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1,2-Dibromobenzene

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Name

1,2-Dibromobenzene

EINECS 209-507-3
CAS No. 583-53-9 Density 1.936 g/cm3
PSA 0.00000 LogP 3.21160
Solubility Insoluble in water, but soluble in ethanol, ethyl ether, acetone, acetic acid, benzene, petroleum ether, tetrachloromethane Melting Point 4-6 °C(lit.)
Formula C6H4Br2 Boiling Point 225.421 °C at 760 mmHg
Molecular Weight 235.90 Flash Point 95.5 °C
Transport Information UN 2711 Appearance Clear colourless to light yellow liquid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 583-53-9 (1,2-Dibromobenzene) Hazard Symbols IrritantXi
Synonyms

Benzene,o-dibromo- (8CI);Benzene,1,2-dibromo-;NSC 60643;o-Dibromobenzene;

 

1,2-Dibromobenzene Synthetic route

88-65-3

2-bromobenzoic-acid

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With dibromoisocyanuric acid In dichloromethane at 20℃; for 24h; Reagent/catalyst; Solvent; Temperature; UV-irradiation;100%
615-55-4

3,4-dibromoaniline

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
Stage #1: 3,4-dibromoaniline With hydrogenchloride In diethyl ether; water for 0.0833333h;
Stage #2: With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h;
Stage #3: With hypophosphorous acid In water at 4 - 25℃; for 72h;
81%
108-86-1

bromobenzene

A

106-37-6

1.4-dibromobenzene

B

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With PyHBrCl2; iron(III) chloride In dichloromethane at 20℃; for 2h;A 19%
B 72%
With lead(IV) acetate; trifluoroacetic acid; potassium bromide at 25℃; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With bromine; ZnBr2 on silica (100 Angstroem) In hexane at 25℃; for 0.116667h; Yields of byproduct given;

o-Bromobenzenediazonium o-benzenedisulfonimide

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With tetrabutylammomium bromide In acetonitrile at 60℃; for 0.75h; Substitution;53%
With tetrabutylammomium bromide; copper In acetonitrile at 20℃; for 0.75h; Substitution;51%
107573-20-6

1,2-dibromobenzene-4-sulfonic acid

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With hydrogen bromide at 250℃;
528-29-0

1,2-Dinitrobenzene

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With hydrogen bromide at 250 - 260℃;
615-36-1

2-bromoaniline

583-53-9

1,2-dibromobenzene

71-43-2

benzene

A

106-37-6

1.4-dibromobenzene

B

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With bromine; Nitrogen dioxide In water; trifluoroacetic acid at 20℃; for 0.16h; Product distribution;
With bromine
With ferrocenium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; bromine; zinc(II) oxide In dichloromethane for 3h; Heating;
Multi-step reaction with 2 steps
1: bromine / 1.5 h / 40 °C / Darkness; Inert atmosphere; Green chemistry
2: bromine / dichloromethane / 2 h / 40 °C / Darkness; Inert atmosphere; Green chemistry
View Scheme
108-86-1

bromobenzene

A

106-39-8

bromochlorobenzene

B

106-46-7

para-dichlorobenzene

C

694-80-4

2-bromo-1-chlorobenzene

D

106-37-6

1.4-dibromobenzene

E

108-90-7

chlorobenzene

F

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With potassium chloride; cobalt(III) acetate; trifluoroacetic acid at 20℃; for 15h; Product distribution; Mn(CH3COO)3, 600 - 216 h, various conc. of aq. CF3COOH;
108-86-1

bromobenzene

A

108-36-1

1,3-dibromobenzene

B

106-37-6

1.4-dibromobenzene

C

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With hypobromous acid In 1,4-dioxane; water at 25℃; Rate constant;A 1 % Chromat.
B 64.3 % Chromat.
C 35.7 % Chromat.
71-43-2

benzene

A

108-86-1

bromobenzene

B

106-37-6

1.4-dibromobenzene

C

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With oxygen; potassium bromide; sodium nitrite In water; trifluoroacetic acid at 20℃; for 24h; Product distribution;
With hydrogen bromide; oxygen; ruthenium trichloride at 145℃; under 750.075 Torr; for 17h;
615-54-3

1,2,4-tribromobenzene

A

108-86-1

bromobenzene

B

108-36-1

1,3-dibromobenzene

C

106-37-6

1.4-dibromobenzene

D

71-43-2

benzene

E

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With potassium hydroxide; hydrogen; palladium on activated charcoal In 2,2,4-trimethylpentane at 50℃; for 0.666667h; Product distribution; var. cat.: Raney-Ni, add. of Aliquat 336;A 18 % Chromat.
B 3 % Chromat.
C 1 % Chromat.
D 42 % Chromat.
E 30 % Chromat.
2-bromo-benzene-sulfonic acid-(1)

