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4-Bromofluorobenzene Manufacturer/High quality/Best price/In stock
Cas No: 460-00-4
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Top purity 4-Bromofluorobenzene with high quality and best price cas:460-00-4
Cas No: 460-00-4
USD $ 3.0-10.0 / Kilogram 1 Kilogram 99999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
High quality p-Fluorobromobenzene supplier in China
Cas No: 460-00-4
No Data 1 Kilogram 100 Metric Ton/Month Simagchem Corporation Contact Supplier
4-bromofluorobenzene CAS NO.460-00-4
Cas No: 460-00-4
USD $ 1.0-3.0 / Metric Ton 1 Metric Ton 10 Metric Ton/Day Hebei yanxi chemical co.,LTD. Contact Supplier
460-00-4 4-Bromofluorobenzene
Cas No: 460-00-4
USD $ 40.0-50.0 / Gram 1 Gram 1000 Metric Ton/Day WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
460-00-4 4-Bromofluorobenzene
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Amadis Chemical offer CAS#460-00-4;CAT#A826954
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No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
4-Bromofluorobenzene
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No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier
4-Bromofluorobenzene
Cas No: 460-00-4
USD $ 5.0-5.0 / Kilogram 1 Kilogram 1000 Kilogram/Month Enke Pharma-tech Co.,Ltd. (Cangzhou, China ) Contact Supplier
4-Bromofluorobenzene
Cas No: 460-00-4
USD $ 1.0-2.0 / Metric Ton 5 Metric Ton 2500 Metric Ton/Month Henan Sinotech Import&Export Corporation Contact Supplier

460-00-4 Usage

Uses

4-Bromofluorobenzene is a dihalogenated benzene used in the preparation of pharmaceutical compounds such as atypical antipsychotic agents.

Health Hazard

ACUTE/CHRONIC HAZARDS: Irritant.

General Description

Colorless liquid.

Air & Water Reactions

Highly flammable. Insoluble in water.

Chemical Properties

clear colorless liquid

Reactivity Profile

Simple aromatic halogenated organic compounds, such as 4-Bromofluorobenzene, 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.
InChI:InChI=1/C2H2BrF/c3-1-2-4/h1-2H/b2-1+

460-00-4 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A11630)  1-Bromo-4-fluorobenzene, 99%    460-00-4 2500g 3165.0CNY Detail
Alfa Aesar (A11630)  1-Bromo-4-fluorobenzene, 99%    460-00-4 500g 792.0CNY Detail
Alfa Aesar (A11630)  1-Bromo-4-fluorobenzene, 99%    460-00-4 100g 401.0CNY Detail
TCI America (B0884)  4-Bromofluorobenzene  >98.0%(GC) 460-00-4 500g 640.00CNY Detail
TCI America (B0884)  4-Bromofluorobenzene  >98.0%(GC) 460-00-4 100g 490.00CNY Detail
TCI America (B0884)  4-Bromofluorobenzene  >98.0%(GC) 460-00-4 25g 105.00CNY Detail

460-00-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name p-Bromofluorobenzene

1.2 Other means of identification

Product number -
Other names 4-Bromofluorobenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
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:460-00-4 SDS

460-00-4Synthetic route

fluorobenzene
462-06-6

fluorobenzene

1-Bromo-4-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%
4-fluorophenyhydrazine hydrochloride
823-85-8

4-fluorophenyhydrazine hydrochloride

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

1-Bromo-4-fluorobenzene

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

4-bromo-phenol

1-Bromo-4-fluorobenzene
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.
4-fluorobenzenediazonium tetrafluoroborate
459-45-0

4-fluorobenzenediazonium tetrafluoroborate

1-Bromo-4-fluorobenzene
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

C14H13BrN3Pol

1-Bromo-4-fluorobenzene
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%
4-fluoroaniline
371-40-4

4-fluoroaniline

1-Bromo-4-fluorobenzene
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%
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

1-Bromo-4-fluorobenzene
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%
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

A

bromobenzene
108-86-1

bromobenzene

B

1-Bromo-4-fluorobenzene
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%
4-Bromophenylboronic acid
5467-74-3

4-Bromophenylboronic acid

1-Bromo-4-fluorobenzene
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
Pd(C5H5N)(C13H8N2SO2C6H4NO2)(C6H4Br)
1063716-78-8

Pd(C5H5N)(C13H8N2SO2C6H4NO2)(C6H4Br)

1-Bromo-4-fluorobenzene
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%
4-bromo-aniline
106-40-1

4-bromo-aniline

1-Bromo-4-fluorobenzene
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;
(N,N′-di-tert-butyl-2,11-diaza[3.3](2,6)pyridinophane)Ni(PhF)Br
1597433-83-4

