Product Name

  • Name

    Tribromobenzene

  • EINECS 210-947-3
  • CAS No. 626-39-1
  • Article Data56
  • CAS DataBase
  • Density 2.281 g/cm3
  • Solubility insoluble in water
  • Melting Point 117-121 °C(lit.)
  • Formula C6H3Br3
  • Boiling Point 269.4 °C at 760 mmHg
  • Molecular Weight 314.802
  • Flash Point 115.5 °C
  • Transport Information
  • Appearance Lump powder
  • Safety 22-24/25-37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 626-39-1 (Tribromobenzene)
  • Hazard Symbols IrritantXi
  • Synonyms Benzene,1,3,5-tribromo-;NSC 62439;
  • PSA 0.00000
  • LogP 3.97410

Synthetic route

2,4,6-tribromobenzenediazonium o-benzenedisulfonimide

2,4,6-tribromobenzenediazonium o-benzenedisulfonimide

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With dihydrogen peroxide In tetrahydrofuran for 0.166667h; Heating;100%
Multi-step reaction with 2 steps
1: 92 percent / aq. NaOH / 0.5 h / 0 - 5 °C
2: 2 percent / aq. HI; HBF4 / acetonitrile / 24 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: 92 percent / aq. NaOH / 0.5 h / 0 - 5 °C
2: 13 percent / Et3PhCH2N(+)Cl(-); MeSO3H; Cu / acetonitrile / 1 h / 40 °C
View Scheme
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
Stage #1: 2,4,6-tribromoaniline With hydrogenchloride; sodium nitrite In water
Stage #2: With ethanol In water
92%
With sulfuric acid; sodium nitrite In ethanol at 20℃; Reflux;90%
With ethanol; sulfuric acid; benzene Reagens 4: Natriumnitrit;
(2,4,6-tribromophenyl)triethylsilane
722540-83-2

(2,4,6-tribromophenyl)triethylsilane

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With potassium fluoride In tetrahydrofuran; water for 12h; Heating;91%
C10H12Br3N3
401631-91-2

C10H12Br3N3

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromoiodobenzene
21521-51-7

2,4,6-tribromoiodobenzene

Conditions
ConditionsYield
With tetrafluoroboric acid; hydrogen iodide In acetonitrile at 60℃; for 24h;A 2%
B 84%
C10H12Br3N3
401631-91-2

C10H12Br3N3

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,3,5-tribromo-2-chloro-benzene
78904-10-6

1,3,5-tribromo-2-chloro-benzene

Conditions
ConditionsYield
With methanesulfonic acid; N-benzyl-N,N,N-triethylammonium chloride; copper In acetonitrile at 40℃; for 1h;A 13%
B 78%
2-methoxycarbonyl-3',5'-dibromobiphenyl

2-methoxycarbonyl-3',5'-dibromobiphenyl

2-methoxycarbonylphenylboronic acid
374538-03-1

2-methoxycarbonylphenylboronic acid

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
54%
tribromo-benzenediazonium tetrafluoroborate

tribromo-benzenediazonium tetrafluoroborate

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromobenzenediazohydroxide
134253-67-1

2,4,6-tribromobenzenediazohydroxide

Conditions
ConditionsYield
With 2,2,2-trifluoroethanol at 34℃; for 24h; Irradiation; Further byproducts given;A 47%
B 8.8%
With 2,2,2-trifluoroethanol at 34℃; for 24h; Irradiation; Further byproducts given;A 47%
B 8.8%
With 2,2,2-trifluoroethanol at 34℃; for 24h; Further byproducts given;A 35.5%
B 4.1%
tribromo-benzenediazonium tetrafluoroborate

tribromo-benzenediazonium tetrafluoroborate

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromobenzenediazohydroxide
134253-67-1

2,4,6-tribromobenzenediazohydroxide

C

dibromo-hydroxybenzene

dibromo-hydroxybenzene

Conditions
ConditionsYield
With 2,2,2-trifluoroethanol at 34℃; for 24h; Product distribution; influence of magnetic field;A 47%
B 8.8%
C n/a
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

copper(I) cyanide
544-92-3

copper(I) cyanide

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,2,3,5-tetrabromobenzene
634-89-9

