Welcome to LookChem.com Sign In|Join Free
  • or
4-Chlorobiphenyl, also known as 4-Chloro-1,1'-biphenyl (CAS# 2051-62-9), is a chemical compound that is part of the monochlorobiphenyl family. It is characterized by a chloro substituent at the 4th position on the biphenyl molecule. This colorless crystalline or shiny off-white flaky solid exhibits chemical properties typical of a white solid.

2051-62-9

Post Buying Request

2051-62-9 Suppliers

Recommended suppliers

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

2051-62-9 Usage

Uses

Used in Organic Synthesis:
4-Chlorobiphenyl is utilized as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for further chemical reactions and modifications, making it a valuable component in the development of new molecules and materials.
Used in Chemical Research:
As a monochlorobiphenyl derivative, 4-Chlorobiphenyl is also employed in chemical research to study the effects of chlorination on biphenyl compounds. This helps in understanding the properties and potential applications of related chlorinated biphenyls.
Used in Pharmaceutical Industry:
4-Chlorobiphenyl may be used as a starting material or intermediate in the synthesis of pharmaceutical compounds, particularly those with potential therapeutic applications.
Used in Environmental Research:
Due to its chemical properties, 4-Chlorobiphenyl can be used in environmental research to study the behavior and impact of chlorinated compounds in the environment, including their potential effects on ecosystems and human health.

Synthesis Reference(s)

Synthetic Communications, 11, p. 513, 1981 DOI: 10.1080/00397918108063618Tetrahedron Letters, 30, p. 963, 1989

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Simple aromatic halogenated organic compounds, such as 4-Chlorobiphenyl, are very unreactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

Fire Hazard

Flash point data for 4-Chlorobiphenyl are not available. 4-Chlorobiphenyl is probably combustible.

Check Digit Verification of cas no

The CAS Registry Mumber 2051-62-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,5 and 1 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 2051-62:
(6*2)+(5*0)+(4*5)+(3*1)+(2*6)+(1*2)=49
49 % 10 = 9
So 2051-62-9 is a valid CAS Registry Number.

2051-62-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-chlorobiphenyl

1.2 Other means of identification

Product number -
Other names 4-Chloro-1,1'-biphenyl

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:2051-62-9 SDS

2051-62-9Synthetic route

bromochlorobenzene
106-39-8

bromochlorobenzene

phenylboronic acid
98-80-6

phenylboronic acid

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With potassium carbonate In ethanol at 80℃; for 36h; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With C28H38Cl2N2O6PdS2(2-)*2Na(1+); tetrabutylammomium bromide; potassium carbonate In water at 75℃; Suzuki coupling; Inert atmosphere;99%
With Br(1-)*C28H29BrN5O2Pd(1+); potassium carbonate In methanol; water at 100℃; for 3h; Suzuki-Miyaura coupling;99%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

phenylboronic acid
98-80-6

phenylboronic acid

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With potassium carbonate In ethanol at 80℃; for 36h; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With potassium phosphate; tetrabutylammomium bromide In 1,4-dioxane; water at 120℃; for 1.5h; Suzuki Coupling; Inert atmosphere;100%
With copper; potassium carbonate In various solvent(s) at 110℃; for 12h; Suzuki-Miyaura cross-coupling;99%
iodobenzene
591-50-4

iodobenzene

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate; palladium diacetate In acetone at 110℃; for 2h; Suzuki-Miyaura cross-coupling reaction;100%
With potassium carbonate In ethanol at 80℃; for 12h; Reagent/catalyst; Suzuki-Miyaura Coupling;100%
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;99%
bromobenzene
108-86-1

bromobenzene

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 20℃; for 2h; Suzuki coupling;99%
With C42H39ClN5OPd*F6P(1-); potassium hydroxide In 1,4-dioxane at 75℃; for 5h; Suzuki-Miyaura cross-coupling; Inert atmosphere;99%
Stage #1: bromobenzene In N,N-dimethyl-formamide at 90℃; for 0.833333h; Microwave irradiation;
Stage #2: 4-Chlorophenylboronic acid With potassium carbonate In N,N-dimethyl-formamide at 104℃; for 1h; Suzuki-Miyaura Coupling; Microwave irradiation;
99%
bromochlorobenzene
106-39-8

