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460-00-4

Basic Information
CAS No.: 460-00-4
Name: 4-Bromofluorobenzene
Molecular Structure:
Molecular Structure of 460-00-4 (4-Bromofluorobenzene)
Formula: C6H4BrF
Molecular Weight: 175.01
Synonyms: 1-Bromo-4-fluorobenzene;1-Fluoro-4-bromobenzene;4-Bromo-1-fluorobenzene;Benzene,1-bromo-4-fluoro-;4-Bromophenyl fluoride;4-Fluoro-1-bromobenzene;4-Fluorobenzene bromide;NSC 10268;NSC 9460;p-Bromofluorobenzene;p-Fluorophenyl bromide;
EINECS: 207-300-2
Density: 1.593 g/cm3
Melting Point: -16 °C
Boiling Point: 154.5 °C at 760 mmHg
Flash Point: 49.3 °C
Solubility: Soluble in water(0.14g/L).
Appearance: White to pale yellow crystalline powder
Hazard Symbols: HarmfulXn,FlammableF,IrritantXi,ToxicT
Risk Codes: 10-36/37/38-20-39-23/24/25-11-20/21/22
Safety: 26-36-37/39-16-45-36/37-7
Transport Information: UN 1993 3/PG 3
PSA: 0.00000
LogP: 2.58820
Synthetic route
462-06-6

fluorobenzene

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With carbon dioxide; bromine at 40℃; under 187519 Torr; for 2h; Supercritical conditions; Green chemistry;100%
With N-Bromosuccinimide; boron trifluoride at 20℃; for 1h;96%
With tribromo-isocyanuric acid In trifluoroacetic acid at 20℃; for 0.5h;74%
823-85-8

4-fluorophenyhydrazine hydrochloride

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With boron tribromide; dimethyl sulfoxide at 80℃; for 1h;99%
106-41-2

4-bromo-phenol

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With 1,3-bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1h-imidazole; cesium fluoride; diphenylzinc In toluene at 80℃; for 20h; Product distribution / selectivity; Sealed vial;95%
With 1,3-bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1h-imidazole; cesium fluoride In toluene at 23 - 80℃; for 18.5h; Inert atmosphere;88 %Spectr.
459-45-0

4-fluorobenzenediazonium tetrafluoroborate

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With dibenzo-18-crown-6; N,N,N,N,-tetramethylethylenediamine; potassium bromide; copper(I) bromide; copper(ll) bromide In acetonitrile at 20℃; for 1h; Sandmeyer Reaction;94%
With (triphenylphosphine)gold(I) chloride; sodium bromide In acetonitrile at 50℃; for 5h; Sandmeyer Reaction;81 %Spectr.
With Bromotrichloromethane; tetrabutylammonium perchlorate In N,N-dimethyl-formamide at 20℃; for 3h; Sandmeyer Reaction; Electrochemical reaction;37 %Spectr.
With lithium bromide In acetonitrile at 20℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Time; Sandmeyer Reaction; Inert atmosphere;96 %Spectr.

C14H13BrN3Pol

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With tetrafluoroboric acid diethyl ether In tetradecafluorohexane at 100℃; for 1h; Balz-Schiemann reaction; Autoclave; solid phase reaction;88%
371-40-4

4-fluoroaniline

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
Stage #1: 4-fluoroaniline With boron trifluoride diethyl etherate; lithium bromide In acetonitrile at 0℃; for 0.166667h;
Stage #2: With tert.-butylnitrite In acetonitrile at 0 - 20℃; for 1h;
82%
Stage #1: 4-fluoroaniline With Bromotrichloromethane; sodium nitrite In dichloromethane; water at 23℃; for 0.0833333h;
Stage #2: With acetic acid In dichloromethane; water at 23℃; for 1h;
51%
106-37-6

1.4-dibromobenzene

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
Stage #1: 1.4-dibromobenzene With n-butyllithium In tetrahydrofuran; hexane at 0℃; Flow reactor;
Stage #2: With N-fluorobis(benzenesulfon)imide In tetrahydrofuran; hexane at 0℃; Flow reactor;
78%
106-37-6

