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4-Bromo-2-fluorobiphenyl is a pale yellow crystalline compound that serves as an intermediate in the synthesis of various bio-active compounds, including non-steroidal anti-inflammatory drugs (NSAIDs). Its unique chemical structure, featuring a bromine atom at the 4th position and a fluorine atom at the 2nd position on the biphenyl backbone, endows it with specific properties that make it valuable in the pharmaceutical industry.

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  • 41604-19-7 Structure
  • Basic information

    1. Product Name: 4-Bromo-2-fluorobiphenyl
    2. Synonyms: 4-BROMO-2-FLUOROBIPHENYL;4-BROMO-2-FLUORO-1,1'-BIPHENYL;2-FLUORO-4-BROMO BIPHENYL;BFBP;1,1'-Biphenyl, 4-bromo-2-fluoro-;Bromo-2-fluorobiphenyl;4-BROMO-2-FLUORODIPHENYL;4-Bromo-2-fluorobiphenyl 97%
    3. CAS NO:41604-19-7
    4. Molecular Formula: C12H8BrF
    5. Molecular Weight: 251.09
    6. EINECS: 255-453-9
    7. Product Categories: blocks;Bromides;FluoroCompounds;Fluoro-Aromatics;PHARMACEUTICAL INTERMEDIATES;Biphenyl derivatives;Biphenyl & Diphenyl ether;Aryl;C9 to C12;Halogenated Hydrocarbons;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
    8. Mol File: 41604-19-7.mol
  • Chemical Properties

    1. Melting Point: 39-41 °C(lit.)
    2. Boiling Point: 175°C 2mm
    3. Flash Point: >230 °F
    4. Appearance: Off-white to pale yellow/Crystalline Powder or Chunks
    5. Density: 1.40
    6. Vapor Pressure: 0.000187mmHg at 25°C
    7. Refractive Index: 1.478
    8. Storage Temp.: Store below +30°C.
    9. Solubility: N/A
    10. Water Solubility: insoluble
    11. BRN: 2208913
    12. CAS DataBase Reference: 4-Bromo-2-fluorobiphenyl(CAS DataBase Reference)
    13. NIST Chemistry Reference: 4-Bromo-2-fluorobiphenyl(41604-19-7)
    14. EPA Substance Registry System: 4-Bromo-2-fluorobiphenyl(41604-19-7)
  • Safety Data

    1. Hazard Codes: Xi,Xn,N
    2. Statements: 22-36/37/38-20/21/22-50/53-36/38
    3. Safety Statements: 36/37/39-36-26-61-60
    4. RIDADR: UN 3152 9/PG 2
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: 9
    8. PackingGroup: II
    9. Hazardous Substances Data: 41604-19-7(Hazardous Substances Data)

41604-19-7 Usage

Uses

Used in Pharmaceutical Industry:
4-Bromo-2-fluorobiphenyl is used as a key intermediate for the synthesis of non-steroidal anti-inflammatory drugs (NSAIDs) due to its ability to be chemically modified to produce active pharmaceutical ingredients. These NSAIDs are widely used for their analgesic, antipyretic, and anti-inflammatory properties, helping to alleviate pain and reduce inflammation in various conditions.
Used in the Synthesis of Bio-active Compounds:
In addition to its role in the production of NSAIDs, 4-Bromo-2-fluorobiphenyl is also utilized as an intermediate in the preparation of other bio-active compounds. These compounds may have potential applications in various therapeutic areas, such as cardiovascular, neurological, and oncological treatments. The versatility of 4-Bromo-2-fluorobiphenyl in chemical reactions allows for the development of novel and effective pharmaceuticals.

Check Digit Verification of cas no

The CAS Registry Mumber 41604-19-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,1,6,0 and 4 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 41604-19:
(7*4)+(6*1)+(5*6)+(4*0)+(3*4)+(2*1)+(1*9)=87
87 % 10 = 7
So 41604-19-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H6ClF3O2S/c1-15(13,14)5-2-3-7(9)6(4-5)8(10,11)12/h2-4H,1H3