bromochlorobenzene

sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With potassium carbonate In water at 50℃; for 0.333333h; Suzuki Coupling;99%
With sodium carbonate at 80℃; for 0.333333h; Green chemistry;98%
With potassium carbonate at 100℃; for 1h; Catalytic behavior;97%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

phenyl trimethylsiloxane
2996-92-1

phenyl trimethylsiloxane

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In water; toluene at 100℃; for 20h; Hiyama Coupling;99%
With tetrabutyl ammonium fluoride; palladium diacetate In 1,4-dioxane at 80℃; for 2h; Hiyama cross-coupling reaction;95%
With palladium(II) acetylacetonate; tetrabutyl ammonium fluoride; bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite In para-xylene at 80℃; for 12h; Hiyama coupling; Combinatorial reaction / High throughput screening (HTS);92 %Chromat.
With tetrabutyl ammonium fluoride In toluene at 45℃; for 24h; Catalytic behavior; Hiyama Coupling; Irradiation; Green chemistry;73 %Chromat.
bromochlorobenzene
106-39-8

bromochlorobenzene

C19H16NS(1+)*F6P(1-)

C19H16NS(1+)*F6P(1-)

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
Stage #1: bromochlorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: C19H16NS(1+)*F6P(1-) In tetrahydrofuran; hexane at -78 - 23℃; for 1.5h; Inert atmosphere;
99%
bromochlorobenzene
106-39-8

bromochlorobenzene

tri(allyl)phenylsilane
2633-57-0

tri(allyl)phenylsilane

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
Stage #1: triallyl(phenyl)silane With tetrabutyl ammonium fluoride In water; dimethyl sulfoxide at 20℃; for 1h;
Stage #2: bromochlorobenzene With tricyclohexylphosphine; palladium dichloride In water; dimethyl sulfoxide at 80℃; for 12h;
98%
Stage #1: bromochlorobenzene; triallyl(phenyl)silane With tetrabutyl ammonium fluoride In water; dimethyl sulfoxide at 20℃; for 1h;
Stage #2: With tricyclohexylphosphine; palladium dichloride In water; dimethyl sulfoxide at 80℃; for 12h;
98%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

potassium phenyltrifluoborate

potassium phenyltrifluoborate

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In water; isopropyl alcohol at 100℃; for 0.166667h; Suzuki coupling; microwave irradiation;98%
With choline chloride; palladium diacetate; sodium carbonate; glycerol at 60℃; for 5h; Suzuki-Miyaura Coupling; chemoselective reaction;70%
With palladium diacetate; sodium carbonate; triphenylphosphine; Trimethylacetic acid In chloroform at 80℃; for 24h; Reagent/catalyst; Suzuki-Miyaura Coupling;99 %Chromat.
Phenyl triflate
17763-67-6

Phenyl triflate

potassium (4-chlorophenyl)trifluoroborate

potassium (4-chlorophenyl)trifluoroborate

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With palladium diacetate In ethanol at 95℃; for 0.25h; microwave irradiation;98%
4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

triphenylantimony(V) diacetate
1538-62-1, 34716-94-4

triphenylantimony(V) diacetate

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 60℃; for 18h; Suzuki-type cross-coupling reaction;98%
With palladium 10% on activated carbon In N,N-dimethyl acetamide at 60℃; for 24h; Suzuki-Miyaura coupling;91 %Chromat.
bromochlorobenzene
106-39-8

bromochlorobenzene

phenyl trimethylsiloxane
2996-92-1

phenyl trimethylsiloxane

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With potassium fluoride; propylene glycol; chloro-[2-(9-phenyl-1,10-phenanthrolin-2-yl)phenyl]palladium In dichloromethane at 100℃; for 12h; Hiyama Coupling; Inert atmosphere;98%
With sodium hydroxide; palladium diacetate at 60℃; for 2h; Hiyama reaction;94%
With sodium hydroxide; sodium tetrachloropalladate(II); sodium dodecyl-sulfate at 100℃; for 0.0833333h; Hiyama cross-coupling;94%
tri(p-chlorophenyl)antimony diacetate

tri(p-chlorophenyl)antimony diacetate

phenylboronic acid
98-80-6

phenylboronic acid

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With palladium 10% on activated carbon In N,N-dimethyl acetamide at 60℃; for 24h; Suzuki-Miyaura coupling;98%
tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 60℃; for 6h; Suzuki cross-coupling reaction;93%
[2-(hydroxymethyl)phenyl](dimethyl)phenylsilane
853955-69-8