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

1-Bromo-4-fluorobenzene
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%
fluorobenzene
462-06-6

fluorobenzene

A

o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

B

1-Bromo-4-fluorobenzene
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;
fluorobenzene
462-06-6

fluorobenzene

A

o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

B

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

2,4-dibromo-1-fluorobenzene

C

2,4,6-Tribromofluorobenzene
3925-78-8

2,4,6-Tribromofluorobenzene

D

1-Fluoro-1,2,3,4,5,6-hexabromocyclohexane
359-90-0

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

E

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

1-Bromo-4-fluorobenzene

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

fluorobenzene

A

o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

B

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

2,4-dibromo-1-fluorobenzene

C

1-Fluoro-1,2,3,4,5,6-hexabromocyclohexane
359-90-0

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

D

1-Bromo-4-fluorobenzene
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;
bromobenzene
108-86-1

bromobenzene

A

o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

B

3-fluorobromobenzene
1073-06-9

3-fluorobromobenzene

C

1-Bromo-4-fluorobenzene
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 %;
4-bromobenzenediazonium tetrafluoroborate
673-40-5

4-bromobenzenediazonium tetrafluoroborate

A

bromochlorobenzene
106-39-8

bromochlorobenzene

B

bromobenzene
108-86-1

bromobenzene

C

1-Bromo-4-fluorobenzene
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

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

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

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
With meta-dinitrobenzene; cesium fluoroxysulphate In acetonitrile Ambient temperature;15 % Spectr.
1-Chloro-4-fluorobenzene
352-33-0

1-Chloro-4-fluorobenzene

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

1-Bromo-4-fluorobenzene

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

4-bromobenzenediazonium tetrafluoroborate

A

bromochlorobenzene
106-39-8

bromochlorobenzene

B

1-Bromo-4-fluorobenzene
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

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

1-Bromo-4-fluorobenzene

fluorobenzene
462-06-6

fluorobenzene

bromine
7726-95-6

bromine

iron

iron

A

o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

B

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

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
at 100℃;
carbon disulfide
75-15-0

carbon disulfide

fluorobenzene
462-06-6

fluorobenzene

bromine
7726-95-6

bromine

aluminium

aluminium

A

o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

B

3-fluorobromobenzene
1073-06-9

3-fluorobromobenzene

C

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

1-Bromo-4-fluorobenzene

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

tetrachloromethane

fluorobenzene
462-06-6

fluorobenzene

iodo monobromide

iodo monobromide

A

o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

B

3-fluorobromobenzene
1073-06-9

3-fluorobromobenzene

C

4-fluoro-1-iodobenzene
352-34-1

4-fluoro-1-iodobenzene

D

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

1-Bromo-4-fluorobenzene

Conditions
ConditionsYield
Product distribution;
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

fluorobenzene
462-06-6

fluorobenzene

A

o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

B

3-fluorobromobenzene
1073-06-9

3-fluorobromobenzene

C

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

1-Bromo-4-fluorobenzene

D

HBr

HBr

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

4-fluoroboronic acid

1-Bromo-4-fluorobenzene
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.
tris(4-fluorophenyl)boroxine
448-59-9

tris(4-fluorophenyl)boroxine

1-Bromo-4-fluorobenzene
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.
bromobenzene
108-86-1

bromobenzene

A

o-fluorobromobenzene
1072-85-1

o-fluorobromobenzene

B

2-bromo-1-oxypentafluorosulfanylbenzene
1000995-64-1

2-bromo-1-oxypentafluorosulfanylbenzene

C

4-bromo-1-oxypentafluorosulfanylbenzene
344455-90-9

4-bromo-1-oxypentafluorosulfanylbenzene

D

3-bromo-1-oxypentafluorosulfanylbenzene

3-bromo-1-oxypentafluorosulfanylbenzene

E

C6H3FBrOSF5

C6H3FBrOSF5

F

C6H3FBrOSF5

C6H3FBrOSF5

G

C6H3FBrOSF5

C6H3FBrOSF5

H

C6H3FBrOSF5

C6H3FBrOSF5

I

C6H3FBrOSF5

C6H3FBrOSF5

J

C6H3FBrOSF5

C6H3FBrOSF5

K

C6H3FBrOSF5

C6H3FBrOSF5

L

C6H3FBrOSF5

C6H3FBrOSF5

M

C6H3FBrOSF5

C6H3FBrOSF5

N

C6H3FBrOSF5

C6H3FBrOSF5

O

C6H4(OSF5)2

C6H4(OSF5)2

P

C6H4(OSF5)2

C6H4(OSF5)2

Q

C6H4(OSF5)2

C6H4(OSF5)2

R

3-fluorobromobenzene
1073-06-9

3-fluorobromobenzene

S

1,3-dibromobenzene
108-36-1

1,3-dibromobenzene

T

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

U

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

1-Bromo-4-fluorobenzene

V

1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

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

ammonium chloride

2,4-dimethylbenzaldehyde
15764-16-6

2,4-dimethylbenzaldehyde

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

1-Bromo-4-fluorobenzene

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

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

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

1-Bromo-4-fluorobenzene

cyclohexylmagnesium bromide
931-50-0

cyclohexylmagnesium bromide

1-cyclohexyl-4-fluorobenzene
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

