1-Bromo-3-iodobenzene supplier

Name
1-Bromo-3-iodobenzene
EINECS 209-703-9
CAS No. 591-18-4
Article Data15
CAS DataBase
Density 2.215 g/cm³
Solubility Insoluble in water
Melting Point -9.3 °C
Formula C₆H₄BrI
Boiling Point 239.6 °C at 760 mmHg
Molecular Weight 282.906
Flash Point 105.3 °C
Transport Information
Appearance Clear colourless to light yellow liquid
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1-Bromo-5-iodobenzene;1-Iodo-3-bromobenzene;3-Bromo-1-iodobenzene;3-Bromoiodobenzene;3-Bromophenyl iodide;3-Iodobromobenzene;m-Bromoiodobenzene;
PSA 0.00000
LogP 3.05370

Synthetic route

: 585-76-2
m-bromobenzoic acid

: 591-18-4
1-Bromo-3-iodobenzene

Conditions

Conditions	Yield
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

Conditions	Yield
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

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

...Expand

: 1711-09-7
3-bromobenzoyl chloride

: 591-18-4
1-Bromo-3-iodobenzene

Conditions

Conditions	Yield
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

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

...Expand

: 626-01-7
3-Iodoaniline

: 591-18-4
1-Bromo-3-iodobenzene

Conditions

Conditions	Yield
Ueberfuehrung in das Diazoperbromid und Zersetzung;

: 591-19-5
3-bromoaniline

: 591-18-4
1-Bromo-3-iodobenzene

Conditions

Conditions	Yield
With iodine

: 63520-49-0
1-Iod-3-(trimethylsilyl)benzol

: 591-18-4
1-Bromo-3-iodobenzene

Conditions

Conditions	Yield
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

Conditions	Yield
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

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

...Expand

: 1829-88-5
bis-(3-bromo-benzoyl)-peroxide

: 591-18-4
1-Bromo-3-iodobenzene

Conditions

Conditions	Yield
With iodobenzene In benzene

: 108-36-1
1,3-dibromobenzene

: 591-18-4
1-Bromo-3-iodobenzene

Conditions

Conditions	Yield
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

...Expand

: 2060-89-1
m-bis(trimethylsilyl)benzene

: 591-18-4
1-Bromo-3-iodobenzene

Conditions

Conditions	Yield
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

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

...Expand

: 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

Conditions	Yield
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;

...Expand

: 591-18-4
1-Bromo-3-iodobenzene

: 1066-54-2
trimethylsilylacetylene

: 3989-13-7
2-(3-bromophenyl)ethynyltrimethylsilane

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 591-18-4
1-Bromo-3-iodobenzene

: 108-98-5
thiophenol

: 2974-10-9
1,3-bis(phenylthio)benzene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

1-Bromo-3-iodobenzene 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

Product Name

1-Bromo-3-iodobenzene

Synthetic route

1-Bromo-3-iodobenzene Specification

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