[2-(hydroxymethyl)phenyl](dimethyl)phenylsilane

1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With potassium carbonate; N-cyclohexyl-1-[2-(diphenylphosphanyl)phenyl]methanimine; palladium dichloride In water; dimethyl sulfoxide at 50℃; for 13h;98%
4-biphenylboronic acid
5122-94-1

4-biphenylboronic acid

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With N-chloro-succinimide; copper(l) chloride In acetonitrile at 80℃; for 12h;98%
With N-chloro-succinimide In acetonitrile at 80℃; for 12h;98%
With N-chloro-succinimide; potassium acetate In acetonitrile at 50℃; for 4h;78%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

dimethylphenylborane
54098-94-1

dimethylphenylborane

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 70℃; for 0.666667h; Suzuki coupling; Under air;98%
4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

chlorobenzene
108-90-7

chlorobenzene

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With potassium phosphate; C58H44Cl3N3Pd In water; isopropyl alcohol at 25℃; for 3h; Reagent/catalyst; Suzuki-Miyaura Coupling; Schlenk technique;98%
With potassium phosphate; C58H44Cl3N3Pd In water; isopropyl alcohol at 20℃; for 3h; Reagent/catalyst; Suzuki-Miyaura Coupling;98%
With potassium phosphate; C22H23Br2N3Pd In water; isopropyl alcohol at 20℃; for 1.5h; Reagent/catalyst; Suzuki-Miyaura Coupling;95%
bromochlorobenzene
106-39-8

bromochlorobenzene

phenyllithium
591-51-5

phenyllithium

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); water; sodium chloride In dibutyl ether at 20℃; for 0.00555556h; pH=6; Schlenk technique;98%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In dibutyl ether; toluene at 20℃; for 1h; Reagent/catalyst;87%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In toluene at 20℃; for 1h;87%
With [1,3-bis(2,6-diisopentylphenyl)-4,5-dichloroimidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride In toluene at -22℃; for 1h; Schlenk technique; Inert atmosphere; chemoselective reaction;87%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In tetrahydrofuran; toluene at 20℃; for 1h; Schlenk technique; Inert atmosphere;85%
bromochlorobenzene
106-39-8

bromochlorobenzene

potassium phenyltrifluoborate

potassium phenyltrifluoborate

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With [Pd(N-(3-chloro-2-quinoxalinyl)-N'-(2,6-diisopropylphenyl)imidazolium)(PPh3)Cl2]; potassium carbonate In water at 70℃; for 3h; Catalytic behavior; Suzuki-Miyaura Coupling;97%
With potassium carbonate; triphenylphosphine In methanol at 50℃; for 48h; Suzuki-Miyaura coupling;92%
With palladium diacetate; sodium carbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate In water at 80℃; for 4h; Time; Suzuki-Miyaura Coupling;87%
With palladium diacetate; potassium carbonate In methanol for 12h; Suzuki-Miyaura cross-coupling; Heating;75%
With potassium carbonate; palladium diacetate In methanol for 12h; Suzuki reaction; Heating;75%
bromochlorobenzene
106-39-8

bromochlorobenzene

triphenyltin chloride
639-58-7

triphenyltin chloride

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With potassium carbonate for 0.5h; Stille Cross Coupling;97%
With (2-methylacetatobenzyl)triphenylphosphonium hexabromodipalladate(II); potassium carbonate at 90℃; for 0.166667h; Stille Cross Coupling;95%
With potassium carbonate at 100℃; for 1.2h; Catalytic behavior; Stille Cross Coupling;95%
bromochlorobenzene
106-39-8