1.4-dibromobenzene

A

108-86-1

bromobenzene

B

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
Stage #1: 1.4-dibromobenzene With n-butyllithium In tetrahydrofuran; hexane at 0℃; Flow reactor;
Stage #2: With 2-fluoro-3,3-dimethyl-2,3-dihydro-1,2-benzisothiazole-1,1-dioxide In tetrahydrofuran; hexane at 0℃; Flow reactor;
A 13%
B 76%
5467-74-3

4-Bromophenylboronic acid

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
Stage #1: 4-Bromophenylboronic acid With sodium hydroxide In methanol at 23℃; for 0.25h; Inert atmosphere;
Stage #2: With silver trifluoromethanesulfonate In methanol at 0℃; for 0.5h; Inert atmosphere;
Stage #3: With Selectfluor In acetone at 23℃; for 1h; Inert atmosphere; Molecular sieve; regiospecific reaction;
73%
With cesium fluoroxysulphate In methanol at 0℃; for 24h;20 % Spectr.
Multi-step reaction with 2 steps
1: diethyl ether / 20 °C / Inert atmosphere; Molecular sieve
2: silver fluoride; (tBuCN)2Cu*OTf; 1-fluoro-2,4,6-trimethylpyridinium hexafluorophosphate / tetrahydrofuran / 18 h / 50 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: methanol; water / 14 h / 23 °C
2: 2,2':6,2''-terpyridine; [(terpy)Pd(MeCN)][BF4]2; sodium fluoride; 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octanebis(tetrafluoroborate) / acetonitrile / 15 h / 40 °C
View Scheme
Stage #1: 4-Bromophenylboronic acid With C27H23N4O6PdS; potassium carbonate In methanol; benzene at 23℃; for 3.5h;
Stage #2: With Selectfluor In acetonitrile at 50℃; for 0.5h;
12.8 mg
1063716-78-8

Pd(C5H5N)(C13H8N2SO2C6H4NO2)(C6H4Br)

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
Stage #1: Pd(C5H5N)(C13H8N2SO2C6H4NO2)(C6H4Br) With Selectfluor In acetonitrile at 50℃; for 0.5h;
Stage #2: With pyridine In acetonitrile at 23℃; Product distribution / selectivity;
73%
106-40-1

4-bromo-aniline

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With tert.-butylnitrite; boron trifluoride diethyl etherate In various solvent(s) at 100 - 110℃; for 2h; Balz-Schiemann reaction;54%
With tert.-butylnitrite; boron trifluoride diethyl etherate In 1,2-dichloro-benzene at 100 - 115℃; for 1.08333h; Balz-Schiemann Reaction;54%
Stage #1: 4-bromo-aniline With tetrafluoroboric acid; 1-ethyl-3-methylimidazolium tetrafluoroborate; sodium nitrite at 0 - 20℃; for 12.5h;
Stage #2: at 90℃; Balz-Schiemann reaction;
100 % Spectr.
Stage #1: 4-bromo-aniline With lithium tetrafluoroborate; tert.-butylnitrite; boron trifluoride diethyl etherate In acetonitrile at 0℃; for 0.0833333h; Balz-Schiemann Reaction; Flow reactor;
Stage #2: In toluene; acetonitrile at 120℃; for 1h; Solvent; Reagent/catalyst; Balz-Schiemann Reaction; Flow reactor;
1597433-83-4

(N,N′-di-tert-butyl-2,11-diaza[3.3](2,6)pyridinophane)Ni(PhF)Br

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With ferrocenium hexafluorophosphate In [D3]acetonitrile at -50 - 20℃; for 0.0833333h; Glovebox; Schlenk technique; Inert atmosphere;36%
462-06-6

fluorobenzene

A

1072-85-1

o-fluorobromobenzene

B

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With lead(IV) acetate; trifluoroacetic acid; potassium bromide at 25℃; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With manganese triacetate; trifluoroacetic acid; potassium bromide for 72h; Product distribution; Ambient temperature; Co(CH3COO)3, 67percent aq. CF3COOH, 15 - 10 h;
With potassium nitrate; potassium bromide In water; trifluoroacetic acid at 20℃; for 10h; Product distribution; under argon;
462-06-6