2-bromo-benzene-sulfonic acid-(1)

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With copper(ll) bromide
2-bromo-phenylmercury acetate

2-bromo-phenylmercury acetate

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With bromine; acetic acid
108-86-1

bromobenzene

7726-95-6

bromine

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
at 200 - 700℃; Quantum yield;
7790-94-5

chlorosulfonic acid

10035-10-6, 12258-64-9

hydrogen bromide

7553-56-2

iodine

71-43-2

benzene

583-53-9

1,2-dibromobenzene

diazotized o-bromo-aniline

diazotized o-bromo-aniline

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
man fuehrt in das Perbromid ueber und zersetzt dieses mit Soda;
sulfate 3.4-dibromo-aniline

sulfate 3.4-dibromo-aniline

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
With ethyl nitrite; ethanol
108-86-1

bromobenzene

A

583-53-9

1,2-dibromobenzene

B

1.3-dibromo-benzene; 1.4-dibromo-benzene

1.3-dibromo-benzene; 1.4-dibromo-benzene

Conditions
ConditionsYield
With bromine at 480℃;
7446-70-0

aluminium trichloride

108-86-1

bromobenzene

A

106-37-6

1.4-dibromobenzene

B

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
at 90℃;
75-15-0

carbon disulfide

108-86-1

bromobenzene

7726-95-6

bromine

7727-15-3

aluminium bromide

A

106-37-6

1.4-dibromobenzene

B

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
at 55℃; Kinetics;
7726-95-6

bromine

71-43-2

benzene

A

106-37-6

1.4-dibromobenzene

B

583-53-9

1,2-dibromobenzene

108-86-1

bromobenzene

7726-95-6

bromine

A

108-36-1

1,3-dibromobenzene

B

106-37-6

1.4-dibromobenzene

C

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
at 375 - 500℃;
108-86-1

bromobenzene

7726-95-6

bromine

aluminium

aluminium

A

108-36-1

1,3-dibromobenzene

B

106-37-6

1.4-dibromobenzene

C

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
at 55℃; Product distribution;
108-86-1

bromobenzene

7726-95-6

bromine

iron

iron

A

108-36-1

1,3-dibromobenzene

B

106-37-6

1.4-dibromobenzene

C

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
at 55℃; Product distribution;
71-43-2

benzene

A

108-86-1

bromobenzene

B

108-36-1

1,3-dibromobenzene

C

106-37-6

1.4-dibromobenzene

D

1837-91-8

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

E

583-53-9

1,2-dibromobenzene

F

HBr

HBr

Conditions
ConditionsYield
With bromine at 55℃; for 16h; Product distribution; Irradiation; temperature;
108-86-1

bromobenzene

A

583-53-9

1,2-dibromobenzene

B

m and p-dibromo-benzene

m and p-dibromo-benzene

Conditions
ConditionsYield
With bromine; aluminium at 55℃;
With bromine; iron at 55℃;
92-52-4

biphenyl

71-43-2

benzene

A

108-86-1

bromobenzene

B

2052-07-5

2-Bromobiphenyl

C

108-36-1

1,3-dibromobenzene

D

92-66-0

4-bromo-1,1'-biphenyl

E

2113-57-7

3-bromobiphenyl

F

583-53-9

1,2-dibromobenzene

G

HBr

HBr

Conditions
ConditionsYield
With bromine at 50℃; for 20h; Product distribution; Irradiation; other time, reagents ratio;
3112-85-4

Methyl phenyl sulfone

7726-95-6

bromine

A

74-83-9

methyl bromide

B

108-86-1

bromobenzene

C

583-53-9

1,2-dibromobenzene

Conditions
ConditionsYield
at 250℃;
88-05-1

2,4,6-trimethylaniline

583-53-9

1,2-dibromobenzene

852414-57-4

N1,N2-bis(2,4,6-trimethylphenyl)-1,2-benzenediamine

Conditions
ConditionsYield
With ammonium chloride; sodium t-butanolate; palladium diacetate In water; argon; toluene100%
With tri-tert-butylphosphonium tetrafluoroborate; palladium diacetate; sodium t-butanolate In toluene at 60 - 135℃; Inert atmosphere;87%
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; palladium diacetate In toluene for 12h; Heating;86%
130222-84-3

5-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribono-1,4-lactone

583-53-9

1,2-dibromobenzene

881423-76-3

1-(2-bromophenyl)-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribofuranose

