Product Name

  • Name

    2,4'-DICHLOROBIPHENYL

  • EINECS
  • CAS No. 34883-43-7
  • Article Data22
  • CAS DataBase
  • Density 1.249g/cm3
  • Solubility 0.62mg/L(25 oC)
  • Melting Point 46°C
  • Formula C12H8 Cl2
  • Boiling Point 303.3°Cat760mmHg
  • Molecular Weight 223.102
  • Flash Point 133.6°C
  • Transport Information
  • Appearance
  • Safety Low toxicity by ingestion. When heated to decomposition it emits toxic vapors of Cl.
  • Risk Codes 33-50/53
  • Molecular Structure Molecular Structure of 34883-43-7 (2,4'-DICHLOROBIPHENYL)
  • Hazard Symbols
  • Synonyms Biphenyl,2,4'-dichloro- (7CI); 2,4'-Dichlorobiphenyl; CB 8; PCB 8
  • PSA 0.00000
  • LogP 4.66040

Synthetic route

biphenyl
92-52-4

biphenyl

A

2-chloro-1,1'-biphenyl
2051-60-7

2-chloro-1,1'-biphenyl

B

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

C

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

D

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With chlorine; K-Zeolith L In dichloromethane at 20℃; for 6h; Product distribution; further zeolithes; further solvents and reaction conditions;A 1.9%
B 4.9%
C 89%
D 3%
With chlorine; K-Zeolith L In dichloromethane at 20℃; for 6h;A 1.9%
B 4.9%
C 89%
D 3%
With chlorine; K-Zeolith L In tetrachloromethane at 20℃; for 6h; Title compound not separated from byproducts;A 10%
B 14.7%
C 66.5%
D 5.7%
With chlorine; K-Zeolith L In various solvent(s) at 20℃; for 6h; Title compound not separated from byproducts;A 10.1%
B 5.4%
C 39.7%
D 35.9%
With chlorine; K-Zeolith L In acetic acid at 40℃; for 6h; Title compound not separated from byproducts;A 28.9%
B 8.8%
C 13%
D 31.9%
4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane In toluene at 70℃; Suzuki coupling; Inert atmosphere; chemoselective reaction;64%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

4-chlorophenyl lithium
14774-78-8

4-chlorophenyl lithium

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

Conditions
ConditionsYield
Stage #1: 1-Bromo-2-iodobenzene With n-butyllithium In tetrahydrofuran; hexane at -70℃; Flow reactor;
Stage #2: 4-chlorophenyl lithium In tetrahydrofuran at 0℃; Flow reactor;
Stage #3: With hexachloroethane In tetrahydrofuran; hexane at -30℃; Flow reactor;
64%
chlorobenzene
108-90-7

chlorobenzene

phenol
108-95-2

phenol

A

2,3'-dichloro-1,1'-biphenyl
25569-80-6

2,3'-dichloro-1,1'-biphenyl

B

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

C

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

D

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

E

PCB 11
2050-67-1

PCB 11

F

2,2'-Dichlorobiphenyl
13029-08-8

2,2'-Dichlorobiphenyl

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iodine at 289.9℃; for 0.0272222h; Product distribution;A 34.4%
B 18.7%
C 15.5%
D 3.9%
E 13.1%
F 14.4%
2,4'-diaminobiphenyl
492-17-1

2,4'-diaminobiphenyl

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

Conditions
ConditionsYield
With sulfuric acid Diazotization.Behandlung der Diazoniumsalz-Loesung mit Hg(NO3)2 und KCl und Erhitzen des erhaltenen Diazonium-tetrachloromercurats(II) mit KCl bis auf 120grad;
3-chloro-4-(4-chlorophenyl)benzenamine
138588-57-5

3-chloro-4-(4-chlorophenyl)benzenamine

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

Conditions
ConditionsYield
With sulfuric acid Diazotization.Behandlung der Diazoniumsalz-Loesung mit H3PO2;
p-chlorobenzenediazonium tetrafluoroborate
673-41-6

p-chlorobenzenediazonium tetrafluoroborate

A

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

B

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

C

(4-chloro-phenyl)-(5,4'-dichloro-biphenyl-2-yl)-diazene
141320-17-4

(4-chloro-phenyl)-(5,4'-dichloro-biphenyl-2-yl)-diazene

D

chlorobenzene
108-90-7

chlorobenzene

E

bis-(4-chloro-phenyl)-diazene
1602-00-2

bis-(4-chloro-phenyl)-diazene

Conditions
ConditionsYield
With titanium(III) sulphate In water; acetonitrile at 0 - 5℃; Mechanism; Product distribution; other solvents, p-chlorobenzenediazonium sulfate and benzenediazonium salts;A 0.7 % Chromat.
B 6.5 % Chromat.
C 63.5 % Chromat.
D 5.8 % Chromat.
E 5.3 % Chromat.
4-chloro-aniline
106-47-8