1,2,3,5-tetrabromobenzene

C

2,4,6-tribromonitrobenzene
3463-40-9

2,4,6-tribromonitrobenzene

D

2,4,6-tribromobenzonitrile
35851-93-5

2,4,6-tribromobenzonitrile

E

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Product distribution; Mechanism; other anilines;A 37%
B 7%
C 4%
D 20%
E 4%
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

copper(I) cyanide
544-92-3

copper(I) cyanide

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromonitrobenzene
3463-40-9

2,4,6-tribromonitrobenzene

C

2,4,6-tribromobenzonitrile
35851-93-5

2,4,6-tribromobenzonitrile

D

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Further byproducts given;A 37%
B 4%
C 20%
D 4%
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,2,3,5-tetrabromobenzene
634-89-9

1,2,3,5-tetrabromobenzene

C

2,4,6-tribromonitrobenzene
3463-40-9

2,4,6-tribromonitrobenzene

D

2,4,6-tribromobenzonitrile
35851-93-5

2,4,6-tribromobenzonitrile

Conditions
ConditionsYield
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Further byproducts given;A 37%
B 7%
C 4%
D 20%
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromonitrobenzene
3463-40-9

2,4,6-tribromonitrobenzene

C

2,4,6-tribromobenzonitrile
35851-93-5

2,4,6-tribromobenzonitrile

D

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Further byproducts given;A 37%
B 4%
C 20%
D 4%
C6H2Br3ClN2

C6H2Br3ClN2

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 25℃; for 24h; Irradiation;34.3%
tribromo-benzenediazonium tetrafluoroborate

tribromo-benzenediazonium tetrafluoroborate

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 34℃; for 24h; Further byproducts given. Yields of byproduct given;25%
C8H2Br3F3N2O2

C8H2Br3F3N2O2

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 25℃; for 24h; Irradiation;20%
2,4,6-tribromophenyl diazonium salt

2,4,6-tribromophenyl diazonium salt

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With nitroxide13%
C7H2Br3F3N2O3S

C7H2Br3F3N2O3S

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 25℃; for 24h; Irradiation;4.4%
methanol
67-56-1

methanol

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

methanol
67-56-1

methanol

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromoanisole
607-99-8

2,4,6-tribromoanisole

C

3,5-dibromo-ortho quinone diazide
20648-40-2

3,5-dibromo-ortho quinone diazide

D

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
bei der Belichtung.Irradiation;
formic acid
64-18-6

formic acid

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
bei der Belichtung.Irradiation;
ethanol
64-17-5

ethanol

2,4,6-tribromo-benzenediazonium; hexachloro plumbate(IV)

2,4,6-tribromo-benzenediazonium; hexachloro plumbate(IV)

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,3,5-tribromo-2-chloro-benzene
78904-10-6

1,3,5-tribromo-2-chloro-benzene

ethanol
64-17-5

ethanol

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
zersetzt sich in Dunkel;
ethanol
64-17-5

ethanol

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,3,5-tribromo-2-ethoxybenzene
98437-52-6

1,3,5-tribromo-2-ethoxybenzene

Conditions
ConditionsYield
zersetzt sich in Sonnenlicht.Irradiation;
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With aluminium trichloride
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,2,4-tribromobenzene
615-54-3

1,2,4-tribromobenzene

Conditions
ConditionsYield
With aluminium trichloride
3,5-dibromoaniline
626-40-4

3,5-dibromoaniline

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
durch Ueberfuehrung in das Diazoniumperbromid und dessen Zersetzung mit Alkohol;
1,2,3,5-tetrabromobenzene
634-89-9

1,2,3,5-tetrabromobenzene

sodium ethanolate
141-52-6

sodium ethanolate

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

2,4,6-tribromoacetophenone
2537-67-9

2,4,6-tribromoacetophenone

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With potassium hydroxide at 150℃;
2,4,6-tribromobenzaldehyde
45859-98-1

