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591-18-4

Basic Information
CAS No.: 591-18-4
Name: Benzene,1-bromo-3-iodo-
Molecular Structure:
Molecular Structure of 591-18-4 (Benzene,1-bromo-3-iodo-)
Formula: C6H4BrI
Molecular Weight: 282.90
Synonyms: 1-Bromo-5-iodobenzene;1-Iodo-3-bromobenzene;3-Bromo-1-iodobenzene;3-Bromoiodobenzene;3-Bromophenyl iodide;3-Iodobromobenzene;m-Bromoiodobenzene;
EINECS: 209-703-9
Density: 2.215 g/cm3
Melting Point: -9.3 °C
Boiling Point: 239.6 °C at 760 mmHg
Flash Point: 105.3 °C
Solubility: Insoluble in water
Appearance: Clear colourless to light yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
Transport Information:
PSA: 0.00000
LogP: 3.05370
Synthetic route
585-76-2

m-bromobenzoic acid

591-18-4

1-Bromo-3-iodobenzene

Conditions
ConditionsYield
With N-iodo-succinimide; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; iodine; caesium carbonate In 1,2-dichloro-ethane at 50℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;80%
With 1-iodo-3,5,5-trimethylhydantoin In tetrachloromethane for 15h; Concentration; Reagent/catalyst; Solvent; Time; Reflux; Irradiation;61%
89598-96-9

(3-bromophenyl)boronic acid

591-18-4

1-Bromo-3-iodobenzene

Conditions
ConditionsYield
With N-iodo-succinimide In acetonitrile at 81℃; for 6h;77%
201230-82-2

carbon monoxide

150177-91-6

3-bromo-1-iodylbenzene

A

591-18-4

1-Bromo-3-iodobenzene

B

121-91-5

isophthalic acid

C

585-76-2

m-bromobenzoic acid

Conditions
ConditionsYield
With sodium tetrachloropalladate; sodium carbonate In water at 40℃; for 5.5h; Yields of byproduct given;A n/a
B 14%
C 76%
1711-09-7

3-bromobenzoyl chloride

591-18-4

1-Bromo-3-iodobenzene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 12h;72%
108-86-1

bromobenzene

108-95-2

phenol

A

591-18-4

1-Bromo-3-iodobenzene

B

583-55-1

1-Bromo-2-iodobenzene

C

589-87-7

1,4-bromoiodobenzene

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iodine at 289.9℃; for 0.0272222h; Product distribution;A 47.6%
B 28.9%
C 23.5%
626-01-7

3-Iodoaniline

591-18-4

1-Bromo-3-iodobenzene

Conditions
ConditionsYield
Ueberfuehrung in das Diazoperbromid und Zersetzung;
591-19-5

3-bromoaniline

591-18-4

1-Bromo-3-iodobenzene

Conditions
ConditionsYield
With iodine
63520-49-0

1-Iod-3-(trimethylsilyl)benzol

591-18-4

1-Bromo-3-iodobenzene

Conditions
ConditionsYield
With bromine
1711-10-0

3-iodobenzoyl chloride

A

66832-24-4

2-<(trichloromethyl)thio>pyridine

B

591-18-4

1-Bromo-3-iodobenzene

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); Bromotrichloromethane; 2-mercaptopyridine-1-oxide sodium salt at 100℃; for 0.0833333h; Heating; Yield given. Yields of byproduct given;
139-02-6

sodium phenoxide

81447-71-4

m-bromodiphenyliodonium iodide

A

108-86-1

bromobenzene

B

101-84-8

diphenylether

C

591-50-4

iodobenzene

D

591-18-4

1-Bromo-3-iodobenzene

E

6876-00-2

3-bromodiphenyl ether

F

71-43-2

benzene

Conditions
ConditionsYield
In water at 60℃; Product distribution; Mechanism; relative rates of decomposition of the 9-I-2 intermediate;
1829-88-5