4-chloro-aniline

chlorobenzene
108-90-7

chlorobenzene

A

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

B

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

C

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

Conditions
ConditionsYield
With sodium nitrite; trichloroacetic acid; copper(l) chloride at 85℃; for 2h; Yield given. Yields of byproduct given;
1,6-bis-(4-chlorophenyl)-3,4-diacetyl-1,5-hexazadiene
10312-71-7

1,6-bis-(4-chlorophenyl)-3,4-diacetyl-1,5-hexazadiene

chlorobenzene
108-90-7

chlorobenzene

A

Diacetylhydrazin
3148-73-0

Diacetylhydrazin

B

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

C

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

D

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

E

1-acetyl-1-p-chlorophenylhydrazine
82408-82-0

1-acetyl-1-p-chlorophenylhydrazine

Conditions
ConditionsYield
at 131℃; Product distribution; Mechanism; thermolysis, var.: photolysis;
at 10℃; for 6h; Product distribution; Mechanism; Irradiation;
p-chlorobenzenediazonium tetrafluoroborate
673-41-6

p-chlorobenzenediazonium tetrafluoroborate

chlorobenzene
108-90-7

chlorobenzene

A

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

B

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

C

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

Conditions
ConditionsYield
With potassium acetate; 18-crown-6 ether for 1.5h; Ambient temperature; Yield given. Yields of byproduct given;
With potassium acetate; 18-crown-6 ether for 1.5h; Product distribution; Ambient temperature; other catalysts and reaction conditions; other aromatic reactants;
With pyridine at 23℃; for 18h; Gomberg-Bachman Arylation; Inert atmosphere; Irradiation; Overall yield = 94 percent; Overall yield = 126 mg;
1-p-chlorophenyl-3,4-diacetyl-1-tetrazene
79991-27-8

1-p-chlorophenyl-3,4-diacetyl-1-tetrazene

chlorobenzene
108-90-7

chlorobenzene

A

Diacetylhydrazin
3148-73-0

Diacetylhydrazin

B

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

C

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

D

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

E

1-acetyl-1-p-chlorophenylhydrazine
82408-82-0

1-acetyl-1-p-chlorophenylhydrazine

Conditions
ConditionsYield
Product distribution; Mechanism; thermolysis, var.: photolysis, 10 degC;
at 10℃; for 2h; Product distribution; Mechanism; Irradiation;
1,6-bis-(4-chlorophenyl)-3,4-diacetyl-1,5-hexazadiene
10312-71-7

1,6-bis-(4-chlorophenyl)-3,4-diacetyl-1,5-hexazadiene

chlorobenzene
108-90-7

chlorobenzene

isopropyl alcohol
67-63-0

isopropyl alcohol

A

Dimethyl ether
115-10-6

Dimethyl ether

B

diacetyl diazene
10465-77-7

diacetyl diazene

C

Diacetylhydrazin
3148-73-0

Diacetylhydrazin

D

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

E

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

F

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

Conditions
ConditionsYield
at 83℃; Product distribution; Mechanism;
chlorobenzene
108-90-7

chlorobenzene

A

2,3'-dichloro-1,1'-biphenyl
25569-80-6

2,3'-dichloro-1,1'-biphenyl

B

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

C

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

D

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

Conditions
ConditionsYield
With thallium(III) trifluoroacetate; palladium diacetate at 135℃; for 50h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
With thallium(III) trifluoroacetate; palladium diacetate at 70℃; for 50h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
With thallium(III) trifluoroacetate; palladium diacetate at 70℃; for 50h; Yield given. Further byproducts given. Yields of byproduct given;
chlorobenzene
108-90-7

chlorobenzene

A

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

B

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

C

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

D

PCB 11
2050-67-1

PCB 11

Conditions
ConditionsYield
With palladium diacetate; thallium(III) trifluoroacetate at 60 - 70℃; Yield given. Further byproducts given. Yields of byproduct given;
chlorobenzene
108-90-7