fluorobenzene

A

1072-85-1

o-fluorobromobenzene

B

1435-53-6

2,4-dibromo-1-fluorobenzene

C

3925-78-8

2,4,6-Tribromofluorobenzene

D

359-90-0

1-Fluoro-1,2,3,4,5,6-hexabromocyclohexane

E

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With bromine In trichlorofluoromethane for 42h; Irradiation; other compounds: o-, m-, p-difluorobenzene;
462-06-6

fluorobenzene

A

1072-85-1

o-fluorobromobenzene

B

1435-53-6

2,4-dibromo-1-fluorobenzene

C

359-90-0

1-Fluoro-1,2,3,4,5,6-hexabromocyclohexane

D

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With bromine In trichlorofluoromethane for 42h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
108-86-1

bromobenzene

A

1072-85-1

o-fluorobromobenzene

B

1073-06-9

3-fluorobromobenzene

C

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With fluorine In trichlorofluoromethane at -78℃; for 1h;A 23 % Chromat.
B 17 % Chromat.
C 60 % Chromat.
With fluorine In trichlorofluoromethane at -78℃; for 1h; Rate constant; Product distribution; competitive reaction with benzene;A 23 % Chromat.
B 17 % Chromat.
C 60 % Chromat.
With xenon difluoride; boron trifluoride diethyl etherate In acetonitrile at -35 - 20℃; for 2.5h; Inert atmosphere; Overall yield = 56 %;
673-40-5

4-bromobenzenediazonium tetrafluoroborate

A

106-39-8

bromochlorobenzene

B

108-86-1

bromobenzene

C

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With 18-crown-6 ether; 1,2-dichloro-ethane at 50℃; Rate constant;A 11.1 % Chromat.
B 82.3 % Chromat.
C 6.6 % Chromat.

(N-B)-Perhydro-2-(4-bromophenyl)-6-methyl-1,3-dioxa-6-aza-2-boracine

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With meta-dinitrobenzene; cesium fluoroxysulphate In acetonitrile Ambient temperature;15 % Spectr.
352-33-0

1-Chloro-4-fluorobenzene

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With bromobenzene; Cu-HZSM-5 zeolite at 399.9℃; Mechanism;9.7 % Chromat.
673-40-5

4-bromobenzenediazonium tetrafluoroborate

A

106-39-8

bromochlorobenzene

B

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
In dichloromethane for 336h; Schiemann reaction; Heating;A 5 % Chromat.
B 30 % Chromat.
4-bromo-benzenediazonium-(1)-tetrafluoroborate

4-bromo-benzenediazonium-(1)-tetrafluoroborate

460-00-4

1-Bromo-4-fluorobenzene

462-06-6

fluorobenzene

7726-95-6

bromine

iron

iron

A

1072-85-1

o-fluorobromobenzene

B

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
at 100℃;
75-15-0

carbon disulfide

462-06-6

fluorobenzene

7726-95-6

bromine

aluminium

aluminium

A

1072-85-1

o-fluorobromobenzene

B

1073-06-9

3-fluorobromobenzene

C

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
at 55℃; Product distribution;
56-23-5

tetrachloromethane

462-06-6

fluorobenzene

iodo monobromide

iodo monobromide

A

1072-85-1

o-fluorobromobenzene

B

1073-06-9

3-fluorobromobenzene

C

352-34-1

4-fluoro-1-iodobenzene

D

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
Product distribution;
462-06-6

fluorobenzene

1-1.3 mol bromine

1-1.3 mol bromine

iron-turnings

iron-turnings

A

2369-37-1

1,2,-dibromo-4-fluorobenzene

B

1435-53-6

2,4-dibromo-1-fluorobenzene

C

460-00-4

1-Bromo-4-fluorobenzene

462-06-6

fluorobenzene

A

1072-85-1

o-fluorobromobenzene

B

1073-06-9

3-fluorobromobenzene

C

460-00-4

1-Bromo-4-fluorobenzene

D

HBr

HBr

Conditions
ConditionsYield
With bromine at 25℃; for 16h; Irradiation; Yield given;
1765-93-1