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

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

1-Bromo-4-fluorobenzene

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

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

2-(3-cyanopropyldimethylsilyl)ethanethiol

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

1-Bromo-4-fluorobenzene

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

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%
Norbornan-2-on
497-38-1

Norbornan-2-on

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

1-Bromo-4-fluorobenzene

2-(4-fluorophenyl)bicyclo[2.2.1]heptan-2-ol
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;
1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

4,4'-difluorobiphenyl
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%
1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

phenylboronic acid
98-80-6

phenylboronic acid

4-fluoro-biphenyl
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%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

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

1-Bromo-4-fluorobenzene

4-methyl-4'-fluorobiphenyl
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%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

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

1-Bromo-4-fluorobenzene

4-(4-fluorophenyl)anisole
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%
4-fluoroboronic acid
1765-93-1

4-fluoroboronic acid

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

1-Bromo-4-fluorobenzene

4,4'-difluorobiphenyl
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%
3,4-(methylenedioxy)-benzeneboronic acid
94839-07-3

3,4-(methylenedioxy)-benzeneboronic acid

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

1-Bromo-4-fluorobenzene

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

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;
3-chloro-4-fluorophenylboronic acid
144432-85-9

3-chloro-4-fluorophenylboronic acid

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

1-Bromo-4-fluorobenzene

3-chloro-4,4'-difluorobiphenyl

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%
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
61676-62-8

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

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

1-Bromo-4-fluorobenzene

2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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%
Trimethyl borate
121-43-7

Trimethyl borate

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

1-Bromo-4-fluorobenzene

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

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

Conditions
ConditionsYield
With acetic acid; lithium diisopropyl amide In tetrahydrofuran; diethyl ether; water99%
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
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

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

1-Bromo-4-fluorobenzene

4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4'-fluoro-1,1'-biphenyl
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%
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

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

1-Bromo-4-fluorobenzene

4,4'-difluorobenzhydryl alcohol
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;
(2,6-dimethoxyphenyl)boronic acid
23112-96-1

(2,6-dimethoxyphenyl)boronic acid

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

1-Bromo-4-fluorobenzene

2,6-dimethoxy-4'-fluorobiphenyl
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%
1-Bromo-4-fluorobenzene
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;
4-Methoxystyrene
637-69-4

4-Methoxystyrene

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

1-Bromo-4-fluorobenzene

1-(4-methoxystyryl)-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%
7,8-benzoquinoline
230-27-3

7,8-benzoquinoline

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

1-Bromo-4-fluorobenzene

10-(4-fluorophenyl)benzo[h]quinoline
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%
Octanethiol
111-88-6

Octanethiol

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

1-Bromo-4-fluorobenzene

4-fluorophenyl octyl sulfide
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%
(5,10,15,20-tetrakis(p-tolyl)porphyrinato)carbonyliridium(III) chloride
872415-81-1

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

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

1-Bromo-4-fluorobenzene

(p-fluorophenyl)(5,10,15,20-tetrakis(p-tolyl)porphyrinato)iridium(III)
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%
(5,10,15,20-tetrakis(p-tolyl)porphyrinato)carbonyliridium(III) chloride
872415-81-1

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

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

1-Bromo-4-fluorobenzene

C54H40FIrN4

C54H40FIrN4

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

acrylic acid n-butyl ester

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

1-Bromo-4-fluorobenzene

butyl 3-(4-fluorophenyl)acrylate

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%
NH-pyrazole
288-13-1

NH-pyrazole

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

1-Bromo-4-fluorobenzene

1-(4-bromophenyl)-1H-pyrazole
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;
2-Benzylpyridine
101-82-6

2-Benzylpyridine

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

1-Bromo-4-fluorobenzene

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

cyclopentylzinc bromide lithium chloride

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

1-Bromo-4-fluorobenzene

1-cyclopentyl-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%
4-Methylthiazole
693-95-8

4-Methylthiazole

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

1-Bromo-4-fluorobenzene

5-(4-fluorophenyl)-4-methylthiazole
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%
1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

potassium phenyltrifluoborate

potassium phenyltrifluoborate

4-fluoro-biphenyl
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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