4-Bromo-o-xylene supplier | CasNO.583-71-1

Name
4-Bromo-o-xylene
EINECS 209-518-3
CAS No. 583-71-1
Article Data51
CAS DataBase
Density 1.339 g/cm³
Solubility Not miscible in water.
Melting Point -12--10 °C
Formula C₈H₉Br
Boiling Point 213.9 °C at 760 mmHg
Molecular Weight 185.063
Flash Point 85.8 °C
Transport Information UN 1701 6.1/PG 2
Appearance Clear colourless to light yellow liquid
Safety 26-60-61-24/25
Risk Codes 22-36/37/38-50/53
Molecular Structure
Hazard Symbols Xn, N, Xi
Synonyms o-Xylene,4-bromo- (6CI,7CI,8CI);1-Bromo-3,4-dimethylbenzene;3,4-Dimethylbromobenzene;3,4-Dimethylphenyl bromide;3,4-Xylyl bromide;4-Bromo-1,2-dimethylbenzene;4-Bromo-1,2-xylene;NSC 60147;
PSA 0.00000
LogP 3.06590

Synthetic route

: 95-47-6
o-xylene

: 583-71-1
4-bromo-o-xylene

Conditions

Conditions	Yield
With K10-montmorillonite clay; bromine In tetrachloromethane for 1.5h; Ambient temperature;	96%
With carbon dioxide; bromine at 40℃; under 187519 Torr; for 2h; Supercritical conditions; Green chemistry;	95%
With tetrabutylammomium bromide; dihydrogen peroxide; vanadia In water; acetonitrile at 5℃; for 1.5h; Bromination;	92%

: 95-47-6
o-xylene

A: 583-71-1
4-bromo-o-xylene

B: 576-23-8
2,3-dimethylbromobenzene

Conditions

Conditions	Yield
With bromine; acetic acid	A 82% B 18%
With bromine; iodine In dichloromethane at -10 - 20℃; for 7.58333h;	A 75% B 15%
With hydrogenchloride; sodium hypochlorite; sodium bromide In water at 29.85℃; for 8h; Product distribution; Further Variations:; Temperatures;	A 24.6% B 68.5%

: 593-53-3
Methyl fluoride

: 106-38-7
para-bromotoluene

A: 583-70-0
1-bromo-2,4-dimethylbenzene

B: 583-71-1
4-bromo-o-xylene

Conditions

Conditions	Yield
With oxygen at 40℃; under 720 Torr; Mechanism; Irradiation;	A 72% B 28%

...Expand

: 618-01-9
3,4-dimethylbenzenesulfonic acid

: 583-71-1
4-bromo-o-xylene

Conditions

Conditions	Yield
With copper(ll) bromide

: 95-64-7
4-amino-o-xylene

: 583-71-1
4-bromo-o-xylene

Conditions

Conditions	Yield
With sulfuric acid Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr in der Waerme;
(i) (diazotization), aq. HBr, (ii) Cu; Multistep reaction;

: 95-47-6
o-xylene

A: 583-71-1
4-bromo-o-xylene

B: 576-23-8
2,3-dimethylbromobenzene

C: 89-92-9
2-methylbenzyl bromide

D: 91-13-4
α,α'-dibromo-o-xylene

Conditions

Conditions	Yield
With bromine In water for 0.333333h; Ambient temperature; Irradiation;	A 3 % Chromat. B 2 % Chromat. C 16 % Chromat. D 79 % Chromat.

...Expand

: 95-47-6
o-xylene

: 7726-95-6
bromine

: 7553-56-2
iodine

: 583-71-1
4-bromo-o-xylene

...Expand

: 95-47-6
o-xylene

: 7726-95-6
bromine

: 7553-56-2
iodine

A: 583-71-1
4-bromo-o-xylene

B: 24932-49-8
dibromoxylene

C: 24932-48-7
1,2-dibromo-4,5-dimethylbenzene

D: 2810-69-7
1,2,3,4-tetrabromo-5,6-dimethylbenzene

...Expand

diazotized 4-amino-o-xylene: diazotized 4-amino-o-xylene

: 583-71-1
4-bromo-o-xylene

: 95-47-6
o-xylene

A: 583-71-1
4-bromo-o-xylene

B: 89-92-9
2-methylbenzyl bromide

Conditions

Conditions	Yield
With N-Bromosuccinimide In water at 150℃; under 2625.26 Torr; for 0.0666667h; Irradiation;	A 11 % Chromat. B 51 % Chromat.