bromochlorobenzene

C20H25GeNO3

C20H25GeNO3

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; tetrabutyl ammonium fluoride In 2-methyltetrahydrofuran at 80℃; for 12h;97%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With MCM-41-supported thioether palladium(0) In N,N-dimethyl-formamide at 80℃; for 6h; Suzuki coupling;96%
Stage #1: sodium tetraphenyl borate With Amberlite(R)IRA-900 resin In water
Stage #2: 1-Chloro-4-iodobenzene; palladium diacetate In N,N-dimethyl-formamide at 80℃; for 2.5h; Suzuki-Miyaura coupling reaction; Further stages.;
95%
With silica-supported diphenylphosphine palladium(0) In N,N-dimethyl-formamide at 90℃; for 12h;82%
With sodium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; Suzuki coupling; Inert atmosphere;91 %Chromat.
bromochlorobenzene
106-39-8

bromochlorobenzene

tetra-n-butylammonium phenyltrifluoroborate

tetra-n-butylammonium phenyltrifluoroborate

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With caesium carbonate; 1,4-di(diphenylphosphino)-butane; palladium diacetate In 1,2-dimethoxyethane; water at 50℃; for 12h;96%
bromochlorobenzene
106-39-8

bromochlorobenzene

tetraphenyltin(IV)
595-90-4

tetraphenyltin(IV)

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); poly(ethylene glycol)-400; sodium acetate at 100℃; for 0.5h; Stille cross-coupling;96%
With bis-triphenylphosphine-palladium(II) chloride; sodium acetate In decaethylene glycol at 100℃; for 1h; Stille coupling;95%
With dmap; palladium dichloride for 0.333333h; Stille Cross Coupling; Microwave irradiation;94%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

triethoxyphenylsilane
780-69-8

triethoxyphenylsilane

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 25℃; for 1.5h; Hiyama Coupling; Irradiation; Sealed tube; Green chemistry;96%
With sodium hydroxide In water at 90℃; for 2h; Hiyama Coupling; Green chemistry;90%
With copper(l) iodide; cesium fluoride; N,N-dimethyl-2-(diphenylphosphino)aniline In N,N-dimethyl-formamide at 120℃; for 24h; Hiyama Coupling; Inert atmosphere;48%
With bis-triphenylphosphine-palladium(II) chloride; tetrabutylphosphonium 4-ethoxyvalerate; tetrabutyl ammonium fluoride at 130℃; for 24h; Hiyama Coupling; Green chemistry;48%
4-chlorophenyl trifluoromethanesulfonate
29540-84-9

4-chlorophenyl trifluoromethanesulfonate

phenylzinc chloride
28557-00-8

phenylzinc chloride

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With di-μ-iodobis(tri-t-butylphosphino)dipalladium(l) In 1-methyl-pyrrolidin-2-one at 20℃; for 0.166667h; chemoselective reaction;96%
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
24388-23-6

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

p-chlorobenzenediazonium tetrafluoroborate
673-41-6

p-chlorobenzenediazonium tetrafluoroborate

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With [tris(para(trifluoromethyl)phenyl)phosphine]gold(I) chloride In methanol at -78 - 20℃; Inert atmosphere; Irradiation;96%
4'-chlorobiphenyl-4-carboxylic acid
5748-41-4

4'-chlorobiphenyl-4-carboxylic acid

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With triethylsilane; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In toluene at 160℃; for 15h; chemoselective reaction;96%
5-(4-chlorophenyl)-1-methyl-1H-imidazole
1111266-89-7

5-(4-chlorophenyl)-1-methyl-1H-imidazole

phenylboronic acid
98-80-6

phenylboronic acid

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With C19H20ClN2PdSSe(1+)*BF4(1-); potassium carbonate; Trimethylacetic acid In N,N-dimethyl-formamide at 80℃; for 12h; regioselective reaction;96%
N-phenylmaleimide
83-25-0

N-phenylmaleimide

C11H13BClO3(1-)*K(1+)

C11H13BClO3(1-)*K(1+)

