Product Name

  • Name

    1,2-Dibromo-4-fluorobenzene

  • EINECS 219-131-1
  • CAS No. 2369-37-1
  • Density 2.015 g/cm3
  • Solubility
  • Melting Point 69 °C
  • Formula C6H3Br2F
  • Boiling Point 219.7 °C at 760 mmHg
  • Molecular Weight 253.896
  • Flash Point 86.7 °C
  • Transport Information
  • Appearance Clear colourless to light yellow liquid
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 2369-37-1 (1,2-Dibromo-4-fluorobenzene)
  • Hazard Symbols IrritantXi
  • Synonyms 3,4-DIBROMOFLUOROBENZENE;1,2-DIBROMO-4-FLUOROBENZENE;1,2-Dibromo-4-fluorobenzene,98%;1,2-Dibromo-4-fluorobenzene 99%;1,2-Dibromo-4-fluorobenzene99%;3,4-Dibromo-1-fluorobenzene;1,2-DibroMo-4-fluorobenzene[3,4-DibroMofluorobenzene]
  • PSA 0.00000
  • LogP 3.35070

Synthetic route

fluorobenzene
462-06-6

fluorobenzene

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

Conditions
ConditionsYield
With bromine; iron
3,4-dibromoaniline
615-55-4

3,4-dibromoaniline

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

Conditions
ConditionsYield
With hydrogenchloride; tetrafluoroboric acid; sodium nitrite Erhitzen des Reaktionsprodukts auf 160grad;
1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

Conditions
ConditionsYield
With bromine; iron
4-fluoroaniline
371-40-4

4-fluoroaniline

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

Conditions
ConditionsYield
With tert.-butylnitrite; copper(ll) bromide In acetonitrile
bromine
7726-95-6

bromine

1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

iron-powder

iron-powder

A

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

B

2,4-dibromo-1-fluorobenzene
1435-53-6

2,4-dibromo-1-fluorobenzene

fluorobenzene
462-06-6

fluorobenzene

1-1.3 mol bromine

1-1.3 mol bromine

iron-turnings

iron-turnings

A

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

B

2,4-dibromo-1-fluorobenzene
1435-53-6

2,4-dibromo-1-fluorobenzene

C

1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

1,2-bis(dimethylsilyl)-4-fluorobenzene

1,2-bis(dimethylsilyl)-4-fluorobenzene

Conditions
ConditionsYield
With magnesium; lithium chloride at 20℃; for 4h;88%
zinc(II) cyanide
557-21-1

zinc(II) cyanide

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

4-fluorophthalonitrile
65610-14-2

4-fluorophthalonitrile

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium(0); polymethylhydroxysilane In N,N-dimethyl acetamide at 100℃; for 2h;87%
O-methylresorcine
150-19-6

O-methylresorcine

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

2-fluoro-7-methoxydibenzo[b,d]furan

2-fluoro-7-methoxydibenzo[b,d]furan

Conditions
ConditionsYield
Stage #1: O-methylresorcine; 1,2,-dibromo-4-fluorobenzene With potassium carbonate; copper(II) oxide In N,N-dimethyl-formamide for 3h; Reflux;
Stage #2: With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate In N,N-dimethyl-formamide at 130℃; for 12h; Inert atmosphere;
83%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

1-fluoro-3,4-bis(trimethylsilyl)benzene
1265682-42-5

1-fluoro-3,4-bis(trimethylsilyl)benzene

Conditions
ConditionsYield
With magnesium; lithium chloride at 20℃; for 4h;81%
With magnesium; ethylene dibromide In tetrahydrofuran at 20℃; for 0.75h; Inert atmosphere;56%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

1,2-di(4'-methylphenyl)-4-fluorobenzene
1424360-18-8

1,2-di(4'-methylphenyl)-4-fluorobenzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane at 90℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;81%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

phenylboronic acid
98-80-6

phenylboronic acid

1,2-diphenyl-4-fluorobenzene
1424360-17-7

1,2-diphenyl-4-fluorobenzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane at 90℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;79%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