41604-19-7 Well-known Company Product Price

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  • Alfa Aesar

  • (A14924)  4-Bromo-2-fluorobiphenyl, 98%   

  • 41604-19-7

  • 1g

  • 118.0CNY

  • Detail
  • Alfa Aesar

  • (A14924)  4-Bromo-2-fluorobiphenyl, 98%   

  • 41604-19-7

  • 5g

  • 302.0CNY

  • Detail
  • Alfa Aesar

  • (A14924)  4-Bromo-2-fluorobiphenyl, 98%   

  • 41604-19-7

  • 25g

  • 988.0CNY

  • Detail
  • Alfa Aesar

  • (A14924)  4-Bromo-2-fluorobiphenyl, 98%   

  • 41604-19-7

  • 50g

  • 1776.0CNY

  • Detail

41604-19-7SDS

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 4-Bromo-2-fluorobiphenyl

1.2 Other means of identification

Product number -
Other names 4-Bromo-2-Fluoro-1,1-Biphenyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:41604-19-7 SDS

41604-19-7Synthetic route

sodium carbonate
497-19-8

sodium carbonate

1-bromo-3-fluoro-4-iodobenzene
105931-73-5

1-bromo-3-fluoro-4-iodobenzene

phenylboronic acid
98-80-6

phenylboronic acid

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

Conditions
ConditionsYield
palladium In fluorobenzene; nitrogen87%
Pd on carbon; palladium dichloride In fluorobenzene; concentrated ethanol55%
4-bromo-2-fluoroaniline
367-24-8

4-bromo-2-fluoroaniline

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

Conditions
ConditionsYield
83%
4-bromo-2-fluoroaniline
367-24-8

4-bromo-2-fluoroaniline

benzene
71-43-2

benzene

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

Conditions
ConditionsYield
With i-propyl nitrite; copper(l) chloride at 20℃; for 3h;76%
With methyl nitrite; copper(l) chloride at 43 - 50℃; for 1.83333h;75%
C12H8BF4(1-)*K(1+)

C12H8BF4(1-)*K(1+)

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

Conditions
ConditionsYield
With pyridinium hydrobromide perbromide In tetrahydrofuran; water at 20℃; for 0.666667h; chemoselective reaction;74%
1-bromo-3-fluoro-4-iodobenzene
105931-73-5

1-bromo-3-fluoro-4-iodobenzene

phenylboronic acid
98-80-6

phenylboronic acid

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene for 5h; Reflux;70%
C6H3BrFN2(1+)*C7H7O3S(1-)

C6H3BrFN2(1+)*C7H7O3S(1-)

phenylboronic acid
98-80-6

phenylboronic acid

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

Conditions
ConditionsYield
With palladium diacetate In water at 20℃; for 72h; Suzuki-Miyaura Coupling; Inert atmosphere;30%
4-bromo-2-fluoroaniline
367-24-8

4-bromo-2-fluoroaniline

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In methanol; water; acetic acid; benzene64.6 grams (51.5%)
With hydrogenchloride; sodium nitrite In methanol; water; acetic acid; benzene64.6 grams (51.5%)
fluoroboric acid

fluoroboric acid

4-bromo-2-amino-1,1'-biphenyl
41604-22-2

4-bromo-2-amino-1,1'-biphenyl

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

2-phenylpropionic acid methyl ester
31508-44-8

2-phenylpropionic acid methyl ester

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

methyl α-(3-fluoro-4-phenylphenyl)-α-phenylpropionate

methyl α-(3-fluoro-4-phenylphenyl)-α-phenylpropionate

Conditions
ConditionsYield
With tri-tert-butyl phosphine; lithium dicyclohexylamide; P(dba)2 In toluene at 20℃; for 15h;97%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

zinc(II) chloride
7646-85-7

zinc(II) chloride

(2-fluoro-[1,1'-biphenyl]-4-yl)zinc chloride

(2-fluoro-[1,1'-biphenyl]-4-yl)zinc chloride

Conditions
ConditionsYield
Stage #1: 1-bromo-3-fluoro-4-phenylbenzene With magnesium; lithium chloride In tetrahydrofuran at 25℃; Schlenk technique; Inert atmosphere;
Stage #2: zinc(II) chloride In tetrahydrofuran at 0 - 25℃; for 0.25h; Schlenk technique; Inert atmosphere;
96%
With magnesium; lithium chloride In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #1: 1-bromo-3-fluoro-4-phenylbenzene With magnesium; lithium chloride In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique; Heating;
Stage #2: zinc(II) chloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Schlenk technique;
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

phenylacetylene
536-74-3

phenylacetylene

(4-phenyl-3-fluoro-phenyl)phenylacetylene

(4-phenyl-3-fluoro-phenyl)phenylacetylene

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride; catacxium A In N,N-dimethyl-formamide at 60℃; for 16h; Sonogashira Cross-Coupling; Inert atmosphere; Sealed tube;96%
potassium 2-cyanopropanoate
1266802-94-1

potassium 2-cyanopropanoate

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

α-methyl-(2-fluoro-4-biphenylyl)acetonitrile
74648-00-3

α-methyl-(2-fluoro-4-biphenylyl)acetonitrile

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,3,5-trimethyl-benzene at 20 - 140℃; for 3.16667h; Inert atmosphere; Sealed tube; chemoselective reaction;95%
9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine

9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

N-(2-fluoro-[1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine

N-(2-fluoro-[1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine

Conditions
ConditionsYield
With 1,1'-bis(diisopropylphosphino)ferrocene; Pd(dippf)maleimide; sodium t-butanolate In toluene at 120℃; for 24h; Inert atmosphere;94%
acetic acid tert-butyl ester
540-88-5

acetic acid tert-butyl ester

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

tert-butyl α-(3-fluoro-4-phenylphenyl)acetate

tert-butyl α-(3-fluoro-4-phenylphenyl)acetate

Conditions
ConditionsYield
With tri-tert-butyl phosphine; lithium dicyclohexylamide; bis(dibenzylideneacetone)-palladium(0) In toluene at 20℃; for 15h;93%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

2-fluorobiphenyl
321-60-8

2-fluorobiphenyl

Conditions
ConditionsYield
With hydrogen; triethylamine In methanol; water at 120℃; under 22502.3 Torr; for 46h; Autoclave;93%
With hydrogen; triethylamine In methanol; water at 120℃; under 22502.3 Torr;93%
With lithium aluminium tetrahydride; niobium pentachloride In 1,2-dimethoxyethane for 0.5h; Heating;40%
With iron(III)-acetylacetonate; tert-butylmagnesium chloride In tetrahydrofuran at 0℃; for 1.5h; Inert atmosphere;86 %Chromat.
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

3-fluoro-4-phenyl-1-ethynylbenzene

3-fluoro-4-phenyl-1-ethynylbenzene

Conditions
ConditionsYield
Stage #1: 1-bromo-3-fluoro-4-phenylbenzene; trimethylsilylacetylene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 55℃; for 24h; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique; Sealed tube;
Stage #2: With potassium carbonate In tetrahydrofuran; methanol at 20℃; for 2h; Inert atmosphere; Schlenk technique; Sealed tube;
93%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

diethyl malonate
105-53-3

diethyl malonate

diethyl 2-(2-fluorobiphenyl-4-yl)malonate

diethyl 2-(2-fluorobiphenyl-4-yl)malonate

Conditions
ConditionsYield
With potassium phosphate; tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0) In toluene at 70℃; for 12h;91%
With sodium hydride; copper(I) bromide 1.) dioxane, 17-20 deg C, 2.) dioxane, reflux, 6 h; Yield given. Multistep reaction;
Methyl isobutyrate
547-63-7

Methyl isobutyrate

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

methyl 2-­(2-­fluoro-­[1,1'-­biphenyl]-­4-­yl)-­2-­methylpropanoate

methyl 2-­(2-­fluoro-­[1,1'-­biphenyl]-­4-­yl)-­2-­methylpropanoate

Conditions
ConditionsYield
With tri-tert-butyl phosphine; lithium dicyclohexylamide; bis(dibenzylideneacetone)-palladium(0) In toluene at 20℃; for 14h;91%
ethene
74-85-1

ethene

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

4-ethenyl-2-fluorobiphenyl
63444-55-3

4-ethenyl-2-fluorobiphenyl

Conditions
ConditionsYield
With 10H-phenothiazine; bis(μ-chloro)bis{(2-(1-(hydroxyimino)methyl)phenyl-C1,N)palladium(II)}; potassium acetate In N,N-dimethyl acetamide at 105℃; under 760.051 Torr; for 18h; Heck-Mizoroki reaction; Inert atmosphere;91%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

pinacol vinylboronate
75927-49-0

pinacol vinylboronate

4-ethenyl-2-fluorobiphenyl
63444-55-3

4-ethenyl-2-fluorobiphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water Inert atmosphere; Reflux;91%
With PdCl2((S)-Xyl-phanephos); potassium carbonate In 1,4-dioxane; water at 101℃; for 17h; Inert atmosphere;59%
Suzuki Coupling;
1,1-bis(trimethylsilyloxy)prop-1-ene
31469-22-4