4-fluoroboronic acid

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sodium methylate In methanol; acetonitrile at 40℃; for 4h;99 % Chromat.
448-59-9

tris(4-fluorophenyl)boroxine

460-00-4

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sodium methylate In methanol; acetonitrile at 40℃;97 % Chromat.
108-86-1

bromobenzene

A

1072-85-1

o-fluorobromobenzene

B

1000995-64-1

2-bromo-1-oxypentafluorosulfanylbenzene

C

344455-90-9

4-bromo-1-oxypentafluorosulfanylbenzene

D

3-bromo-1-oxypentafluorosulfanylbenzene

E

C6H3FBrOSF5

F

C6H3FBrOSF5

G

C6H3FBrOSF5

H

C6H3FBrOSF5

I

C6H3FBrOSF5

J

C6H3FBrOSF5

K

C6H3FBrOSF5

L

C6H3FBrOSF5

M

C6H3FBrOSF5

N

C6H3FBrOSF5

O

C6H4(OSF5)2

P

C6H4(OSF5)2

Q

C6H4(OSF5)2

R

1073-06-9

3-fluorobromobenzene

S

108-36-1

1,3-dibromobenzene

T

106-37-6

1.4-dibromobenzene

U

460-00-4

1-Bromo-4-fluorobenzene

V

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With bis(pentafluorosulfur) peroxide at 100℃; for 17h;

ammonium chloride

15764-16-6

2,4-dimethylbenzaldehyde

460-00-4

1-Bromo-4-fluorobenzene

(2,4-dimethylphenyl)(4-fluorophenyl)methanol

Conditions
ConditionsYield
With iodine; magnesium In tetrahydrofuran100%
With iodine; magnesium In tetrahydrofuran100%
With iodine; magnesium In tetrahydrofuran100%
460-00-4

1-Bromo-4-fluorobenzene

931-50-0

cyclohexylmagnesium bromide

1717-84-6

1-cyclohexyl-4-fluorobenzene

Conditions
ConditionsYield
Stage #1: 1-Bromo-4-fluorobenzene With dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II) In tetrahydrofuran for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;
Stage #2: cyclohexylmagnesium bromide With lithium bromide In tetrahydrofuran at 20℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique;
100%

N-(1-phenethylpiperidin-4-yl)-N-(1H-1,2,3-triazol-4-yl)propionamide

460-00-4

1-Bromo-4-fluorobenzene

N-(2-(4-fluorophenyl)-2H-1,2,3-triazol-4-yl)-N-(1-phenethylpiperidin-4-yl)propionamide

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 120℃; Inert atmosphere;100%

2-(3-cyanopropyldimethylsilyl)ethanethiol

460-00-4

1-Bromo-4-fluorobenzene

4-({2-[(4-fluorophenyl)thio]ethyl}dimethylsilyl)butanenitrile

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 110℃; for 12h; Schlenk technique; Inert atmosphere;100%
497-38-1

Norbornan-2-on

460-00-4

1-Bromo-4-fluorobenzene

1000052-55-0

2-(4-fluorophenyl)bicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
Stage #1: 1-Bromo-4-fluorobenzene With iodine; magnesium In tetrahydrofuran at 0℃; for 4h;
Stage #2: Norbornan-2-on In tetrahydrofuran at 0 - 20℃;
Stage #3: With water In tetrahydrofuran
99%
With magnesium
Stage #1: 1-Bromo-4-fluorobenzene With iodine; magnesium In tetrahydrofuran Cooling with ice; Inert atmosphere;
Stage #2: Norbornan-2-on In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; water pH=7;
460-00-4

1-Bromo-4-fluorobenzene

398-23-2

4,4'-difluorobiphenyl

Conditions
ConditionsYield
With (1E,2E)-N1,N2-bis(2,6-dimethylphenyl)ethane-1,2-diimine; nickel dibromide; zinc In tetrahydrofuran at 70℃; for 10h; Inert atmosphere;99%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; cesium fluoride In dimethyl sulfoxide at 120℃; for 10h;98%
With potassium phosphate In ethanol; water at 80℃; for 20h;97%
460-00-4