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -110℃; for 3.5h;100%
583-53-9

1,2-dibromobenzene

28394-83-4

N,N'-diphenyl-o-phenylenediamine

Conditions
ConditionsYield
With ammonium chloride; aniline; sodium t-butanolate; palladium diacetate In water; argon; toluene100%
95-78-3

2,5-Dimethylaniline

583-53-9

1,2-dibromobenzene

1068437-88-6

N,N'-bis(2,5-dimethylphenyl)-o-phenylenediamine

Conditions
ConditionsYield
With ammonium chloride; sodium t-butanolate; palladium diacetate In water; argon; toluene100%
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 110℃; for 14h; Inert atmosphere;100 %Chromat.
108-69-0

3,5-dimethylaminoaniline

583-53-9

1,2-dibromobenzene

1068437-89-7

N,N'-di(3,5-dimethylphenyl)benzene-1,2-diamine

Conditions
ConditionsYield
With ammonium chloride; sodium t-butanolate; palladium diacetate In water; argon; toluene100%
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 110℃; for 14h; Inert atmosphere;100 %Chromat.
21860-03-7

2,5-di-tert-butylaniline

583-53-9

1,2-dibromobenzene

A

N,N'-bis(2,5-di-1-butylphenyl)-o-phenylenediamine

N,N'-bis(2,5-di-1-butylphenyl)-o-phenylenediamine

B

1068437-90-0

N,N'-bis(2,5-di-t-butylphenyl)-o-phenylenediamine

Conditions
ConditionsYield
With ammonium chloride; sodium t-butanolate; palladium diacetate In water; argon; tolueneA n/a
B 100%
182163-96-8

3,4,5-trimethoxyphenylboronic Acid

583-53-9

1,2-dibromobenzene

2-bromo-3′,4′,5′-trimethoxybiphenyl

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate In ethanol; N,N-dimethyl acetamide at 20℃; for 3h; Suzuki Coupling;100%
583-53-9

1,2-dibromobenzene

95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With C24H12Cu2F9N4O7; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 140℃; for 16h;99%
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 130℃; for 18h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;92%
With ammonium hydroxide In water at 20℃; for 12h; Green chemistry;92%
With ammonia; water; copper(II) sulfate at 180 - 190℃;
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 120℃; for 16h; Sealed tube;100 %Spectr.
383-63-1

ethyl trifluoroacetate,

583-53-9

1,2-dibromobenzene

244229-34-3

1-(2-bromophenyl)-2,2,2-trifluoroethan-1-one

Conditions
ConditionsYield
Stage #1: 2,3-dibromobenzene With n-butyllithium
Stage #2: ethyl trifluoroacetate,
99%
Stage #1: 2,3-dibromobenzene With n-butyllithium at -110℃; Metallation;
Stage #2: ethyl trifluoroacetate, Acylation;
141-32-2

acrylic acid n-butyl ester

583-53-9

1,2-dibromobenzene

2E,2′E-3,3′-(1,2-phenylene) bis[2-propenoic acid] dibutyl ester

Conditions
ConditionsYield
With potassium carbonate; bis(dibenzylideneacetone)-palladium(0); 3-(2,6-diisopropylphenyl)-1-(2-diphenylphosphanylbenzyl)-3H-imidazol-1-ium chloride In N,N-dimethyl acetamide at 120℃; for 16h; Heck reaction;99%
With palladium diacetate; tri-tert-butyl phosphine; sodium acetate In N,N-dimethyl acetamide at 130℃; for 24h; Heck reaction;60%
21450-64-6

(2,6-dimethylphenyl)magnesium bromide

583-53-9

1,2-dibromobenzene

1556-99-6

4-methylfluorene

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine In tetrahydrofuran at 20℃; for 20h;99%
palladium diacetate In tetrahydrofuran at 20℃; for 20h;99%
5720-06-9

2-Methoxyphenylboronic acid

583-53-9

1,2-dibromobenzene

20837-12-1

2’-bromo-2-methoxybiphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol; toluene for 24h; Suzuki reaction; Reflux; Inert atmosphere;99%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 50℃; for 4h; Suzuki coupling;71%
583-53-9

1,2-dibromobenzene

2633-66-1

2-mesitylmagnesium bromide

2928-44-1

2,4-dimethyl-9H-fluorene

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine In tetrahydrofuran at 20℃; for 20h;99%
palladium diacetate In tetrahydrofuran at 20℃; for 20h;99%
75-64-9

tert-butylamine

583-53-9

1,2-dibromobenzene

N1,N2-di-tert-butylbenzene-1,2-diamine

Conditions
ConditionsYield
99%
With palladium diacetate; sodium t-butanolate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride
With palladium diacetate; sodium t-butanolate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride
583-53-9

