyl)sulfonyl}amide complexes, including many unreported ones, have been synthesised, most of which have been found to be excellent Friedel-Crafts acylation catalysts in the absence of solvent; these reactions have also been carried out in ionic liquids, which allow the catalysts to be recycled and reused.

Effect of UV irradiation and tritiation on hydroxyzine

Pong,Huang

, p. 666 - 666 (1979)

-

Visible light-mediated, high-efficiency oxidation of benzyl to acetophenone catalyzed by fluorescein

Geng, Haoxing,Liu, Xin,Zhu, Qing

supporting information, (2021/12/20)

An environmentally friendly aerobic oxidation of benzyl C(sp3)-H bonds to ketones via selective oxidation catalysis was developed. Fluorescein is an efficient photocatalyst with excellent chemical selectivity. The reaction has a wide substrate scope, and a successful gram-scale experiment demonstrated its potential industrial utility.

Selective Activation of Unstrained C(O)-C Bond in Ketone Suzuki-Miyaura Coupling Reaction Enabled by Hydride-Transfer Strategy

Zhong, Jing,Zhou, Wuxin,Yan, Xufei,Xia, Ying,Xiang, Haifeng,Zhou, Xiangge

supporting information, p. 1372 - 1377 (2022/02/23)

A Rh(I)-catalyzed ketone Suzuki-Miyaura coupling reaction of benzylacetone with arylboronic acid is developed. Selective C(O)-C bond activation, which employs aminopyridine as a temporary directing group and ethyl vinyl ketone as a hydride acceptor, occurs on the alkyl chain containing a β-position hydrogen. A series of acetophenone products were obtained in yields up to 75%.

Poly(ethylene glycol) dimethyl ether mediated oxidative scission of aromatic olefins to carbonyl compounds by molecular oxygen

Yu, Tao,Guo, Mingqing,Wen, Simiaomiao,Zhao, Rongrong,Wang, Jinlong,Sun, Yanli,Liu, Qixing,Zhou, Haifeng

, p. 13848 - 13852 (2021/04/22)

A simple, and practical oxidative scission of aromatic olefins to carbonyl compounds using O2as the sole oxidant with poly(ethylene glycol) dimethyl ether as a benign solvent has been developed. A wide range of monosubstituted,gem-disubstituted, 1,2-disubstituted, trisubstituted and tetrasubstituted aromatic olefins was successfully converted into the corresponding aldehydes and ketones in excellent yields even with gram-scale reaction. Some control experiments were also conducted to support a possible reaction pathway.

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