1,1-bis(trimethylsilyloxy)prop-1-ene

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

fluorobiprofen
5104-49-4

fluorobiprofen

Conditions
ConditionsYield
Stage #1: 1-bromo-3-fluoro-4-phenylbenzene With zinc(II) fluoride; tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0) In toluene for 0.666667h; Inert atmosphere;
Stage #2: 1,1-bis(trimethylsilyloxy)prop-1-ene In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 80℃; for 12h; Sealed tube; Inert atmosphere;
91%
tert-butyl propionate
20487-40-5

tert-butyl propionate

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

tert-butyl α-(3-fluoro-4-phenylphenyl)propionate

tert-butyl α-(3-fluoro-4-phenylphenyl)propionate

Conditions
ConditionsYield
Stage #1: tert-butyl propionate With palladium diacetate; lithium hexamethyldisilazane; DavePhos In hexanes; toluene at -10℃; Inert atmosphere;
Stage #2: 1-bromo-3-fluoro-4-phenylbenzene In hexanes; toluene at -10 - 80℃; Inert atmosphere;
90%
With palladium diacetate; lithium hexamethyldisilazane; DavePhos In toluene at 80℃; for 0.333333h;86%
With 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazolium tetrafluoroborate; sodium hexamethyldisilazane; bis(dibenzylideneacetone)-palladium(0) In toluene at 20℃; for 12h;66%
methyl cyclohexylcarboxylate
4630-82-4

methyl cyclohexylcarboxylate

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

methyl α-(3-fluoro-4-phenylphenyl)cyclohexanecarboxylate

methyl α-(3-fluoro-4-phenylphenyl)cyclohexanecarboxylate

Conditions
ConditionsYield
With tri-tert-butyl phosphine; lithium dicyclohexylamide; bis(dibenzylideneacetone)-palladium(0) In toluene at 20℃; for 18h;90%
benzyl 2-methylpropanoate
103-28-6

benzyl 2-methylpropanoate

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

benzyl α-(3-fluoro-4-phenylphenyl)isobutyrate

benzyl α-(3-fluoro-4-phenylphenyl)isobutyrate

Conditions
ConditionsYield
With tri-tert-butyl phosphine; lithium dicyclohexylamide; bis(dibenzylideneacetone)-palladium(0) In toluene at 20℃; for 12h;90%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

4,4,5,5-tetramethyl-2-phenethyl-1,3,2-dioxaborolane
165904-22-3

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

2-fluoro-4-phenethylbiphenyl
1361022-83-4

2-fluoro-4-phenethylbiphenyl

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; ruphos In water; toluene at 80℃; for 24h; Suzuki coupling; Inert atmosphere;90%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

acetyl chloride
75-36-5

acetyl chloride

4-acetyl-4'-bromo-2'-fluorobiphenyl
53591-96-1

4-acetyl-4'-bromo-2'-fluorobiphenyl

Conditions
ConditionsYield
With aluminium trichloride In various solvent(s) for 16h; Ambient temperature;88%
With aluminium trichloride In various solvent(s)
With sodium bicarbonate; aluminium trichloride In dichloromethane; water96 g (82.2%)
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

N-tosyl-1,2-oxazetidine

N-tosyl-1,2-oxazetidine

C21H20FNO3S

C21H20FNO3S

Conditions
ConditionsYield
Stage #1: 1-bromo-3-fluoro-4-phenylbenzene With tert.-butyl lithium In tetrahydrofuran; pentane at -78 - -40℃; for 0.75h; Inert atmosphere;
Stage #2: N-tosyl-1,2-oxazetidine With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; pentane at -55℃; for 1h; Inert atmosphere;
88%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

tetramethylammonium trifluoromethylselenate(0)
75264-92-5

tetramethylammonium trifluoromethylselenate(0)

(2-fluoro-[1,1'-biphenyl]-4-yl)(trifluoromethyl)selane

(2-fluoro-[1,1'-biphenyl]-4-yl)(trifluoromethyl)selane

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0) In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;86%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

propionyl chloride
79-03-8

propionyl chloride

2-fluoro-4-bromo-4'-propionylbiphenyl
116831-22-2

2-fluoro-4-bromo-4'-propionylbiphenyl

Conditions
ConditionsYield
With aluminium trichloride In various solvent(s) for 16h; Ambient temperature;85%
With aluminium trichloride In various solvent(s)
methanethiosulfonic acid S-methyl ester
2949-92-0