2,4,6-tribromobenzaldehyde

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With potassium hydroxide
2,4,6-tribromo-benzenesulfonic acid
101870-36-4

2,4,6-tribromo-benzenesulfonic acid

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

methyl 5-propyloxy-2-aminobenzoate

methyl 5-propyloxy-2-aminobenzoate

1,3,5-tris(2-carbomethoxy-4-propyloxyphenylamino)benzene

1,3,5-tris(2-carbomethoxy-4-propyloxyphenylamino)benzene

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; caesium carbonate In toluene for 72h; Inert atmosphere; Reflux;100%
methanol
67-56-1

methanol

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

Conditions
ConditionsYield
Stage #1: methanol; 1,3,5-trisbromobenzene In toluene at 135℃; under 5320.36 Torr; for 0.75h;
Stage #2: With triethylamine In toluene at 165℃; under 8360.56 Torr; for 11h; Temperature;
99.5%
With sodium methylate; copper(l) chloride In N,N-dimethyl-formamide at 100 - 110℃; for 6h;90%
Stage #1: methanol; 1,3,5-trisbromobenzene In N,N-dimethyl-formamide
Stage #2: With copper(l) iodide; sodium methylate
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

1,3,5-tris-(1-trimethylsilylethynyl)benzene
18772-58-2

1,3,5-tris-(1-trimethylsilylethynyl)benzene

Conditions
ConditionsYield
Stage #1: 1,3,5-trisbromobenzene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine at 50℃; for 0.25h; Sonogashira Cross-Coupling;
Stage #2: trimethylsilylacetylene at 90℃; for 48h; Sonogashira Cross-Coupling;
99%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 65℃; for 16h; Sonogashira coupling;96.4%
With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 90℃; for 12h; Inert atmosphere;96.6%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

tris((2-phenyl)ethynyl)indium
250643-76-6

tris((2-phenyl)ethynyl)indium

1,3,5-tris(2-phenylethynyl)benzene
118688-56-5

1,3,5-tris(2-phenylethynyl)benzene

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran Heating;99%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

3,5-Bis-trimethylsilyl-bromobenzene
81500-92-7

3,5-Bis-trimethylsilyl-bromobenzene

Conditions
ConditionsYield
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In diethyl ether at -78℃; for 1h;
Stage #2: chloro-trimethyl-silane In diethyl ether at -78 - 20℃; Further stages.;
99%
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In diethyl ether; hexane at -80℃; for 0.25h; Inert atmosphere;
Stage #2: chloro-trimethyl-silane In diethyl ether; hexane at -80 - 20℃; for 1h; Inert atmosphere;
98%
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In diethyl ether; hexane at -78℃;
Stage #2: chloro-trimethyl-silane In diethyl ether; hexane at -78 - 20℃;
85%
With hydrogenchloride In diethyl ether; magnesium56%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

tert-butyl 1-(4-cyanophenyl)hydrazine-1-carboxylate
226065-32-3

tert-butyl 1-(4-cyanophenyl)hydrazine-1-carboxylate

N'-{3,5-bis-[N'-tert-butoxycarbonyl-N'-(4-cyano-phenyl)-hydrazino]-phenyl}-N-(4-cyano-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N'-{3,5-bis-[N'-tert-butoxycarbonyl-N'-(4-cyano-phenyl)-hydrazino]-phenyl}-N-(4-cyano-phenyl)-hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 2.5h;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

N-(4-benzoyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester
226065-39-0

N-(4-benzoyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N-(4-benzoyl-phenyl)-N'-{3,5-bis-[N'-(4-benzoyl-phenyl)-N'-tert-butoxycarbonyl-hydrazino]-phenyl}-hydrazinecarboxylic acid tert-butyl ester