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With N,N',N''-triisopentyl citramide; silver trifluoroacetate; bis(2,2,6,6-tetramethyl-3,5-heptadionato) copper(II); tert-butyl XPhos In N,N-dimethyl acetamide at 80℃; for 4h;95.6%
4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

biphenyl
92-52-4

biphenyl

Conditions
ConditionsYield
With sodium tetrahydroborate; 2-methoxy-ethanol; nickel dichloride In tetrahydrofuran at 68℃; for 1.25h; Product distribution; other dechlorinating agents and times;100%
With potassium hydroxide; Cp*Rh(OAc)2*H2O In various solvent(s) for 17h; Heating;100%
With sodium tetrahydroborate; lithium chloride In diethylene glycol dimethyl ether r.t., 30 min then 130 deg C, 10 min;99%
diphenylamine
122-39-4

diphenylamine

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

N,N-bis(phenyl)-4-biphenylamine
4432-94-4

N,N-bis(phenyl)-4-biphenylamine

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; sodium t-butanolate In 1,3,5-trimethyl-benzene for 24h; Inert atmosphere; Reflux;100%
Stage #1: diphenylamine; 4'-biphenyl chloride With palladium diacetate; sodium sulfate; sodium t-butanolate; XPhos for 1h; Buchwald-Hartwig Coupling; Milling;
Stage #2: In water; ethyl acetate for 0.0333333h; Reagent/catalyst; Buchwald-Hartwig Coupling; Milling;
51%
1-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole and 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole
850567-47-4

1-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole and 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

2-([1,1'-biphenyl]-4-yl)-1-methyl-1H-pyrrole
1101205-38-2

2-([1,1'-biphenyl]-4-yl)-1-methyl-1H-pyrrole

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; caesium carbonate; copper(l) chloride In N,N-dimethyl-formamide at 100℃; for 2h; Suzuki-Miyaura reaction; Inert atmosphere;99%
dicyanozinc
557-21-1

dicyanozinc

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

4-cyano-1,1'-biphenyl
2920-38-9

4-cyano-1,1'-biphenyl

Conditions
ConditionsYield
With sulfuric acid; palladium diacetate; zinc; XPhos In 2,4-dichlorophenoxyacetic acid dimethylamine at 120℃; for 2h; Inert atmosphere;98%
sodium cyanoacetate
1071-36-9

sodium cyanoacetate

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

4-biphenylacetonitrile
31603-77-7

4-biphenylacetonitrile

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(η3-allyl-μ-chloropalladium(II)) In 1,3,5-trimethyl-benzene at 20 - 140℃; for 5.16667h; Inert atmosphere; Sealed tube; chemoselective reaction;98%
benzylamine
100-46-9

benzylamine

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

N-benzyl-[1,1'-biphenyl]-4-amine
73842-48-5

N-benzyl-[1,1'-biphenyl]-4-amine

Conditions
ConditionsYield
With potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;98%
With potassium phosphate; copper(l) iodide; N1,N2-bis(2,4,6-trimethoxyphenyl)oxalamide In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; Schlenk technique;95%
N-methylaniline
100-61-8

N-methylaniline

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

N-methyl-N-phenyl-[1,1'-biphenyl]-4-amine

N-methyl-N-phenyl-[1,1'-biphenyl]-4-amine

Conditions
ConditionsYield
Stage #1: N-methylaniline; 4'-biphenyl chloride With palladium diacetate; sodium sulfate; sodium t-butanolate; XPhos for 1.65h; Buchwald-Hartwig Coupling; Milling;
Stage #2: In water; ethyl acetate for 0.0333333h; Time; Buchwald-Hartwig Coupling; Milling;
98%
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

N,N-dimethyl-4-biphenylamine
1137-79-7

N,N-dimethyl-4-biphenylamine

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); 7,9-bis(2,6-diisopropylphenyl)-7H-acenaphtho[1,2-d]imidazol-9-ium chloride; potassium tert-butylate In water; toluene at 35℃; for 36h; Glovebox; Sealed tube; Inert atmosphere;98%
octylmagnesium bromide
17049-49-9

octylmagnesium bromide

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

4-octyl-1,1′-biphenyl
7116-97-4

4-octyl-1,1′-biphenyl

Conditions
ConditionsYield
Stage #1: octylmagnesium bromide With iron(III) trifluoride; N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: 4'-biphenyl chloride In tetrahydrofuran at 20 - 40℃; for 24h; Inert atmosphere;
97%
Stage #1: octylmagnesium bromide With iron(III) trifluoride; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: 4'-biphenyl chloride In tetrahydrofuran at 40℃; for 24h; Inert atmosphere; chemoselective reaction;
97%

2051-62-9Relevant academic research and scientific papers

Application of cyclic thiourea as an efficient ligand in palladium-catalyzed Hiyama cross-coupling reactions