methanethiosulfonic acid S-methyl ester

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

2-fluoro-4-(methylthio)biphenyl
1187442-21-2

2-fluoro-4-(methylthio)biphenyl

Conditions
ConditionsYield
Stage #1: 1-bromo-3-fluoro-4-phenylbenzene With magnesium; lithium chloride In tetrahydrofuran at 25℃; for 0.5h; Inert atmosphere;
Stage #2: methanethiosulfonic acid S-methyl ester In tetrahydrofuran at 0 - 25℃; Inert atmosphere;
Stage #3: In tetrahydrofuran
84%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

cyclohexanone
108-94-1

cyclohexanone

C18H19FO

C18H19FO

Conditions
ConditionsYield
Stage #1: 1-bromo-3-fluoro-4-phenylbenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: cyclohexanone In tetrahydrofuran; hexane at -78 - 20℃; for 1.83333h; Inert atmosphere;
84%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

butyryl chloride
141-75-3

butyryl chloride

1-(4'-Bromo-2'-fluoro-biphenyl-4-yl)-butan-1-one
116831-23-3

1-(4'-Bromo-2'-fluoro-biphenyl-4-yl)-butan-1-one

Conditions
ConditionsYield
With aluminium trichloride In various solvent(s) for 16h; Ambient temperature;83%
methyl 2-methylbutanoate
868-57-5

methyl 2-methylbutanoate

1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

methyl α-(3-fluoro-4-phenylphenyl)-α-methyl-butyrate

methyl α-(3-fluoro-4-phenylphenyl)-α-methyl-butyrate

Conditions
ConditionsYield
With tri-tert-butyl phosphine; lithium dicyclohexylamide; bis(dibenzylideneacetone)-palladium(0) In toluene at 20℃; for 10h;83%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

tert-butyl (3R)-3-({[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]amino}carbonyl)hex-5-enoate
230961-69-0

tert-butyl (3R)-3-({[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]amino}carbonyl)hex-5-enoate

A

tert-butyl (3R,5Z)-3-({[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]amino}carbonyl)-6-[3-fluoro-(4-phenyl)phenyl]hex-5-enoate

tert-butyl (3R,5Z)-3-({[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]amino}carbonyl)-6-[3-fluoro-(4-phenyl)phenyl]hex-5-enoate

B

C37H45FN2O4

C37H45FN2O4

C

tert-butyl (3R,5E)-3-({[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]amino}carbonyl)-6-[3-fluoro-(4-phenyl)phenyl]hex-5-enoate
230962-25-1

tert-butyl (3R,5E)-3-({[(1S)-2,2-dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]amino}carbonyl)-6-[3-fluoro-(4-phenyl)phenyl]hex-5-enoate

Conditions
ConditionsYield
A n/a
B n/a
C 83%
1-bromo-3-fluoro-4-phenylbenzene
41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

phenylboronic acid
98-80-6

phenylboronic acid

2'-fluoro-1,1':4',1''-terphenyl
113770-42-6

2'-fluoro-1,1':4',1''-terphenyl

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 75℃; for 12h; Suzuki-Miyaura Coupling;83%
With potassium carbonate In ethanol; water for 0.333333h; Catalytic behavior; Suzuki-Miyaura Coupling; Heating; Green chemistry;60%

41604-19-7Relevant articles and documents

A mild and practical synthesis of biphenyl compounds

Liang, Shuang,Cao, Xiaohui,Yan, Xilong,Chen, Ligong

, p. 555 - 556 (2012)

A mild and practical synthetic route for biphenyls is established. Isopropyl nitrite was prepared from sodium nitrite, isopropanol and hydrochloric acid. The biphenyl compounds were obtained from the diazotisation of aniline derivatives with the generated isopropyl nitrite and the coupling reaction with benzene derivatives in the presence of CuCl as a catalyst in good yields.

AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING SAME

-

Paragraph 0193-0198; 0229-0233, (2021/04/20)

The present invention relates to an organic light emitting compound which is aromatic amine derivatives expressed as chemical formula A and has excellent light emitting properties such as brightness and light emitting efficiency compared with those of an existing light emitting material. Accordingly, an organic electroluminescent device comprising the same has excellent light emitting properties.

Method for synthesizing biphenyl compounds by adopting microchannel reactor

-

Paragraph 0051-0056; 0057-0070, (2021/11/10)

The invention relates to a method for synthesizing biphenyl compounds by adopting a microchannel reactor. The method comprises the following steps: mixing a compound shown in a formula (1), a compound shown in a formula (2), a compound shown in a formula (3) and a copper catalyst in the microchannel reactor, carrying out diazotization coupling reaction, and purifying the obtained reaction product to obtain a compound shown in a formula (4). Compared with the prior art, the micro-channel reactor is adopted, so that the diazotization coupling reaction time is effectively shortened, the reaction stability and efficiency are improved, the reaction yield and purity are improved, and the method has the advantages of environmental protection, safety, simple process, low cost, continuous industrial production and the like.