N-(4-benzoyl-phenyl)-N'-{3,5-bis-[N'-(4-benzoyl-phenyl)-N'-tert-butoxycarbonyl-hydrazino]-phenyl}-hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 3.5h;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

N-(2-methoxy-phenyl)-hydrazinecarboxylic acid tert-butyl ester
380383-87-9

N-(2-methoxy-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N'-[3,5-bis-(N'-tert-butoxycarbonyl-N'-(2-methoxy-phenyl)-hydrazino)-phenyl]-N-(2-methoxy-phenyl)-hydrazinecarboxylic acid tert-butyl ester
681815-56-5

N'-[3,5-bis-(N'-tert-butoxycarbonyl-N'-(2-methoxy-phenyl)-hydrazino)-phenyl]-N-(2-methoxy-phenyl)-hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 2.5h;99%
With palladium diacetate; caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate In toluene for 2h; Heating;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

1-tert-butoxycarbonyl-1-(4-phenylphenyl)hydrazine
360045-13-2

1-tert-butoxycarbonyl-1-(4-phenylphenyl)hydrazine

N-(biphenyl-4-yl)-N'-[3,5-bis(N'-(biphenyl-4-yl)-N'-tert-butoxycarbonylhydrazino)phenyl]hydrazinecarboxylic acid tert-butyl ester

N-(biphenyl-4-yl)-N'-[3,5-bis(N'-(biphenyl-4-yl)-N'-tert-butoxycarbonylhydrazino)phenyl]hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 3.5h;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

N-(4-hexyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N-(4-hexyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N'-{3,5-bis-[N'-tert-butoxycarbonyl-N'-(4-hexyl-phenyl)-hydrazino]-phenyl}-N-(4-hexyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N'-{3,5-bis-[N'-tert-butoxycarbonyl-N'-(4-hexyl-phenyl)-hydrazino]-phenyl}-N-(4-hexyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 2.5h;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

3-methoxyphenylboronic acid
10365-98-7

3-methoxyphenylboronic acid

3,3''-dimethoxy-5'-(3-methoxyphenyl)-1,1':3',1''-terphenyl
132361-34-3

3,3''-dimethoxy-5'-(3-methoxyphenyl)-1,1':3',1''-terphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran at 80℃; for 48h;99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 48h; Suzuki coupling; Inert atmosphere; Reflux;
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

2-amino-5-methylbenzoic acid methyl ester
18595-16-9

2-amino-5-methylbenzoic acid methyl ester

1,3,5-tris(2-carbomethoxy-4-methylphenylamino)benzene
1305155-04-7

1,3,5-tris(2-carbomethoxy-4-methylphenylamino)benzene

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; caesium carbonate In toluene for 72h; Inert atmosphere; Reflux;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

methyl 5-dodecyloxy-2-amino-benzoate

methyl 5-dodecyloxy-2-amino-benzoate

1,3,5-tris(2-carbomethoxy-4-dodecyloxyphenylamino)benzene

1,3,5-tris(2-carbomethoxy-4-dodecyloxyphenylamino)benzene

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; caesium carbonate In toluene for 72h; Inert atmosphere; Reflux;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

sodium methylate
124-41-4

sodium methylate

3,5-dibromoanisole
74137-36-3

3,5-dibromoanisole

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃; for 12h;98%
In N,N-dimethyl-formamide at 80℃; for 8h;70%
In N,N-dimethyl-formamide at 80℃; for 28h; Inert atmosphere;48.9%
In pyridine; methanol at 115℃; Rate constant; Product distribution;
In N,N-dimethyl-formamide at 90℃; for 0.25h;
morpholine
110-91-8

morpholine

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

1,3,5-trimorpholinobenzene
16857-97-9

1,3,5-trimorpholinobenzene

Conditions
ConditionsYield
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃; for 24h;98%
With potassium tert-butylate In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 7h; Buchwald-Hartwig coupling reaction;86%
With potassium tert-butylate In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 7h; Reagent/catalyst; Buchwald-Hartwig Coupling; Glovebox;86%
4-phenyl-1-piperazine
92-54-6