: 292638-84-7
styrene

: 583-71-1
4-bromo-o-xylene

: 28271-18-3, 81228-92-4
(E)-1,2-dimethyl-4-stirylbenzene

Conditions

Conditions	Yield
With {1,3-bis[2,6-bis(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}dichloro(pyridine)palladium; caesium carbonate In neat (no solvent) at 100℃; for 12h; Heck Reaction;	99%

: 583-71-1
4-bromo-o-xylene

: 108-98-5
thiophenol

: 82102-37-2
9-methyl-9H-fluorene-9-carbonyl chloride

: S-phenyl 3,4-dimethylbenzothioate

Conditions

Conditions	Yield
Stage #1: 4-bromo-o-xylene; thiophenol With bis(benzonitrile)palladium(II) dichloride; sodium acetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene Inert atmosphere; Glovebox; Stage #2: 9-methyl-9H-fluorene-9-carbonyl chloride With N-Methyldicyclohexylamine; bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate at 120℃; for 18h; Inert atmosphere; Glovebox;	98%

Yield

Stage #1: 4-bromo-o-xylene; thiophenol With bis(benzonitrile)palladium(II) dichloride; sodium acetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene Inert atmosphere; Glovebox;
Stage #2: 9-methyl-9H-fluorene-9-carbonyl chloride With N-Methyldicyclohexylamine; bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate at 120℃; for 18h; Inert atmosphere; Glovebox;

98%

...Expand

: 583-71-1
4-bromo-o-xylene

: 70484-01-4
4-bromo-1,2-dicyanobenzene

Conditions

Conditions	Yield
With ammonia; oxygen at 359.84℃; Temperature;	97.3%

: 583-71-1
4-bromo-o-xylene

: 89980-68-7
3,4-dimethylphenylmagnesium bromide

Conditions

Conditions	Yield
With iodine In tetrahydrofuran	96.3%
With iodine; magnesium In diethyl ether Inert atmosphere; Reflux;

: 583-71-1
4-bromo-o-xylene

: 124-41-4
sodium methylate

: 4685-47-6
3,4-dimethylanisole

Conditions

Conditions	Yield
With copper(I) bromide In methanol at 125 - 130℃; for 4h; Autoclave;	96%

: 5973-71-7
3,4-dimethylbenzaldehyde

: 583-71-1
4-bromo-o-xylene

: 4659-48-7
3,3',4,4'-tetramethylbenzophenone

Conditions

Conditions	Yield
Stage #1: 4-bromo-o-xylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.666667h; Stage #2: 3,4-dimethylbenzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; Stage #3: With iodine; potassium carbonate In tert-butyl alcohol at 90℃; for 8h;	95%

: 583-71-1
4-bromo-o-xylene

: 616-24-0
3-aminopentane

: 56038-89-2
N-(1-ethylpropyl)-3,4-dimethyl-benzenamine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; caesium carbonate In toluene at 80℃; for 6h; Reagent/catalyst; Buchwald-Hartwig Coupling;	93.7%

: 583-71-1
4-bromo-o-xylene

: 69189-19-1
4-bromo-1,2-bis-bromomethyl-benzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 1h; Heating / reflux;	93%
With bromine; dibenzoyl peroxide at 125 - 130℃; for 2h;	87%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 3h; Reflux;	80.1%

: 583-71-1
4-bromo-o-xylene

: 4920-95-0
3,4,3',4'-Tetramethylbiphenyl

Conditions

Conditions	Yield
With iodine; magnesium; nickel dichloride at 90℃; for 8h; Inert atmosphere;	91%
With [2,2]bipyridinyl; nickel; zinc; triphenylphosphine In N,N-dimethyl-formamide at 90℃; for 24h;	80%
With tetraethylammonium tosylate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide Ambient temperature; electrolysis;	78%

: 592-84-7
n-butyl formate

: 583-71-1
4-bromo-o-xylene

: 1242139-06-5
butyl 3,4-dimethylbenzoate

Conditions

Conditions	Yield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A In acetonitrile at 140℃; for 16h; Inert atmosphere;	91%

: 1279123-63-5
potassium hydrogenfluoride

: 55124-35-1
diisopropylamine borane

: 583-71-1
4-bromo-o-xylene

: potassium (3,4-dimethylphenyl)trifluoroborate

Conditions

Conditions	Yield
Stage #1: diisopropylamine borane; 4-bromo-o-xylene With magnesium In tetrahydrofuran at 70℃; Stage #2: With methanol In tetrahydrofuran at 0℃; for 1h; Stage #3: potassium hydrogenfluoride In methanol; water at 20℃; for 1h;	91%