1-Bromo-4-fluorobenzene

98-80-6

phenylboronic acid

324-74-3

4-fluoro-biphenyl

Conditions
ConditionsYield
With Br(1-)*C28H29BrN5O2Pd(1+); potassium carbonate In methanol; water at 100℃; for 3h; Suzuki-Miyaura coupling;99%
With potassium phosphate In methanol at 60℃; for 1.5h; Suzuki coupling;99%
With 0.42C23H20N4O4*2Cl(1-)*Zn(2+)*10.16H2O*0.58Pd(2+)*0.58C23H20N4O4(1-); potassium carbonate In toluene at 70℃; for 5h; Suzuki-Miyaura Coupling;99%
5720-05-8

4-methylphenylboronic acid

460-00-4

1-Bromo-4-fluorobenzene

72093-43-7

4-methyl-4'-fluorobiphenyl

Conditions
ConditionsYield
Stage #1: 1-Bromo-4-fluorobenzene With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 0.25h; Suzuki Coupling; Inert atmosphere;
Stage #2: 4-methylphenylboronic acid In ethanol; water; toluene at 80℃; for 48h; Suzuki Coupling; Inert atmosphere;
99%
With 3,5-di-tert-butyl-2-hydroxybenzaldehyde; potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 2h; Suzuki-Miyaura Coupling;99%
With tetrabutylammonium acetate; polyurea-encapsulated Pd(OAc)2 In various solvent(s) at 100℃; Suzuki reaction;98%
5720-07-0

4-methoxyphenylboronic acid

460-00-4

1-Bromo-4-fluorobenzene

450-39-5

4-(4-fluorophenyl)anisole

Conditions
ConditionsYield
With barium hydroxide octahydrate; palladium diacetate; triphenylphosphine In tetrahydrofuran; water at 80℃; for 18h; Inert atmosphere;99%
With caesium carbonate In propan-1-ol; water at 20℃; for 1h; Suzuki-Miyaura Coupling; Inert atmosphere;98%
With palladium diacetate In water; N,N-dimethyl-formamide at 25℃;96%
1765-93-1

4-fluoroboronic acid

460-00-4

1-Bromo-4-fluorobenzene

398-23-2

4,4'-difluorobiphenyl

Conditions
ConditionsYield
With potassium phosphate; [Pd(Ph2PCH2CH(CH3)O)2] In tetrahydrofuran; water at 20℃; for 9h; Suzuki cross-coupling reaction;99%
With potassium fluoride; [Ph2P(CH2)2NH2]2PdCl2 In tetrahydrofuran; water at 25 - 27℃; for 7h; Suzuki cross-coupling reaction;99%
94839-07-3

3,4-(methylenedioxy)-benzeneboronic acid

460-00-4

1-Bromo-4-fluorobenzene

1-fluoro-[3',4'-(methylenedioxy)phenyl-4-yl]benzene

Conditions
ConditionsYield
With barium hydroxide octahydrate; palladium diacetate; triphenylphosphine In tetrahydrofuran; water at 60℃; for 16h; Inert atmosphere;99%
With tetra-butylammonium acetate; Pd EnCat-30TM In acetonitrile at 140℃; for 0.25h; Suzuki cross-coupling; microwave irradiation;
144432-85-9

3-chloro-4-fluorophenylboronic acid

460-00-4

1-Bromo-4-fluorobenzene

3-chloro-4,4'-difluorobiphenyl

Conditions
ConditionsYield
With tetra-butylammonium acetate; Pd EnCat-30TM In ethanol at 120℃; for 0.166667h; Suzuki cross-coupling; microwave irradiation;99%
61676-62-8

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

460-00-4

1-Bromo-4-fluorobenzene

214360-58-4

2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -50 - 23℃; for 4h; Inert atmosphere; Flow reactor;99%
Stage #1: 1-Bromo-4-fluorobenzene With n-butyllithium In tetrahydrofuran; toluene at -20℃; for 0.5h;
Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; toluene at -20 - 20℃; Further stages.;
95%
Stage #1: 1-Bromo-4-fluorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; Inert atmosphere;
Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; hexane at -78℃; Inert atmosphere;
84%
With n-butyllithium; Triisopropyl borate In tetrahydrofuran; hexane at -60℃;77%
With n-butyllithium In tetrahydrofuran at -80 - 20℃; for 5h;56%
121-43-7