9H-carbazole
86-74-8

9H-carbazole

C18H11Br2N

C18H11Br2N

Conditions
ConditionsYield
With calcium hydride; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 18h;75%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

1,2-di(4'-methoxyphenyl)-4-fluorobenzene
1424360-20-2

1,2-di(4'-methoxyphenyl)-4-fluorobenzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane at 90℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;70%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

2-Methoxyphenylboronic acid
5720-06-9

2-Methoxyphenylboronic acid

1,2-di(2'-methoxyphenyl)-4-fluorobenzene
1424360-19-9

1,2-di(2'-methoxyphenyl)-4-fluorobenzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane at 90℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;70%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

1,2-dibromo-4-fluoro-3-iodobenzene
1539314-91-4

1,2-dibromo-4-fluoro-3-iodobenzene

Conditions
ConditionsYield
Stage #1: 1,2,-dibromo-4-fluorobenzene With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: With iodine In tetrahydrofuran for 0.5h;
70%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

1-pentanamine
110-58-7

1-pentanamine

molybdenum hexacarbonyl
13939-06-5, 199620-15-0

molybdenum hexacarbonyl

N-pentyl-4-fluorophthalimide
351992-10-4

N-pentyl-4-fluorophthalimide

Conditions
ConditionsYield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A In toluene at 100℃; for 16h; Sealed tube; Inert atmosphere;60%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

(2,3-dimethoxyphenyl)boronic acid
40972-86-9

(2,3-dimethoxyphenyl)boronic acid

1,2-di(2',3'-dimethoxyphenyl)-4-fluorobenzene
1424360-23-5

1,2-di(2',3'-dimethoxyphenyl)-4-fluorobenzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane at 90℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;59%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

4-Vinylphenylboronic acid
2156-04-9

4-Vinylphenylboronic acid

1,2-di(4'-vinylphenyl)-4-fluorobenzene
1424360-22-4

1,2-di(4'-vinylphenyl)-4-fluorobenzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane at 90℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;48%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

aniline
62-53-3

aniline

4-fluoro-N1,N2-diphenyl-benzene-1,2-diamine

4-fluoro-N1,N2-diphenyl-benzene-1,2-diamine

Conditions
ConditionsYield
With palladium diacetate; tri-tert-butyl phosphine; sodium t-butanolate In toluene at 110℃; for 14h;32%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

N1,N2-bis-(2,6-dimethyl-phenyl)-4-fluoro-benzene-1,2-diamine

N1,N2-bis-(2,6-dimethyl-phenyl)-4-fluoro-benzene-1,2-diamine

Conditions
ConditionsYield
With palladium diacetate; tri-tert-butyl phosphine; sodium t-butanolate In toluene at 110℃; for 14h;30%
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

2,6-diisopropylbenzenamine
24544-04-5

2,6-diisopropylbenzenamine

N1,N2-bis-(2,6-diisopropyl-phenyl)-4-fluoro-benzene-1,2-diamine

N1,N2-bis-(2,6-diisopropyl-phenyl)-4-fluoro-benzene-1,2-diamine

Conditions
ConditionsYield
With palladium diacetate; tri-tert-butyl phosphine; sodium t-butanolate In toluene at 110℃; for 14h;25%
Trimethyl borate
121-43-7

Trimethyl borate

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

2,4-dibromo-1-fluorobenzene
1435-53-6

2,4-dibromo-1-fluorobenzene

dihydroxy-(5-bromo-2-fluorophenyl)-borane
112204-57-6

dihydroxy-(5-bromo-2-fluorophenyl)-borane

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; tetrachloromethane; diethyl ether; water; acetic acid
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

A

1-bromo-4-fluoro-2-trimethylsilylbenzene
1265682-43-6

1-bromo-4-fluoro-2-trimethylsilylbenzene

B

2-bromo-4-fluoro-1-trimethylsilylbenzene
1265682-44-7

2-bromo-4-fluoro-1-trimethylsilylbenzene

C

1-fluoro-3,4-bis(trimethylsilyl)benzene
1265682-42-5

1-fluoro-3,4-bis(trimethylsilyl)benzene

Conditions
ConditionsYield
With Rieke-magnesium (MgR) In tetrahydrofuran at 20 - 40℃; for 1.25h; Inert atmosphere;
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