...Expand

: 143-27-1
hexadecylamine

: 583-71-1
4-bromo-o-xylene

: 1416815-95-6
C24H43N

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In 1,4-dioxane; toluene at 80℃; Schlenk technique; Inert atmosphere;	90%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 201230-82-2
carbon monoxide

: 583-71-1
4-bromo-o-xylene

: 2,5-dioxopyrrolidin-1-yl 3,4-dimethylbenzoate

Conditions

Conditions	Yield
With N-Methyldicyclohexylamine; [{Pd(cinnamyl)Cl}2]; 9-methyl-9H-fluorene-9-carbonyl chloride; bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane; toluene at 95℃; for 16h; Sealed tube; Glovebox; Inert atmosphere;	90%

...Expand

: 583-71-1
4-bromo-o-xylene

: 111-92-2
dibutylamine

: 105336-41-2
Dibutyl-(3,4-dimethyl-phenyl)-amine

Conditions

Conditions	Yield
With C43H58ClO2PPd; sodium t-butanolate; ruphos In tetrahydrofuran at 85℃; for 6h; Inert atmosphere;	90%

: 583-71-1
4-bromo-o-xylene

: 113304-84-0, 127986-89-4
N-benzyl-(S)-proline methyl ester

: (S)-(1-benzylpyrrolidin-2-yl)bis(3,4-dimethylphenyl)methanol

Conditions

Conditions	Yield
Stage #1: 4-bromo-o-xylene With iodine; magnesium In tetrahydrofuran at 65℃; for 1h; Stage #2: N-benzyl-(S)-proline methyl ester In tetrahydrofuran for 1h;	90%

: 123-75-1
pyrrolidine

: 583-71-1
4-bromo-o-xylene

: 1-(3,4-dimethylphenyl)pyrrolidine

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); potassium tert-butylate In toluene for 2h; Reflux; Inert atmosphere;	90%

: 75-77-4
chloro-trimethyl-silane

: 583-71-1
4-bromo-o-xylene

: 17988-43-1
(3,4-dimethylphenyl)-trimethylsilane

Conditions

Conditions	Yield
Stage #1: 4-bromo-o-xylene With magnesium In tetrahydrofuran at 80℃; for 2h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran for 12h; Reflux;	88.3%
Stage #1: 4-bromo-o-xylene With iodine; magnesium In tetrahydrofuran at 50 - 85℃; for 2h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran at -78 - 20℃; for 0.5h; Stage #3: With water In tetrahydrofuran	77%

: 583-71-1
4-bromo-o-xylene

: 98-80-6
phenylboronic acid

: 4433-11-8
3,4-dimethylbiphenyl

Conditions

Conditions	Yield
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; Suzuki-Miyaura cross-coupling reaction; Inert atmosphere;	87%
With C21H25ClN2Pd; potassium carbonate In toluene at 80℃; for 2h; Suzuki-Miyaura Coupling;	79%
With C55H66N2O2; palladium diacetate; potassium carbonate In methanol; dichloromethane at 30℃; for 0.5h; Suzuki-Miyaura Coupling;

: 583-71-1
4-bromo-o-xylene

: 1450729-39-1
C19H15N3S

: 1450729-50-6
C26H21N3

Conditions

Conditions	Yield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); magnesium; ethylene dibromide In tetrahydrofuran at 20℃; for 2h; Kumada Cross-Coupling; Inert atmosphere;	87%

: 273-53-0
benzoxazole

: 583-71-1
4-bromo-o-xylene

: 16155-55-8
2-(3,4-dimethylphenyl)benzo[d]oxazole

Conditions

Conditions	Yield
With [(SIPr)PdCl(quinoline‐8‐carboxylate)]; sodium t-butanolate In N,N-dimethyl-formamide at 130℃; for 12h; Reagent/catalyst;	87%

: 583-71-1
4-bromo-o-xylene

zirconocene dichloride: zirconocene dichloride

: 1,2,3,4,5-Penta(3,4-dimethylphenyl)-1,3-cyclopentadiene

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; caesium carbonate; palladium diacetate In N,N-dimethyl-formamide at 130℃; for 3h; Arylation;	85%