Trimethyl borate

460-00-4

1-Bromo-4-fluorobenzene

112204-57-6

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

Conditions
ConditionsYield
With acetic acid; lithium diisopropyl amide In tetrahydrofuran; diethyl ether; water99%
950511-16-7

1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

460-00-4

1-Bromo-4-fluorobenzene

950511-23-6

4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4'-fluoro-1,1'-biphenyl

Conditions
ConditionsYield
With sodium hydroxide; bis(tri-tert-butylphosphine)palladium In 1,4-dioxane; water at 60℃; for 4h; Suzuki-Miyaura coupling;99%
459-57-4

4-fluorobenzaldehyde

460-00-4

1-Bromo-4-fluorobenzene

365-24-2

4,4'-difluorobenzhydryl alcohol

Conditions
ConditionsYield
Stage #1: 1-Bromo-4-fluorobenzene With magnesium In diethyl ether
Stage #2: 4-fluorobenzaldehyde In diethyl ether at -18℃;
99%
Stage #1: 1-Bromo-4-fluorobenzene With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.35h;
Stage #2: 4-fluorobenzaldehyde In tetrahydrofuran; hexanes at -78℃; for 1.25h;
Stage #3: With acetic acid In tetrahydrofuran; hexanes
94%
Stage #1: 1-Bromo-4-fluorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Inert atmosphere;
Stage #2: 4-fluorobenzaldehyde In tetrahydrofuran; hexane for 0.333333h; Inert atmosphere;
Stage #3: With water In tetrahydrofuran; hexane Inert atmosphere;
92%
Stage #1: 4-fluorobenzaldehyde; 1-Bromo-4-fluorobenzene With magnesium In tetrahydrofuran at 20 - 85℃; for 2h;
Stage #2: In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
Stage #1: 1-Bromo-4-fluorobenzene With magnesium In diethyl ether at 20℃; for 2h; Inert atmosphere;
Stage #2: 4-fluorobenzaldehyde In diethyl ether at 20℃; for 2h; Inert atmosphere;
23112-96-1

(2,6-dimethoxyphenyl)boronic acid

460-00-4

1-Bromo-4-fluorobenzene

1019777-19-5

2,6-dimethoxy-4'-fluorobiphenyl

Conditions
ConditionsYield
With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); triethylamine In water at 20℃; for 24h; Suzuki-Miyaura reaction; Inert atmosphere; Micellar solution;99%

460-00-4

1-Bromo-4-fluorobenzene

ClSBF

ClSBF

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 2,5-di(2,4,6-trimethylphenyl)-1,2,5-thiadiazolidine-1-oxide; tetrabutylammomium bromide; sodium acetate In 1-methyl-pyrrolidin-2-one at 200℃; for 0.5h; Heck reaction; Microwave irradiation;99%
With 2,5-di(2,4,6-trimethylphenyl)-1,2,5-thiadiazolidine-1-oxide; tetrabutylammomium bromide; sodium acetate; bis(dibenzylideneacetone)-palladium(0) In 1-methyl-pyrrolidin-2-one at 200℃; for 0.5h; Mizoroki-Heck reaction; Microwave irradiation;99%
With potassium phosphate; C34H46Br4N8Pd2 In N,N-dimethyl-formamide at 110℃; for 4h; Heck Reaction;80%
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate; 1-[phenyl(piperidin-1-yl)methyl]naphthalen-2-ol In N,N-dimethyl acetamide at 140℃; for 40h; Heck Reaction; Inert atmosphere;
637-69-4

4-Methoxystyrene

460-00-4

1-Bromo-4-fluorobenzene

39769-24-9

1-(4-methoxystyryl)-4-fluorobenzene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 2,5-di(2,4,6-trimethylphenyl)-1,2,5-thiadiazolidine-1-oxide; tetrabutylammomium bromide; sodium acetate In 1-methyl-pyrrolidin-2-one at 200℃; for 0.5h; Heck reaction; Microwave irradiation;99%
With 2,5-di(2,4,6-trimethylphenyl)-1,2,5-thiadiazolidine-1-oxide; tetrabutylammomium bromide; sodium acetate; bis(dibenzylideneacetone)-palladium(0) In 1-methyl-pyrrolidin-2-one at 200℃; for 0.5h; Mizoroki-Heck reaction; Microwave irradiation;99%
With dichloro bis(acetonitrile) palladium(II); 10F6P(1-)*C235H200N20O10(10+); potassium hydroxide In 1-methyl-pyrrolidin-2-one at 160℃; for 5h; Heck Reaction; Inert atmosphere;95%
With potassium phosphate; C34H46Br4N8Pd2 In N,N-dimethyl-formamide at 110℃; for 4h; Heck Reaction;73%
230-27-3