bis-(3-bromo-benzoyl)-peroxide

591-18-4

1-Bromo-3-iodobenzene

Conditions
ConditionsYield
With iodobenzene In benzene
108-36-1

1,3-dibromobenzene

591-18-4

1-Bromo-3-iodobenzene

Conditions
ConditionsYield
With Iodine monochloride; N-ethyl-N,N-diisopropylamine; Wang resin 1.) DMF, 40-50 deg C, 2.) CH2Cl2; Yield given. Multistep reaction;
7553-56-2

iodine

63467-81-2

3-bromo-benzenediazonium; bromide

591-18-4

1-Bromo-3-iodobenzene

7553-56-2

iodine

3-bromo-benzenediazonium; dichloride iodide

591-18-4

1-Bromo-3-iodobenzene

7553-56-2

iodine

m-bromobenzene diazonium nitrate

591-18-4

1-Bromo-3-iodobenzene

7553-56-2

iodine

3-bromo-benzenediazonium; hexachloroplatinate (IV)

591-18-4

1-Bromo-3-iodobenzene

7553-56-2

iodine

20893-74-7

3-bromophenyldiazonium chloride

591-18-4

1-Bromo-3-iodobenzene

3-bromo-benzenediazonium; tribromoide

iodine

iodine

591-18-4

1-Bromo-3-iodobenzene

3-bromo-benzenediazonium; sulfate

iodine

iodine

591-18-4

1-Bromo-3-iodobenzene

60-29-7

diethyl ether

3-bromo-phenyl magnesium (1+); bromide

iodine

iodine

591-18-4

1-Bromo-3-iodobenzene

2060-89-1

m-bis(trimethylsilyl)benzene

591-18-4

1-Bromo-3-iodobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: IBr
2: Br2
View Scheme
691-37-2

4-Methyl-1-pentene

1426083-16-0

bis(3-bromophenyl)iodonium triflate

A

591-18-4

1-Bromo-3-iodobenzene

B

176088-47-4

6-bromo-1,1-dimethyl-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With copper(I) trifluoromethanesolfonate toluene complex In dichloromethane at 70℃; for 24h; Molecular sieve; Inert atmosphere; Sealed tube;A n/a
B 82 %Spectr.
1711-09-7

3-bromobenzoyl chloride

126261-84-5

1-iodo-4-n-propylbenzene

A

591-18-4

1-Bromo-3-iodobenzene

B

52710-27-7

4-propylbenzoyl chloride

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 12h; Time;
591-18-4

1-Bromo-3-iodobenzene

1066-54-2

trimethylsilylacetylene

3989-13-7

2-(3-bromophenyl)ethynyltrimethylsilane

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; trimethylamine for 0.5h; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique; Reflux;100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 20℃; for 1h; Inert atmosphere;99%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;93%
591-18-4

1-Bromo-3-iodobenzene

1692-25-7

3-pyridylboronic acid

4422-32-6

3-(3'-bromophenyl)pyridine

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 100℃; Inert atmosphere;100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 18h; Reflux;90.9%
With palladium diacetate; sodium carbonate; triphenylphosphine In 1,2-dimethoxyethane; water for 18h; Inert atmosphere; Reflux;88%
591-18-4

1-Bromo-3-iodobenzene

1138037-06-5

ethyl 1-(2,5-difluorophenyl)-5-({3-[(2-ethylhexyl)oxy]-3-oxopropyl}thio)-1H-pyrazole-3-carboxylate

1138037-34-9

ethyl 5-[(3-bromophenyl)thio]-1-(2,5-difluorophenyl)-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
Stage #1: ethyl 1-(2,5-difluorophenyl)-5-({3-[(2-ethylhexyl)oxy]-3-oxopropyl}thio)-1H-pyrazole-3-carboxylate With sodium ethanolate In ethanol at 0 - 20℃;
Stage #2: 1-Bromo-3-iodobenzene; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 80℃; for 2h;
100%
591-18-4