4-phenyl-1-piperazine

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

C36H42N6

C36H42N6

Conditions
ConditionsYield
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃; for 24h;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

C9H15ClMg
245507-96-4

C9H15ClMg

1,3,5-tris(3-tert-butylbicyclo[1.1.1]pent-1-yl)benzene

1,3,5-tris(3-tert-butylbicyclo[1.1.1]pent-1-yl)benzene

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane at 20℃; for 48h; Grignard reaction;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

sodium methylate
124-41-4

sodium methylate

1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

Conditions
ConditionsYield
With methanol; Methyl formate; copper(l) chloride at 115℃; for 2h; Autoclave; Green chemistry;98%
With copper(I) chloride In N,N-dimethyl-formamide at 130℃; for 6h;91%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

phenylboronic acid
98-80-6

phenylboronic acid

1,3,5-triphenylbenzene
612-71-5

1,3,5-triphenylbenzene

Conditions
ConditionsYield
With {2,6-bis[(di-1-piperidinylphosphino)amino]phenyl}palladium(II) chloride; potassium carbonate In 1,4-dioxane; water; butan-1-ol at 100℃; for 1h; Suzuki-Miyaura reaction;98%
With sodium carbonate; palladium diacetate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki;97%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); tri-tert-butyl phosphine In 1,1,1,2,3,3,3-Heptafluoropropane; ethanol; 1,1,1,3,3-pentafluorobutane at 20℃; for 24h; Inert atmosphere;96%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

N-phenyl-hydrazine carboxylic acid tert-butyl ester
226065-37-8

N-phenyl-hydrazine carboxylic acid tert-butyl ester

N'-[3,5-bis-(N'-tert-butoxycarbonyl-N'-phenyl-hydrazino)-phenyl]-N-phenylhydrazinecarboxylic acid tert-butyl ester
681815-36-1

N'-[3,5-bis-(N'-tert-butoxycarbonyl-N'-phenyl-hydrazino)-phenyl]-N-phenylhydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 2.5h;98%
With palladium diacetate; caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate In toluene for 2h; Heating;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

tert-butyl 1-p-tolylhydrazinecarboxylate
497064-60-5

tert-butyl 1-p-tolylhydrazinecarboxylate

N'-[3,5-bis(N'-tert-butoxycarbonyl-N'-p-tolylhydrazino)phenyl]-N-p-tolylhydrazinecarboxylic acid tert-butyl ester

N'-[3,5-bis(N'-tert-butoxycarbonyl-N'-p-tolylhydrazino)phenyl]-N-p-tolylhydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 2.5h;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole
321903-29-1

1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole

(3,5-dibromophenyl)[2-(hydroxymethyl)phenyl]dimethylsilane
1239354-49-4

(3,5-dibromophenyl)[2-(hydroxymethyl)phenyl]dimethylsilane

Conditions
ConditionsYield
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In diethyl ether; hexane at -78℃; for 2.5h;
Stage #2: 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole In diethyl ether; hexane at -78 - 20℃;
98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

1,3,5-tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene
365564-05-2

1,3,5-tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 90℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;98%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 90℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;98%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 90℃; for 24h; Inert atmosphere;96%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

di-p-tolylamine
620-93-9

di-p-tolylamine

N1,N1,N3,N3,N5,N5-hexakis(4-methylphenyl)-1,3,5-benzenetriamine
134257-64-0

N1,N1,N3,N3,N5,N5-hexakis(4-methylphenyl)-1,3,5-benzenetriamine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 60℃; for 7h; Inert atmosphere; Schlenk technique;98%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 60℃; for 7h; Inert atmosphere;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