7,8-benzoquinoline

460-00-4

1-Bromo-4-fluorobenzene

1203793-19-4

10-(4-fluorophenyl)benzo[h]quinoline

Conditions
ConditionsYield
With rhodium(II) acetate dimer; 1,3-bis(mesityl)imidazolium chloride; sodium t-butanolate; tricyclohexylphosphine In toluene at 80℃;99%
With iron(III)-acetylacetonate; 1,2-dichloro-2-methylpropane; magnesium; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran; 1,4-dioxane; 1,2-dichloro-ethane at 0℃; for 24h; Inert atmosphere;99%
111-88-6

Octanethiol

460-00-4

1-Bromo-4-fluorobenzene

61671-39-4

4-fluorophenyl octyl sulfide

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); N-ethyl-N,N-diisopropylamine In toluene for 3h; Inert atmosphere; Reflux;99%
872415-81-1

(5,10,15,20-tetrakis(p-tolyl)porphyrinato)carbonyliridium(III) chloride

460-00-4

1-Bromo-4-fluorobenzene

1280227-56-6

(p-fluorophenyl)(5,10,15,20-tetrakis(p-tolyl)porphyrinato)iridium(III)

Conditions
ConditionsYield
With K2CO3 In benzene mixing Ir complex, Br compd., K2CO3 (20 equiv.), C6H6, 200°C, 20 h;99%
With potassium carbonate In benzene at 200℃; for 20h; Inert atmosphere; Darkness;99%
872415-81-1

(5,10,15,20-tetrakis(p-tolyl)porphyrinato)carbonyliridium(III) chloride

460-00-4

1-Bromo-4-fluorobenzene

C54H40FIrN4

Conditions
ConditionsYield
With potassium carbonate In benzene at 200℃; for 20h; Inert atmosphere;99%
141-32-2

acrylic acid n-butyl ester

460-00-4

1-Bromo-4-fluorobenzene

butyl 3-(4-fluorophenyl)acrylate

Conditions
ConditionsYield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; tetrabutylammomium bromide; triethylamine In N,N-dimethyl-formamide at 140℃; for 20h; Reagent/catalyst; Heck Reaction; Sealed tube; Inert atmosphere; Schlenk technique;99%
With bis(η3-allyl-μ-chloropalladium(II)); 6H-dibenzo[d,f-1,3]diazepin-6-ylidene-5,7-dihydro-5,7-diphenylphosphanyl; sodium carbonate In N,N-dimethyl acetamide at 130℃; for 24h; Heck Reaction; Schlenk technique; Inert atmosphere;96%
With bis(η3-allyl-μ-chloropalladium(II)); 6H-dibenzo[d,f-1,3]diazepin-6-ylidene-5,7-dihydro-5,7-diphenylphosphanyl; sodium carbonate In N,N-dimethyl acetamide at 130℃; for 24h; Concentration; Time; Heck Reaction; Inert atmosphere; Schlenk technique;96%
288-13-1

NH-pyrazole

460-00-4

1-Bromo-4-fluorobenzene

13788-92-6

1-(4-bromophenyl)-1H-pyrazole

Conditions
ConditionsYield
With Potassium phosphate In N,N-dimethyl-formamide at 150℃; for 27h;99%
With potassium phosphate In N,N-dimethyl-formamide at 190℃; for 1h; Microwave irradiation;71%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20 - 130℃; for 5.5h; Cooling with ice;13 g
With potassium phosphate In 1-methyl-pyrrolidin-2-one at 200℃; for 2h; Sealed tube;
With potassium phosphate In 1-methyl-pyrrolidin-2-one at 200℃; for 2h; Sealed tube;
101-82-6