1,2-dibromobenzene

615-36-1

2-bromoaniline

Conditions
ConditionsYield
With 2-((dicyclohexylphosphino)methyl)-1,3-bis(2,6-diisopropylphenyl)-4,5-dimethyl-1H-imidazol-3-ium iodide; ammonia; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere;99%
With 2-(di-tert-butylphosphino)-1-mesityl-4,5-diphenyl-1H-imidazole; ammonia; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere;> 99 %Chromat.
5565-83-3

9,9-dimethyl-3,6-dimethoxy-9-stannafluorene

583-53-9

1,2-dibromobenzene

1115023-89-6

2,11-dimethoxytriphenylene

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0) In tetrahydrofuran at 60℃; for 12h;99%
108-98-5

thiophenol

583-53-9

1,2-dibromobenzene

3379-36-0

1,2-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%
14277-00-0

N-phenylacetamidine

583-53-9

1,2-dibromobenzene

1484-39-5

2-methyl-1-phenyl-1H-benzimidazole

Conditions
ConditionsYield
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 140℃; for 24h; Molecular sieve; Inert atmosphere; regiospecific reaction;99%
19673-06-4

N-cyclohexylbenzimidamide

583-53-9

1,2-dibromobenzene

1350628-99-7

1-cyclohexyl-2-phenyl-1H-benzo[d]imidazole

Conditions
ConditionsYield
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 140℃; for 24h; Molecular sieve; Inert atmosphere; regiospecific reaction;99%
607-54-5

N-(naphthalen-1-yl)benzimidamide

583-53-9

1,2-dibromobenzene

1350628-96-4

1-(naphthalen-1-yl)-2-phenyl-1H-benzo[d]imidazole

Conditions
ConditionsYield
With 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 140℃; for 24h; Molecular sieve; Inert atmosphere; regiospecific reaction;99%
1527-91-9

N-phenylbenzamidine

583-53-9

1,2-dibromobenzene

2622-67-5

1,2-diphenyl-1H-benzoimidazole

Conditions
ConditionsYield
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 140℃; for 24h; Molecular sieve; Inert atmosphere; regiospecific reaction;99%
With potassium phosphate; 1,10-Phenanthroline; copper(II) oxide In diethylene glycol dimethyl ether at 140℃; for 24h; Inert atmosphere; regiospecific reaction;51%
64715-85-1, 91298-74-7, 127180-88-5

(R)-2-methoxy-1-phenylethylamine

583-53-9

1,2-dibromobenzene

361979-02-4

(2-bromophenyl)-(R)-2-methoxy-1-phenylethylamine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 80℃; for 48h; Buchwald-Hartwig amination;98%
583-53-9

1,2-dibromobenzene

98-80-6

phenylboronic acid

84-15-1

o-terphenyl

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 0.5h; Suzuki-Miyaura reaction;98%
With potassium phosphate; dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II) In toluene at 80℃; for 0.166667h; Suzuki-Miyaura cross-coupling reaction; Air;98%
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In tetrahydrofuran at 20℃; for 6h; Suzuki coupling;96%
5720-05-8

4-methylphenylboronic acid

583-53-9

1,2-dibromobenzene

64586-14-7

4,4′′-dimethyl-o-terphenyl

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In tetrahydrofuran at 20℃; for 6h; Suzuki coupling;98%
With bis(1,5-cyclooctadiene)nickel (0); potassium phosphate; tricyclohexylphosphine In tetrahydrofuran for 20h; Suzuki Coupling; Inert atmosphere;97%
With potassium carbonate In ethanol; water at 20℃; for 8h; Suzuki-Miyaura coupling;85%
With sodium tetrachloropalladate(II); C22H16O8S2(2-)*2Na(1+); sodium hydroxide In ethanol; water at 100℃; for 8h; Suzuki-Miyaura Coupling; Schlenk technique;83%
With potassium carbonate In methanol at 80℃; for 0.5h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;
1273-82-1

aminoferrocene

583-53-9

1,2-dibromobenzene

1198580-93-6

[C6H4(NH(C5H4)Fe(C5H5))2]

Conditions
ConditionsYield
With t-BuONa; Pd(O2CCH3)2; 1,3-bis(2,6-diisopropylphenyl)imidazolim chloride In toluene mixt. of Fe complex, imidazolium salt, t-BuONa, Pd compd. and C6H4Br2 intoluene was heated at 110°C for 12 h;98%
1205536-16-8