1-Bromo-3-iodobenzene

3,3’-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-phenylene)dipyridine

1258975-28-8

3,3'-(3'-bromobiphenyl-3,5-diyl)dipyridine

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 100℃; Inert atmosphere;100%
591-18-4

1-Bromo-3-iodobenzene

201230-82-2

carbon monoxide

62-53-3

aniline

63710-33-8

3-bromo-N-phenylbenzamide

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 100℃; under 750.075 Torr; for 8h; Schlenk technique; Inert atmosphere;100%
591-18-4

1-Bromo-3-iodobenzene

115-19-5

2-methyl-but-3-yn-2-ol

2-methyl-4-(3-bromophenyl)-3-butyn-2-ol

Conditions
ConditionsYield
With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Schlenk technique;100%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In N,N-dimethyl-formamide at 130℃; for 1h; Microwave irradiation;
591-18-4

1-Bromo-3-iodobenzene

1057407-31-4

[(3-cyanopropyl)diisopropylsilyl]acetylene

4-{[(3-bromophenyl)ethynyl]diisopropylsilyl}butanenitrile

Conditions
ConditionsYield
With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Schlenk technique;100%
591-18-4

1-Bromo-3-iodobenzene

1,4-bis(3-ethynylphenyl)-8,8-dimethoxy-4,4a,5,7a-tetrahydro-1H-1,4-methanocyclopenta[d]pyridazine

1,4-bis(3-((3-bromophenyl)ethynyl)phenyl)-8,8-dimethoxy-4,4a,5,7a-tetrahydro-1H-1,4-methanocyclopenta[d]pyridazine

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 70℃; for 10h; Inert atmosphere;100%
591-18-4

1-Bromo-3-iodobenzene

121-45-9

phosphorous acid trimethyl ester

15104-42-4

dimethyl (3-bromophenyl)phosphonate

Conditions
ConditionsYield
With palladium diacetate at 90℃; Sealed tube;99.8%
With palladium diacetate at 90℃; Sealed tube;99.8%
591-18-4

1-Bromo-3-iodobenzene

536-74-3

phenylacetylene

29778-29-8

1-phenyl-2-(m-bromo)phenylacetylene

Conditions
ConditionsYield
With palladium on activated charcoal; choline chloride; triethylamine; glycerol at 60℃; for 3h; Sonogashira Cross-Coupling;99%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;98%
With triethylamine In neat (no solvent) at 20℃; for 6h; Sonogashira Cross-Coupling;96%
591-18-4

1-Bromo-3-iodobenzene

1066-54-2

trimethylsilylacetylene

153404-60-5

1,2-bis(3-bromophenyl)acetylene

Conditions
ConditionsYield
With copper(l) iodide; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; bis-triphenylphosphine-palladium(II) chloride In benzene at 20℃; for 18h; Product distribution; Further Variations:; Catalysts; Reaction partners; Reagents; Solvents; temperature dependence; Sonogashira reaction;99%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; water at 20℃; for 16h; Sonogashira coupling;81%
Stage #1: 1-Bromo-3-iodobenzene; trimethylsilylacetylene With potassium carbonate In methanol; acetonitrile at 40℃; Sonogashira Cross-Coupling;
Stage #2: 1-Bromo-3-iodobenzene In methanol; acetonitrile at 40℃; Sonogashira Cross-Coupling; chemoselective reaction;
76%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; water; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 20℃; for 18h; Inert atmosphere; Schlenk technique; Darkness;
591-18-4

1-Bromo-3-iodobenzene

140-88-5

ethyl acrylate

59114-88-4

ethyl (2E)-3-(3-bromophenyl)prop-2-enoate

Conditions
ConditionsYield
With sodium acetate; aluminum oxide; ruthenium In N,N-dimethyl-formamide at 115℃; for 12h; Heck-type olefination;99%
591-18-4