Aromatic amine derivatives having fluorenyl moiety and organic light-emitting diode including the same

-

Paragraph 0215; 0222-0227; 0295-0299, (2020/03/24)

The present invention relates to aromatic amine derivatives with a fluorene structure and a light-emitting element including the same, and more specifically, to an organic light-emitting compound expressed as [Formula A] and a light-emitting element containing the same. [Formula A] In [Formula A], X1 or X8 and Ar1, Ar2 are specifically defined in the description of the invention.

Arenediazonium Tosylates (ADTs) as Efficient Reagents for Suzuki-Miyaura Cross-Coupling in Neat Water

Kutonova, Ksenia V.,Jung, Nicole,Trusova, Marina E.,Filimonov, Victor D.,Postnikov, Pavel S.,Br?se, Stefan

, p. 1680 - 1688 (2017/03/21)

A simple, convenient, and environment-friendly procedure for the preparation of substituted biaryls via Suzuki-Miyaura cross-coupling- was developed. The use of arenediazonium tosylates and corresponding boron compounds allows a conversion in neat water in the presence of commercially available Pd(OAc)2 under mild conditions with tolerance to a wide range of functional groups. A procedure particularly useful for the synthesis of di-ortho-substituted biaryls was developed.

Halodeboronation of organotrifluoroborates using tetrabutylammonium tribromide or cesium triiodide

Yao, Min-Liang,Kabalka, George W.,Blevins, David W.,Reddy, Marepally Srinivasa,Yong, Li

experimental part, p. 3738 - 3743 (2012/06/30)

Halodeboronation of organotrifluoroborates using commercially available tetrabutylammonium tribromide (TBATB) or cesium triiodide in aqueous medium is reported. The mild, transition metal-free method has proven to be tolerant of a wide range of functional groups. High regio- and chemoselectivity are observed. Two synthetic routes to (Z)-dibromoalkenes from alkynes, through stereodefined (Z)-2-bromoalkenyltrifluoroborates and (Z)-1,2-bis(boryl) alkenyltrifluoroborates, have been developed using the TBATB mediated bromodeboronation as the key step.

Synthesis of bromobiphenyls

-

, (2008/06/13)

Bromobiphenyls (such as 2-fluoro-4-bromobiphenyl) are synthesized by reacting together a phenylboronic acid (such as phenylboronic acid) and a bromoiodobenzene (such as 2-fluoro-4-bromoiodobenzene). The reaction generally takes place with the aid of a catalyst (such as palladium in a zero valance state) and an inert solvent (such as fluorobenzene). Control of temperature is very important to obtain both an acceptable reaction rate and an acceptable level of terphenyl byproduct.

Processes for the preparation of hydratropic acids

-

, (2008/06/13)

Novel processes for making arylpropionic acids are described. One process comprises carboxylating particular Grignard compounds which are the products of a catalyzed reaction between corresponding arylmagnesium bromides and ethylene. Furthermore, the reaction making the particular Grignard compounds is itself novel. Also, an improved method is disclosed for making coupled aryl compounds useful as intermediates for making compounds having a pharmaceutical use. For example, particular biaryls may be used to make some of the Grignard compounds herein from which the arylpropionic acids are made. Finally, an improved bromination is disclosed giving high yields of 4-bromo-2-fluoroaniline, which is thereafter coupled with benzene, then used to make the arylmagnesium bromide reacted with ethylene to obtain the particular Grignard compound and subsequent desired arylpropionic acid, i.e. 2-(2-fluoro-4-biphenylyl)propionic acid.

Process for preparing biaryl compounds via coupling of an arylamine with an arene

-

, (2008/06/13)

Improvement in the process for preparing biaryl compounds via coupling of an arylamine with an arene in the presence of a nitrite, an acid and copper metal or a derivative thereof; the improvement is consisting in adding to the reaction mixture a trialkylorthoformate. The process may be used for preparing drugs such as Flurbiprofen and Xenbucin or intermediate compounds particularly useful for preparing Flurbiprofen, Flufenisal, Chlordimorin, Xenbucin, Xenysalate, Xenyhexenic acid and the like.

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