(3-(tert-butyl)-2-methoxyphenyl)boronic acid

583-53-9

1,2-dibromobenzene

1205536-18-0

2'-bromo-3-tert-butyl-2-methoxybiphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In 1,2-dimethoxyethane at 67℃; for 60h; Suzuki coupling; Inert atmosphere;98%
52379-48-3

4-(dimethylamino)-N-phenylbenzimidamide

583-53-9

1,2-dibromobenzene

2562-73-4

1-phenyl-2-(4-N,N-dimethylamino-phenyl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 140℃; for 24h; Molecular sieve; Inert atmosphere; regiospecific reaction;98%
73183-34-3

bis(pinacol)diborane

583-53-9

1,2-dibromobenzene

1075719-78-6

2-(3,4-dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; cyclopentyl methyl ether; 1,1'-di(pyridin-2-yl)-1,1',3,3'-tetrahydro-2,2'-bibenzo[d][1,3,2]diazaborole at 80℃; for 16h; Schlenk technique; Inert atmosphere;98%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1-(4,4'-di-tert-butyl-[2,2'-bipyridin]-6-yl)-2-(dimethyl(phenyl)silyl)-2,3-dihydro-1H-benzo[d][1,3,2]diazaborole Inert atmosphere; Schlenk technique; Sealed tube;97%
With (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; 4,4'-ditert-butyl-2,2'-bipyridine In tetrahydrofuran at 80℃; for 18h; Inert atmosphere; regioselective reaction;
Stage #1: bis(pinacol)diborane With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran for 0.0333333h; Inert atmosphere; Sonication;
Stage #2: 2,3-dibromobenzene In tetrahydrofuran at 80℃; for 24h; Inert atmosphere;
With (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran at 80℃; for 24h; Inert atmosphere;
1433772-22-5

N'-(1-(2-aminophenyl)ethylidene)-4-methylbenzenesulfonohydrazide

583-53-9

1,2-dibromobenzene

611-64-3

9-methyl-acridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; ruphos In 1,4-dioxane; water at 110℃; for 12h; Reagent/catalyst; Temperature; Microwave irradiation; Inert atmosphere;98%

1,2-Dibromobenzene Specification

1,2-Dibromobenzene is an organic compound with the formula C6H4Br2, and its systematic name is the same with the product name. With the CAS registry number 583-53-9, it is also named as o-Dibromobenzene. It belongs to the product categories of Aromatic Hydrocarbons (substituted) & Derivatives; Organics; Benzene derivates; Miscellaneous; Bromine Compounds; Aryl; C6; Halogenated Hydrocarbons. Its EINECS number is 209-507-3. In addition, the molecular weight is 235.90. This chemical is used in organic synthesis.

Physical properties of 1,2-Dibromobenzene are: (1)ACD/LogP: 3.628; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.63; (4)ACD/LogD (pH 7.4): 3.63; (5)ACD/BCF (pH 5.5): 336.99; (6)ACD/BCF (pH 7.4): 336.99; (7)ACD/KOC (pH 5.5): 2243.20; (8)ACD/KOC (pH 7.4): 2243.20; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.599; (13)Molar Refractivity: 41.633 cm3; (14)Molar Volume: 121.803 cm3; (15)Polarizability: 16.505×10-24cm3; (16)Surface Tension: 41.02 dyne/cm; (17)Density: 1.937 g/cm3; (18)Flash Point: 95.5 °C; (19)Enthalpy of Vaporization: 44.316 kJ/mol; (20)Boiling Point: 225.421 °C at 760 mmHg; (21)Vapour Pressure: 0.13 mmHg at 25°C.

Preparation : this chemical can be prepared by bromobenzene at the temperature of 20 °C. This reaction will need reagents PyHBrCl2, FeCl3 and solvent CH2Cl2 with the reaction time of 2 hours. The yield is about 72%.

1,2-Dibromobenzene can be prepared by bromobenzene at the temperature of 20 °C

Uses of 1,2-Dibromobenzene: it can be used to produce 3-(2-Bromophenylthio)-4H-[1]benzopyran-4-on by heating. It will need reagent Cu with the reaction time of 30 min. The yield is about 54%.

1,2-Dibromobenzene can be used to produce 3-(2-Bromophenylthio)-4H-[1]benzopyran-4-on by heating

When you are using this chemical, please be cautious about it as the following:
This chemcial is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc1ccccc1Br
(2)Std. InChI: InChI=1S/C6H4Br2/c7-5-3-1-2-4-6(5)8/h1-4H
(3)Std. InChIKey: WQONPSCCEXUXTQ-UHFFFAOYSA-N

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