1-Bromo-3-iodobenzene

89343-06-6

tris-iso-propylsilyl acetylene

1-bromo-3-[(triisopropylsilyl)ethynyl]benzene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 40℃; for 17h;99%
With diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran at 20℃; for 24h; Sonogashira coupling;87%
With copper; palladium; triethylamine In tetrahydrofuran Sonogashira coupling;80%
591-18-4

1-Bromo-3-iodobenzene

936252-06-1

m-bromoiodobenzene dichloride

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite at 15℃; for 0.666667h;99%
With hydrogenchloride; ammonium cerium (IV) nitrate In water; acetic acid at 20℃; for 1h;88%
591-18-4

1-Bromo-3-iodobenzene

591-19-5

3-bromoaniline

Conditions
ConditionsYield
With copper(l) iodide; ascorbic acid In ammonia at 25℃; for 18h; liquid NH3;99%
With copper(I) oxide; ammonium hydroxide; C17H14N2O3; potassium hydroxide In ethanol at 60℃; for 24h; Schlenk technique; Inert atmosphere;93%
With iron(III) oxide; sodium hydroxide; copper(l) iodide; ammonia In ethanol; water at 90℃; for 16h;89%
With acetamidine hydrochloride; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 20h; Inert atmosphere; Green chemistry;72%
1493-13-6

trifluorormethanesulfonic acid

591-18-4

1-Bromo-3-iodobenzene

108-67-8

1,3,5-trimethyl-benzene

1203709-76-5

3'-bromo-2,4,6-trimethyl(diphenyliodonium) trifluoromethanesulfonate

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 2h;99%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 2.08333h;55%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 2h;55%
591-18-4

1-Bromo-3-iodobenzene

108-98-5

thiophenol

2974-10-9

1,3-bis(phenylthio)benzene

Conditions
ConditionsYield
With 1,2,3,4-tetrahydroquinolin-8-ol; caesium carbonate; copper(I) bromide In N,N-dimethyl-formamide at 130℃; for 48h; Inert atmosphere; chemoselective reaction;99%
591-18-4

1-Bromo-3-iodobenzene

178320-73-5

2,2-dimethyl-N-(prop-2-ynyl)propionamide

N-(3-(3-bromophenyl)prop-2-ynyl)pivalamide

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 20℃; for 0.5h; Inert atmosphere;99%
616-91-1

N-acetylcystein

591-18-4

1-Bromo-3-iodobenzene

113276-93-0

(R)-2-acetamido-3-((3-bromophenyl)thio)propanoic acid

Conditions
ConditionsYield
Stage #1: N-acetylcystein; 1-Bromo-3-iodobenzene With C53H46NO4PPdS In tetrahydrofuran at 20℃; for 0.0166667h; Schlenk technique;
Stage #2: With triethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Schlenk technique; Inert atmosphere; chemoselective reaction;
99%
591-18-4

1-Bromo-3-iodobenzene

1583285-91-9

3-(benzofuran-2-yl)-1,1,1,3,5,5,5-heptamethyltrisiloxane

2-(3’-bromophenyl)benzofuran

Conditions
ConditionsYield
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; potassium hydroxide In para-xylene at 20 - 50℃; for 13h; Inert atmosphere; Schlenk technique; Glovebox;99%
591-18-4

1-Bromo-3-iodobenzene

644-97-3

Dichlorophenylphosphine

bis(3-bromophenyl)(phenyl)phosphine oxide

Conditions
ConditionsYield
Stage #1: 1-Bromo-3-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -40 - -20℃; for 2h;
Stage #2: Dichlorophenylphosphine In tetrahydrofuran at 20℃; for 2h;
Stage #3: With dihydrogen peroxide at 20℃; for 0.5h;
99%
591-18-4