Wu, Zhi-Sheng,Yang, Min,Li, Hong-Ling,Qi, Yan-Xing

, p. 1415 - 1419 (2008)

Cyclic thiourea has been first utilized as an efficient ligand in palladium-catalyzed Hiyama cross-coupling reactions. In the presence of palladium(II) acetate, N,N′-bis(2,5-di-tert-butylphenyl)-N,N′- ethylenethiourea, tetrabutylammonium fluoride, and dioxane, aryl halides (X = I, Br, Cl) underwent smooth cross coupling with trimethoxy(phenyl)silane to afford the corresponding biaryl products in moderate to excellent yields. Furthermore, the thiourea can be recovered by column chromatography and reused with negligible loss in catalytic activity. Georg Thieme Verlag Stuttgart.

Synthesis, structure and characterization of picolyl and benzyl linked biphenyl nickel NHC complexes and their catalytic activity in Suzuki-Miyaura cross-coupling reactions

Muniyappan, Nalluchamy,Junaid, Qazi Mohammad,Sabiah, Shahulhameed

, (2021)

Picolyl and benzyl linked biphenyl nickel NHC complexes [NiL1Br2] (1), [NiL2]Br2 (2) [NiL3]Br2 (3) and [NiL3(N3)2] (4) were synthesized and characterized by

Electrochemical synthesis and characterization of palladium nanoparticles on nafion-graphene support and its application for Suzuki coupling reaction

Shendage, Suresh S.,Patil, Umakant B.,Nagarkar, Jayashree M.

, p. 3457 - 3461 (2013)

The electrochemically deposited palladium nanoparticles on nafion-graphene support showed an excellent catalytic activity for Suzuki coupling reactions. The as obtained catalyst was characterized by SEM, TEM, EDAX, XRD, and TGA. The particle size of palladium nanoparticles (Pd NPs) determined from TEM was in the range of 4-12 nm. The mean diameter of Pd NPs was found to be 8.1 ± 1.9 nm. The recyclability of the catalyst was examined and it did not show any significant loss of catalytic activity for five consecutive cycles.

Greener approach for synthesis of monodispersed palladium nanoparticles using aqueous extract of green tea and their catalytic activity for the Suzuki–Miyaura coupling reaction and the reduction of nitroarenes

Veisi, Hojat,Rostami, Amin,Shirinbayan, Mohadeseh

, (2017)

A facile and green route for the synthesis of palladium nanoparticles (NPs) was developed utilizing non-toxic and renewable natural green tea extract as the reducing, stabilizing and capping agent. The as-prepared Pd-NPs@G.Tea extract was characterized us

A highly stable and efficient magnetically recoverable and reusable Pd nanocatalyst in aqueous media heterogeneously catalysed Suzuki C-C cross-coupling reactions

Abbas Khakiani, Bahareh,Pourshamsian, Khalil,Veisi, Hojat

, p. 259 - 265 (2015)

Surface modification of Fe3O4 nanoparticles with triethoxyethylcyanide groups was used for the immobilization of palladium nanoparticles to produce Fe3O4/Ethyl-CN/Pd. The catalyst was characterized using Fourier transform infrared, wavelength-dispersive X-ray, energy-dispersive X-ray and X-ray photoelectron spectroscopies, field-emission scanning electron and transmission electron microscopies, and X-ray diffraction, vibrating sample magnetometry and inductively coupled plasma analyses. In this fabrication, cyano groups played an important role as a capping agent. The catalytic behaviour of Fe3O4/Ethyl-CN/Pd nanoparticles was measured in the Suzuki cross-coupling reaction of various aryl halides (Ar-I, Ar-Br, Ar-Cl) with phenylboronic acid in aqueous phase at room temperature. Interestingly, the novel catalyst could be recovered in a facile manner from the reaction mixture by applying an external magnet device and recycled seven times without any significant loss in activity.