2-Benzylpyridine

460-00-4

1-Bromo-4-fluorobenzene

1443984-93-7

2-((4-fluorophenyl)(phenyl)methyl)pyridine

Conditions
ConditionsYield
With 15-crown-5; NiXantphos; palladium diacetate; sodium hexamethyldisilazane at 23℃; for 12h; Catalytic behavior; Reagent/catalyst; Glovebox; Inert atmosphere; Sealed tube;99%
With bis(1,5-cyclooctadiene)nickel (0); sodium hexamethyldisilazane; nixantphos at 50℃; for 16h;83%
With tris(triphenylphosphine)rhodium(l) chloride; C18H27N2(1+)*Cl(1-); sodium t-butanolate In toluene at 120℃; for 12h; Inert atmosphere;63%

cyclopentylzinc bromide lithium chloride

460-00-4

1-Bromo-4-fluorobenzene

807335-69-9

1-cyclopentyl-4-fluorobenzene

Conditions
ConditionsYield
With Pd-PEPPSI-IPrAn In tetrahydrofuran; 1,4-dioxane at 0 - 20℃; for 0.5h; Negishi Coupling; Schlenk technique; Inert atmosphere;99%
693-95-8

4-Methylthiazole

460-00-4

1-Bromo-4-fluorobenzene

623577-48-0

5-(4-fluorophenyl)-4-methylthiazole

Conditions
ConditionsYield
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h;99%
With C23H20ClFeN3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 140℃; for 10h; Reagent/catalyst; regioselective reaction;94%
With C34H48Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 8h;83%
460-00-4

1-Bromo-4-fluorobenzene

potassium phenyltrifluoborate

324-74-3

4-fluoro-biphenyl

Conditions
ConditionsYield
With palladium diacetate; sodium carbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate In water at 80℃; for 4h; Time; Suzuki-Miyaura Coupling;99%
With water; palladium diacetate; sodium carbonate at 80℃; for 2h; Time; Suzuki Coupling; Green chemistry;98%
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;96%
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Specification

4-Bromofluorobenzene,  its cas register number is 460-00-4. It also can be called 1-bromo-4-fluoro-benzen; 1-Fluoro-4-bromobenzene; 4-Bromfluorbenzol; 4-Fluorbrombenzol; 4-Fluoro-1-bromobenzene; 4-Fluorophenyl bromide; 4-fluorophenylbromide; Benzene, 1-bromo-4-fluoro. 4-Bromofluorobenzene(CAS NO.460-00-4) is a clear colorless liquid and belongs to the Organic chemicals and Derivatives.  4-Bromofluorobenzene is used in pharmaceutical, pesticide synthesis.

Physical properties about 4-Bromofluorobenzene are: (1)ACD/LogP: 2.976; (2)ACD/LogD (pH 5.5): 2.98; (3)ACD/LogD (pH 7.4): 2.98; (4)ACD/BCF (pH 5.5): 107.65; (5)ACD/BCF (pH 7.4): 107.65; (6)ACD/KOC (pH 5.5): 991.10; (7)ACD/KOC (pH 7.4): 991.10; (8)Index of Refraction: 1.53; (9)Molar Refractivity: 33.937 cm3; (10)Molar Volume: 109.828 cm3; (11)Polarizability: 13.454 10-24cm3; (12)Surface Tension: 33.8409996032715 dyne/cm; (13)Density: 1.593 g/cm3; (14)Flash Point: 49.29 °C; (15)Enthalpy of Vaporization: 37.515 kJ/mol; (16)Boiling Point: 154.505 °C at 760 mmHg; (17)Vapour Pressure: 4.07100009918213 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing, gloves and eye/face protection;
3. Keep away from sources of ignition - No smoking;
4. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
5. Wear suitable protective clothing and gloves;
6. Keep container tightly closed;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H4BrF/c7-5-1-3-6(8)4-2-5/h1-4H;
(2)InChIKey=AITNMTXHTIIIBB-UHFFFAOYSA-N; (
3)Smilesc1(ccc(Br)cc1)F;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LC50 inhalation 18gm/m3/4H (18000mg/m3) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0540496,
rat LD50 oral 2700mg/kg (2700mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0540497,