N-methylaniline
100-61-8

N-methylaniline

N1,N3,N5-trimethyl-N1,N3,N5-triphenylbenzene-1,3,5-triamine

N1,N3,N5-trimethyl-N1,N3,N5-triphenylbenzene-1,3,5-triamine

Conditions
ConditionsYield
With (6-Dipp)PdCl2-SPhos; sodium t-butanolate In neat (no solvent) at 110℃; for 24h; Buchwald-Hartwig Coupling;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

deuterated 1,3,5-tribromobenzene
52921-77-4

deuterated 1,3,5-tribromobenzene

Conditions
ConditionsYield
With water-d2; silver(l) oxide; 2-(dicyclohexylphosphino)-2'-methylbiphenyl In toluene at 60 - 80℃; Reagent/catalyst;97.1%
With water-d2; potassium carbonate; silver carbonate; cyclohexyldiphenylphosphine In toluene at 120℃; for 12h;90%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

triphenylindium
3958-47-2

triphenylindium

1,3,5-triphenylbenzene
612-71-5

1,3,5-triphenylbenzene

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran Heating;97%
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran for 6h; Heating;97%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

1,3,5-tris(4-methoxyphenyl)benzene
7509-20-8

1,3,5-tris(4-methoxyphenyl)benzene

Conditions
ConditionsYield
With sodium carbonate; palladium diacetate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki;97%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane for 48h; Suzuki Coupling; Inert atmosphere; Reflux;95%
With potassium carbonate In ethanol; water at 20℃; for 0.333333h; Suzuki-Miyaura Coupling; Green chemistry;95%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl 3,5-dibromobenzoate
422569-46-8

tert-butyl 3,5-dibromobenzoate

Conditions
ConditionsYield
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium; butyl magnesium bromide In tetrahydrofuran; hexane; toluene at -10℃;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; hexane; toluene at -10℃;
Stage #3: With citric acid In tetrahydrofuran; hexane; toluene Further stages.;
97%
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium; butyl magnesium bromide In tetrahydrofuran; hexane; toluene at -5℃; for 1h; Inert atmosphere;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; hexane; toluene at -5℃; for 2h; Temperature; Inert atmosphere;
97%

1,3,5-Tribromobenzene Chemical Properties

Molecule structure of 1,3,5-Tribromobenzene (CAS NO.626-39-1):

IUPAC Name: 1,3,5-Tribromobenzene
Molecular Formula: C6H3Br3 
Molecular Weight: 314.80002 g/mol
Density: 2.281 g/cm3 
Melting Point: 117-121 °C(lit.)
Boiling Point: 269.4 °C at 760 mmHg 
Flash Point: 115.5 °C
Formula Weight: 314.8 g/mol
Index of Refraction: 1.633
Molar Refractivity: 49.32 cm3
Molar Volume: 137.9 cm3
Surface Tension: 45.6 dyne/cm 
Enthalpy of Vaporization: 48.71 kJ/mol
Vapour Pressure: 0.012 mmHg at 25 °C
XLogP3: 4.5
Exact Mass: 313.776441
MonoIsotopic Mass: 311.778488 
Canonical SMILES: C1=C(C=C(C=C1Br)Br)Br
InChI: InChI=1S/C6H3Br3/c7-4-1-5(8)3-6(9)2-4/h1-3H
InChIKey: YWDUZLFWHVQCHY-UHFFFAOYSA-N
EINECS: 210-947-3
Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Organics;Benzene derivates;Aryl;C6;Halogenated Hydrocarbons

1,3,5-Tribromobenzene Uses

 1,3,5-Tribromobenzene (626-39-1) is used as a fundamental raw material for organic synthesis.

1,3,5-Tribromobenzene Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S37/39:Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
RTECS: DC1957200
HS Code: 29036990

1,3,5-Tribromobenzene Standards and Recommendations

PURITY: 98.5% min
WATER: 0.2% max

1,3,5-Tribromobenzene Specification

 1,3,5-Tribromobenzene (CAS NO.626-39-1) is also named as AI3-15483 ; NSC 62439 ; Benzene, 1,3,5-tribromo- . 1,3,5-Tribromobenzene (CAS NO.626-39-1) is Light yellow brown powder. It is insoluble in water, soluble in hot ethanol, glacial acetic acid.

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