1-Bromo-3-iodobenzene

98-80-6

phenylboronic acid

92-06-8

1,3-diphenylbenzene

Conditions
ConditionsYield
With sodium carbonate; palladium diacetate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki;98%
With potassium carbonate In water; acetone at 60℃; for 24h; Suzuki coupling;98%
With sodium carbonate In water; N,N-dimethyl-formamide at 90℃; for 2h; Suzuki cross-coupling reaction;84%
With palladium; potassium carbonate In methanol; acetonitrile at 20℃; for 3.5h; Suzuki Coupling;81%
591-18-4

1-Bromo-3-iodobenzene

98-80-6

phenylboronic acid

2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; triphenylphosphine In water; toluene at 100℃; for 24h;98%
With barium dihydroxide; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water for 6h; Suzuki coupling; Heating;92%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water for 8h; Inert atmosphere; Reflux;80%
100124-06-9

4-dibenzofurylboronic acid

591-18-4

1-Bromo-3-iodobenzene

887944-90-3

1-bromo-3-(4-dibenzofuranyl)benzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 4h; Reflux; Inert atmosphere;98%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 90℃; for 2 - 3h;87%
Stage #1: 4-dibenzofurylboronic acid; 1-Bromo-3-iodobenzene With potassium carbonate In ethanol; water; toluene at 20℃; for 0.5h; Inert atmosphere;
Stage #2: With palladium diacetate; tris-(o-tolyl)phosphine In ethanol; water; toluene for 2h; Reflux; Inert atmosphere;
78.8%
591-18-4

1-Bromo-3-iodobenzene

86-74-8

9H-carbazole

185112-61-2

9-(3-bromophenyl)carbazole

Conditions
ConditionsYield
With copper; potassium carbonate In N,N-dimethyl-formamide at 130℃;98%
With potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine In toluene for 4h;96%
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 110℃;90%
591-50-4

iodobenzene

591-18-4

1-Bromo-3-iodobenzene

1016-77-9

3-bromobenzophenone

Conditions
ConditionsYield
Stage #1: iodobenzene With gallium; aluminium at 120℃; for 20h; Inert atmosphere;
Stage #2: 1-Bromo-3-iodobenzene In toluene at 20℃; for 3h;
98%
591-18-4

1-Bromo-3-iodobenzene

1666-13-3

diphenyl diselenide

856074-00-5

3-bromophenyl phenyl selenide

Conditions
ConditionsYield
With copper(II) sulfide; iron; potassium carbonate In dimethyl sulfoxide at 110℃; for 3h; Inert atmosphere; chemoselective reaction;98%
With tetrabutylammomium bromide; potassium hydroxide In water at 100℃; for 9h; chemoselective reaction;88%
With magnesium In N,N-dimethyl-formamide at 110℃; for 30h; Inert atmosphere; Schlenk technique; Green chemistry;78%
591-18-4

1-Bromo-3-iodobenzene

75-03-6

ethyl iodide

1344998-09-9

1-bromo-2-ethyl-3-iodobenzene

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 3h; Inert atmosphere;98%
With lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - -50℃; for 4h; Inert atmosphere;
With lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - -50℃; for 4h; Inert atmosphere;
96-20-8, 13054-87-0

2-aminobutanol

591-18-4

1-Bromo-3-iodobenzene

1184497-56-0

2-(3-bromophenylamino)-1-butanol

Conditions
ConditionsYield
With copper(l) chloride; potassium hydroxide at 20℃; for 8h; Neat (no solvent);98%
With copper(l) iodide; potassium hydroxide In water at 100℃; for 12h; Sealed tube;92%
6224-91-5

trimethyl(prop-1-ynyl)silane

591-18-4

1-Bromo-3-iodobenzene

66952-36-1

1-bromo-3-(prop-1-yn-1-yl)benzene

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride; triethylamine In tetrahydrofuran; toluene at 20℃; for 17h; Schlenk technique; Inert atmosphere;98%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); tetrafluoroammonium fluoride; triethylamine In tetrahydrofuran; toluene at 20℃; for 17h; Inert atmosphere;86%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); tetrafluoroammonium fluoride; triethylamine In tetrahydrofuran; toluene at 20℃; for 17h; Inert atmosphere;86%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); tetrafluoroammonium fluoride; triethylamine In tetrahydrofuran; toluene at 20℃; for 17h; Inert atmosphere;86%
With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride In tetrahydrofuran; toluene at 20℃; Inert atmosphere;80%
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  • 1-Bromo-3-iodobenzene