chlorobenzene

A

2,3'-dichloro-1,1'-biphenyl
25569-80-6

2,3'-dichloro-1,1'-biphenyl

B

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

C

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

D

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

E

PCB 11
2050-67-1

PCB 11

F

2,2'-Dichlorobiphenyl
13029-08-8

2,2'-Dichlorobiphenyl

Conditions
ConditionsYield
With thallium(III) trifluoroacetate; palladium diacetate at 70℃; for 50h; Product distribution; Rate constant; variation of amount of Pd(II) and temperature;
With palladium diacetate; thallium(III) trifluoroacetate at 60 - 70℃; Product distribution; selectivity in the oxidative coupling;
chlorobenzene
108-90-7

chlorobenzene

A

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

B

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

C

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

D

2,2'-Dichlorobiphenyl
13029-08-8

2,2'-Dichlorobiphenyl

Conditions
ConditionsYield
With thallium(III) trifluoroacetate; palladium diacetate at 135℃; for 50h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

2-iodochlorobenzene
615-41-8

2-iodochlorobenzene

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide Ulman reaction; Heating;
2′-chlorobiphenyl-4-amine
1204-42-8

2′-chlorobiphenyl-4-amine

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

Conditions
ConditionsYield
With copper(I) chloride; cis-nitrous acid Sandmeyer reaction;
4-chloro-aniline
106-47-8

4-chloro-aniline

chlorobenzene
108-90-7

chlorobenzene

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

Conditions
ConditionsYield
With sodium acetate; cis-nitrous acid Arylation; Gomberg-Bachman reaction;
chlorobenzene
108-90-7

chlorobenzene

A

2,3'-dichloro-1,1'-biphenyl
25569-80-6

2,3'-dichloro-1,1'-biphenyl

B

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

C

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

D

PCB 11
2050-67-1

PCB 11

E

phenol
108-95-2

phenol

F

2,2'-Dichlorobiphenyl
13029-08-8

2,2'-Dichlorobiphenyl

G

chlorobiphenyls, chlorophenols

chlorobiphenyls, chlorophenols

Conditions
ConditionsYield
With tert.-butylhydroperoxide at 212℃; Product distribution; Mechanism; various temperatures;
4-chloro-aniline
106-47-8

4-chloro-aniline

2-hydroxy-9-methyl-carbazole-3(?)-carboxylic acid

2-hydroxy-9-methyl-carbazole-3(?)-carboxylic acid

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) NaNO2, 10percent H2SO4, 2.) TiCl3 / 1.) H2O, 0-2 deg C, 2.) H2O, MeOH, 0-5 deg C
2: NaNO2, CCl3COOH / CuCl / 2 h / 85 °C
View Scheme
2,4'-dichloro-4-nitro-biphenyl
138588-58-6

2,4'-dichloro-4-nitro-biphenyl

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tin; aqueous hydrochloric acid; ethanol
2: aqueous H2SO4 / Diazotization.Behandlung der Diazoniumsalz-Loesung mit H3PO2
View Scheme
2-iodochlorobenzene
615-41-8

2-iodochlorobenzene

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

Conditions
ConditionsYield
With palladium diacetate; sodium carbonate In water; acetone at 25℃; for 12h;
With palladium diacetate; sodium carbonate In water; acetone at 20℃; for 10h;
2,5-dichloroiodobenzene
29682-41-5

2,5-dichloroiodobenzene

A

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

B

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

C

2,5-dichlorobiphenyl
34883-39-1

2,5-dichlorobiphenyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; C20H29Cl2N5O2Pd / ethanol / 2.5 h / 78 - 83 °C
2: isopropyl alcohol; sodium hydroxide; palladium 10% on activated carbon / 1 h / 83 °C
View Scheme
2,5-dichloroiodobenzene
29682-41-5

2,5-dichloroiodobenzene

A

biphenyl
92-52-4

biphenyl

B

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

C

2,5-dichlorobiphenyl
34883-39-1

2,5-dichlorobiphenyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; C20H29Cl2N5O2Pd / ethanol / 2.5 h / 78 - 83 °C
2: isopropyl alcohol; sodium hydroxide; palladium 10% on activated carbon / 83 °C
View Scheme
2-bromo-1-chlorobenzene
694-80-4