Plasma synthesis of nitrogen-doped porous graphene supporting Pd nanoparticles as a new catalyst for C-C coupling reactions

Ren, Liang,Yang, Fan,Li, Yongfeng,Liu, Ting,Zhang, Liqiang,Ning, Guoqing,Liu, Zhichang,Gao, Jinsen,Xu, Chunming

, p. 26804 - 26809 (2014)

We report an environmentally-friendly approach to the synthesis of hybrids based on porous graphene and metal nanoparticles. The nitrogen-doped porous graphene (N-PG) and Pd nanoparticles decorated N-PG (Pd/N-PG) was synthesized by a plasma method. The N-PG was characterized by X-ray photoelectron spectroscopy and Raman spectroscopy, and the results clearly indicate that the amount of nitrogen doping was 6.65 wt%. The synthesized Pd/N-PG hybrid materials were confirmed by transmission electron microscopy, X-ray diffraction and energy-dispersive X-ray spectroscopy mapping. The hybrid material based on Pd/N-PG as a new catalyst was applied in Suzuki reaction. This catalyst offers a number of advantages such as high stability, easy removal from the reaction mixture and reusability with minimal loss of activity, showing better performance than the well-known commercial Pd/C catalyst. This journal is the Partner Organisations 2014.

Green synthesis of palladium nanoparticles using Hibiscus sabdariffa L. flower extract: Heterogeneous and reusable nanocatalyst in Suzuki coupling reactions

Hekmati, Malak,Bonyasi, Fahimeh,Javaheri, Hadis,Hemmati, Saba

, (2017)

An elementary and ecological method has been designed for the biosynthesis of palladium nanoparticles, through the utilization of aqueous extract of red tea (Hibiscus sabdariffa L.) as a reducing and stabilizing agent. The nanoparticles obtained were characterized through UV–visible spectroscopy, transmission election microscopy, X-ray diffraction, Fourier transform infrared spectroscopy, scanning election microscopy, energy-dispersive X-ray analysis and inductively coupled plasma analysis. The nanoparticles with spherical shape and dimensions of approximately 10?nm were used as a heterogeneous catalyst for Suzuki coupling reactions under mild conditions. The high efficiency of the catalytic reaction was affirmed by the good yields of products, easy work-up, absence of palladium leached from the support and smooth recovery of catalyst.

Synthesis of biaryls using palladium nanoparticles immobilized on peptide nanofibers as catalyst and hydroxybenzotriazole as novel phenylating reagent

Ghorbani-Choghamarani, Arash,Taherinia, Zahra

, p. 469 - 474 (2017)

Peptide nanofibers decorated with palladium nanoparticles catalyzed direct coupling of aryl halides with hydroxybenzotriazole to afford the corresponding biaryls in good to excellent yields. The coupling reactions proceeded under simple, green, and mild conditions. The peptide nanofibers were used as recyclable supports in the coupling reactions. This approach is the first to use hydroxybenzotriazole as a phenylating agent.

Palladium anchored to SBA-15 functionalized with melamine-pyridine groups as a novel and efficient heterogeneous nanocatalyst for Suzuki-Miyaura coupling reactions

Veisi, Hojat,Hamelian, Mona,Hemmati, Saba

, p. 25 - 33 (2014)

The synthesis and characterization of an efficient and reusable catalyst, SBA-15/CCPy/Pd(II) nanocatalyst by grafting of melamine bearing pyridine groups on SBA-15 and subsequent generation of Pd nanoparticles, are described. The catalyst has been characterized by means of X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), energy dispersive X-ray (EDX), inductivity coupled plasma (ICP), nitrogen adsorption-desorption, and Fourier transform infrared (FTIR) spectroscopy. The catalyst is used in Suzuki cross-coupling reaction of various aryl halides, including less reactive chlorobenzene, and phenylboronic acid to give biaryls without any additive or ligand. These cross coupled products were produced in excellent yields under mild conditions at extremely low palladium loading (~0.3 mol%) with significantly high turnover frequencies (TOFs). The heterogeneous catalyst can be readily recovered by simple filtration and reused 7 times without significant loss in its activity.

Hypervalent iodine in synthesis 47 : Cross-coupling reaction of diaryliodonium salts with Grignard reagents via a novel double metal co-catalyst

Wang,Chen

, p. 3607 - 3612 (2000)

The cross-coupling of diaryliodonium salts with Grignard reagents in the presence of ZnCl2 and a palladium catalyst afforded biaryls under mild conditions and in good yields.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1 Customer Service

What can I do for you?
Get Best Price

Get Best Price for 2051-62-9