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    591-18-4

    1-Bromo-3-iodobenzene

    Min.Order: 1 Gram

    FOB Price:  USD $ 0.0-0.0/Gram

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    Min.Order: 1 Kilogram

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    591-18-4

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    Business Type:Lab/Research institutions

    Tel:+86-371-65511936

    Address:NO.56,Hongzhuan Road

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    591-18-4

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    Min.Order: 1 Milligram

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    Business Type:Lab/Research institutions

    Tel:+86-21-34783353

    Address:307 ,Building 2, xinjunhuan Road

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    591-18-4

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    Min.Order: 1 Gram

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    Business Type:Trading Company

    Tel:86-185-01739839

    Address:Room419,Building B,Hengnan RD. No.399,Minhang District ,Shanghai ,China

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    591-18-4

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    Business Type:Lab/Research institutions

    Tel:+86-536-7971999

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    591-18-4

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    Min.Order: 1 Gram

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    Business Type:Trading Company

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    591-18-4

    Benzene,1-bromo-3-iodo-

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    Business Type:Lab/Research institutions

    Tel:18369939125

    Address:95A, Xingyuan East Road, Zhangdian District

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    591-18-4

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Specification

The IUPAC name of this chemical is 1-bromo-3-iodobenzene. With the CAS registry number 591-18-4, it is also named as Benzene, 1-bromo-3-iodo-. The product's categories are Aromatic Hydrocarbons (substituted) & Derivatives; API intermediates; Miscellaneous; Bromine Compounds; Iodine Compounds; Aryl; C6; Halogenated Hydrocarbons; Organohalides. It is clear colourless to light yellow liquid which is insoluble in water and sensitive to light. Additionally, 1-Bromo-3-iodobenzene should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.03; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.03; (4)ACD/LogD (pH 7.4): 4.03; (5)ACD/BCF (pH 5.5): 677.74; (6)ACD/BCF (pH 7.4): 677.74; (7)ACD/KOC (pH 5.5): 3698.93; (8)ACD/KOC (pH 7.4): 3698.93; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.654; (13)Molar Refractivity: 46.84 cm3; (14)Molar Volume: 127.6 cm3; (15)Polarizability: 18.57×10-24 cm3; (16)Surface Tension: 46.4 dyne/cm; (17)Enthalpy of Vaporization: 45.72 kJ/mol; (18)Vapour Pressure: 0.0615 mmHg at 25°C; (19)Exact Mass: 281.854106; (20)MonoIsotopic Mass: 281.854106; (21)Heavy Atom Count: 8; (22)Complexity: 74.9.

Preparation of 1-Bromo-3-iodobenzene: It can be obtained by (3-bromo-phenyl)-dihydroxy-borane. This reaction needs reagent NIS and solvent acetonitrile at temperature of 81 °C. The reaction time is 6 hours. The yield is 77 %. 

Uses of 1-Bromo-3-iodobenzene: It can react with hex-3-yne to get 3'-bromo-2,3,4,5,6-pentaethyl-biphenyl. This reaction needs reagent pyridine, Zn and NiI2 and solvent acetonitrile at temperature of 60 °C. The reaction time is 24 hours. The yield is 40 %.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection. 
 
People can use the following data to convert to the molecule structure.
1. SMILES:Ic1cccc(Br)c1
2. InChI:InChI=1/C6H4BrI/c7-5-2-1-3-6(8)4-5/h1-4H
3. InChIKey:CTPUUDQIXKUAMO-UHFFFAOYAL