2-bromo-1-chlorobenzene

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

Conditions
ConditionsYield
With C20H29Cl2N5O2Pd; potassium carbonate In ethanol at 78 - 83℃; for 2.5h;
2,4,4'-Trichlorobiphenyl
7012-37-5

2,4,4'-Trichlorobiphenyl

A

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

B

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

C

PCB 7
33284-50-3

PCB 7

Conditions
ConditionsYield
With palladium 10% on activated carbon; isopropyl alcohol; sodium hydroxide at 83℃; for 1h; regioselective reaction;
1-bromo-2,4-dichlorobenzene
1193-72-2

1-bromo-2,4-dichlorobenzene

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

A

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

B

4,4'-dichlorobiphenyl
2050-68-2

4,4'-dichlorobiphenyl

C

PCB 7
33284-50-3

PCB 7

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; C20H29Cl2N5O2Pd / ethanol / 2.5 h / 78 - 83 °C
2: isopropyl alcohol; sodium hydroxide; palladium 10% on activated carbon / 1 h / 83 °C
View Scheme
4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

A

2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

B

3,4'-dichlorobiphenyl
2974-90-5

3,4'-dichlorobiphenyl

C

2,5-dichlorobiphenyl
34883-39-1

2,5-dichlorobiphenyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; C20H29Cl2N5O2Pd / ethanol / 2.5 h / 78 - 83 °C
2: isopropyl alcohol; sodium hydroxide; palladium 10% on activated carbon / 1 h / 83 °C
View Scheme
2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

acetonitrile
75-05-8

acetonitrile

A

4-chloro-2'-hydroxybiphenyl
64181-76-6

4-chloro-2'-hydroxybiphenyl

B

N-[4’-chloro-(1,1’-biphenyl)-2-yl]acetamide

N-[4’-chloro-(1,1’-biphenyl)-2-yl]acetamide

Conditions
ConditionsYield
With water Photolysis;A 10%
B 90%
2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

2,4'-Dichloro-biphenyl

2,4'-Dichloro-biphenyl

Conditions
ConditionsYield
In gas Irradiation; study of resonance enhanced two-photon ionization spectra using a time-of-flight mass spectrometer;
2,4'-dichlorobiphenyl
34883-43-7

2,4'-dichlorobiphenyl

biphenyl
92-52-4

biphenyl

Conditions
ConditionsYield
With potassium hydroxide In isopropyl alcohol at 45℃; for 20h; Inert atmosphere;98 %Chromat.

2,4'-Dichloro-1,1'-biphenyl Chemical Properties

Empirical Formula: C12H8Cl2
Molecular Weight: 223.0979 g/mol
EINECS: 215-648-1 
Index of Refraction: 1.594
Density: 1.249 g/cm3
Flash Point: 133.6 °C
Enthalpy of Vaporization: 52.19 kJ/mol
Boiling Point: 303.3 °C at 760 mmHg
Vapour Pressure: 0.00168 mmHg at 25 °C 
Storage tempreture: 2-8 °C
Structure of 2,4'-Dichloro-1,1'-biphenyl (CAS NO.34883-43-7):
                    
IUPAC Name: 1-Chloro-2-(4-chlorophenyl)benzene
Product Categories of 2,4'-Dichloro-1,1'-biphenyl (CAS NO.34883-43-7): Alphabetic  
 

2,4'-Dichloro-1,1'-biphenyl Toxicity Data With Reference

1.    

orl-mus LD50:7860 mg/kg

    EVHPAZ    EHP, Environmental Health Perspectives. Subseries of DHEW Publications. 24 (1978),173.

2,4'-Dichloro-1,1'-biphenyl Safety Profile

Low toxicity by ingestion. When heated to decomposition it emits toxic vapors of Cl.
Hazard Codes of 2,4'-Dichloro-1,1'-biphenyl (CAS NO.34883-43-7): DangerousN
Risk Statements: 33-50/53 
R33:Danger of cumulative effects. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 35-60-61 
S35:This material and its container must be disposed of in a safe way. 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.

2,4'-Dichloro-1,1'-biphenyl Specification

 2,4'-Dichloro-1,1'-biphenyl ,its cas register number is 34883-43-7. It also can be called 2,4'-Dichlorobiphenyl ; and 1,1'-Biphenyl, 2,4'-dichloro- .

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