: 86-73-7
9H-fluorene

: 583-71-1
4-bromo-o-xylene

: 135926-14-6
C29H26

Conditions

Conditions	Yield
With potassium tert-butylate; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) In toluene at 100℃; for 12h; Catalytic behavior; Schlenk technique; Inert atmosphere; Glovebox;	85%

: 583-71-1
4-bromo-o-xylene

: 122-39-4
diphenylamine

: 173460-10-1
N,N-diphenyl-3,4-xylidene

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; sodium t-butanolate In 1,3,5-trimethyl-benzene for 24h; Inert atmosphere; Reflux;	83%

: 583-71-1
4-bromo-o-xylene

: 1123312-73-1
4-(4-ethylcyclohexyl)-2,3-difluorophenylboronic acid

: C22H26F2

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide for 3h; Inert atmosphere; Reflux;	83%

: 590-28-3
potassium cyanate

: 201230-82-2
carbon monoxide

: 583-71-1
4-bromo-o-xylene

: 67-63-0
isopropyl alcohol

: isopropyl 3,4-dimethylbenzoylcarbamate

Conditions

Conditions	Yield
With dichloro(1,5-cyclooctadiene)palladium(II); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene at 70℃; for 8h;	82%

...Expand

: 626-23-3
Di-sec-butylamin

: 583-71-1
4-bromo-o-xylene

: 105336-44-5
Di-sec-butyl-(3,4-dimethyl-phenyl)-amine

Conditions

Conditions	Yield
With potassium amide for 5h; Heating;	81%

: 75-54-7
Dichloromethylsilane

: 583-71-1
4-bromo-o-xylene

: 1264172-81-7
bis(3,4-dimethylphenyl)(methyl)silane

Conditions

Conditions	Yield
Stage #1: 4-bromo-o-xylene With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: Dichloromethylsilane In tetrahydrofuran at 0 - 20℃; for 18h; Inert atmosphere;	81%

: 583-71-1
4-bromo-o-xylene

: 104-88-1
4-chlorobenzaldehyde

: 1292631-43-6
1-(3,4-dimethylphenyl)-1-(4-chlorophenyl)methanol

Conditions

Conditions	Yield
Stage #1: 4-bromo-o-xylene With boric acid tributyl ester; magnesium; lithium chloride In tetrahydrofuran at 25℃; Stage #2: 4-chlorobenzaldehyde In tetrahydrofuran at 25℃; for 1h;	81%

4-Bromo-o-xylene Chemical Properties

MF: C₈H₉Br
MW: 185.06
EINECS: 209-518-3
Mp: -12 ~ -10 °C
Bp: 215 °C(lit.)
Density: 1.37 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.555(lit.)
Fp: 177 °F
Appearance: Clear colorless liquid
Solubility in water:Insoluble
4-Bromo-o-xylene's(583-71-1) Synonyms: 3,4-DIMETHYLBROMOBENZENE;1-BROMO-3,4-DIMETHYLBENZENE;5-BROMO-O-XYLENE;4-BROMO-1,2-DIMETHYLBENZENE;4-Bromo-1,2-xylene;4-BROMO-O-XYLENE;ρ-Bromo-o-xylene;3,4-dimethylphenylbromide
4-Bromo-o-xylene's(583-71-1) Structural formula:

4-Bromo-o-xylene Uses

4-Bromo-o-xylene(583-71-1) is used as synthetic organic materials and soluble polyimide resin intermediates.

4-Bromo-o-xylene Safety Profile

Safety Information for 4-Bromo-o-xylene(583-71-1)
Hazard Codes Xn,N,Xi
Risk Statements 22-36/37/38-50/53
Safety Statements 26-60-61-24/25
RIDADR UN 1701 6.1/PG 2
WGK Germany 3
RTECS CY9020400
F 19
Hazard Note Irritant

4-Bromo-o-xylene Specification

Accidental Release Measures for 4-Bromo-o-xylene(583-71-1)
【Small spills/leaks】Absorb spill with inert material, (e.g., dry sand or earth), then place into a chemical waste container.
Stability and Reactivity for 4-Bromo-o-xylene(583-71-1)
【Stability】Stable under normal temperatures and pressures.
【Incompatibilities】Strong oxidizing agents.

Product Name

4-Bromo-o-xylene

Synthetic route

4-Bromo-o-xylene Chemical Properties

4-Bromo-o-xylene Uses

4-Bromo-o-xylene Safety Profile

4-Bromo-o-xylene Specification

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