C18H23N3OSi
1607434-42-3

C18H23N3OSi

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C
1.2: 0.5 h
2.1: diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 0.17 h / Sealed tube; Sonication
2.2: 40 h / 40 °C
3.1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 26.16 h / 100 °C / Sealed tube; Sonication
4.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 0.33 h / 140 °C / Sealed tube; Microwave irradiation
View Scheme
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

C19H25N3OSi

C19H25N3OSi

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C
1.2: 0.5 h
2.1: diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 0.17 h / Sealed tube; Sonication
2.2: 40 h / 40 °C
3.1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 26.16 h / 100 °C / Sealed tube; Sonication
4.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 18 h / 20 °C / Sealed tube; Inert atmosphere
4.2: 30 h / 60 °C
View Scheme
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

((2,3-dibromo-6-fluorophenyl)ethynyl)trimethylsilane
1539314-93-6

((2,3-dibromo-6-fluorophenyl)ethynyl)trimethylsilane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C
1.2: 0.5 h
2.1: diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 0.17 h / Sealed tube; Sonication
2.2: 40 h / 40 °C
View Scheme
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

4-fluoro-3-((trimethylsilyl)ethynyl)phthalonitrile
1539314-94-7

4-fluoro-3-((trimethylsilyl)ethynyl)phthalonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C
1.2: 0.5 h
2.1: diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 0.17 h / Sealed tube; Sonication
2.2: 40 h / 40 °C
3.1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 26.16 h / 100 °C / Sealed tube; Sonication
View Scheme
1,2,-dibromo-4-fluorobenzene
2369-37-1

1,2,-dibromo-4-fluorobenzene

(S)-1-(3-hydroxy-3-methylbutan-2-yl)-1H-indole-4,5-dicarbonitrile
1539314-32-3

(S)-1-(3-hydroxy-3-methylbutan-2-yl)-1H-indole-4,5-dicarbonitrile

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C
1.2: 0.5 h
2.1: diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 0.17 h / Sealed tube; Sonication
2.2: 40 h / 40 °C
3.1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 26.16 h / 100 °C / Sealed tube; Sonication
4.1: potassium carbonate / 1-methyl-pyrrolidin-2-one / 0.5 h / 60 °C / Sealed tube; Inert atmosphere
4.2: 0.25 h / 140 °C / Microwave irradiation
View Scheme

1,2-Dibromo-4-fluorobenzene Specification

The Benzene,1,2-dibromo-4-fluoro-, with CAS registry number 2369-37-1, belongs to the following product categories: (1)Bromine Compounds; (2)Fluorine Compounds. It has the systematic name of 1,2-Dibromo-4-fluorobenzene. And the chemical formula of this chemical is C6H3Br2F.

Physical properties of Benzene,1,2-dibromo-4-fluoro-: (1)ACD/LogP: 3.61; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.6; (4)ACD/LogD (pH 7.4): 3.6; (5)ACD/BCF (pH 5.5): 323.38; (6)ACD/BCF (pH 7.4): 323.38; (7)ACD/KOC (pH 5.5): 2178; (8)ACD/KOC (pH 7.4): 2178; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.574; (14)Molar Refractivity: 41.62 cm3; (15)Molar Volume: 126 cm3; (16)Polarizability: 16.5×10-24cm3; (17)Surface Tension: 39.2 dyne/cm; (18)Enthalpy of Vaporization: 43.75 kJ/mol; (19)Vapour Pressure: 0.174 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
The Benzene,1,2-dibromo-4-fluoro- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Fc1cc(Br)c(Br)cc1
(2)InChI: InChI=1/C6H3Br2F/c7-5-2-1-4(9)3-6(5)8/h1-3H
(3)InChIKey: RNTGKISRXVFIIP-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C6H3Br2F/c7-5-2-1-4(9)3-6(5)8/h1-3H
(5)Std. InChIKey: RNTGKISRXVFIIP-UHFFFAOYSA-N

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