2,5-Dimethylbromobenzene supplier

Name
2,5-Dimethylbromobenzene
EINECS 209-055-7
CAS No. 553-94-6
Article Data61
CAS DataBase
Density 1.339 g/cm³
Solubility
Melting Point 9-10 °C(lit.)
Formula C₈H₉Br
Boiling Point 199.5 °C at 760 mmHg
Molecular Weight 185.063
Flash Point 80.1 °C
Transport Information
Appearance Clear colourless to light yellow liquid
Safety 26-36/37/39-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms p-Xylene,2-bromo- (6CI,7CI,8CI);1-Bromo-2,5-dimethylbenzene;2,5-Dimethylbromobenzene;2,5-Dimethylphenyl bromide;2,5-Xylyl bromide;2-Bromo-1,4-dimethylbenzene;2-Bromo-1,4-xylene;2-Bromo-p-xylene;Bromo-p-xylene;NSC 8051;
PSA 0.00000
LogP 3.06590

Synthetic route

: 106-42-3
para-xylene

: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
With potassium bromide; sodium nitrite In water; trifluoroacetic acid at 20℃; for 0.16h; Product distribution; under argon;	100%
With oxygen; potassium bromide; sodium nitrite In water; trifluoroacetic acid at 20℃; for 5h; Product distribution;	96%
With sulfuric acid; dihydrogen peroxide; sodium bromide In water at 49.84℃;	94%

: 106-42-3
para-xylene

A: 553-94-6
4-bromo-m-xylene

B: 1074-24-4
2,5-dibromo-p-xylene

Conditions

Conditions	Yield
With carbon dioxide; bromine at 40℃; under 187519 Torr; for 2h; Supercritical conditions; Green chemistry;	A 92% B 8%
With aluminum oxide; bromine for 0.0166667h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With N-Bromosuccinimide at 20℃; for 16h; Overall yield = 85 %Spectr.; regioselective reaction;

: 106-42-3
para-xylene

A: 553-94-6
4-bromo-m-xylene

B: 1074-24-4
2,5-dibromo-p-xylene

C: 104-81-4
4-Methylbenzyl bromide

Conditions

Conditions	Yield
With bromine; acetic acid	A 77% B 10% C 13%
With bromine	A 48% B n/a C n/a

...Expand

: 106-42-3
para-xylene

A: 553-94-6
4-bromo-m-xylene

B: 104-81-4
4-Methylbenzyl bromide

Conditions

Conditions	Yield
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 4h; Bromination;	A 62% B n/a
With bromine; bentonite In carbon disulfide for 4h; Heating;	A 50% B 30%
With N-Bromosuccinimide In methanol at 150℃; under 2625.26 Torr; for 0.0666667h; microwave irradiation;	A 27 % Chromat. B 32 % Chromat.
With hydrogen bromide; dihydrogen peroxide In water at 20℃; for 24h; Darkness;	A 66 %Spectr. B 14 %Spectr.
With N-Bromosuccinimide; silver hexafluoroantimonate; adamantan-1-yl(methyl)sulfane In 1,2-dichloro-ethane at 20℃; for 1h; Inert atmosphere; Schlenk technique;	A 50 %Chromat. B 20 %Chromat.

: 356570-53-1
1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dimethylbenzene

: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
With copper(ll) bromide In methanol Heating;	46%

: 95-78-3
2,5-Dimethylaniline

: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
With hydrogen bromide diazotization;	40%
(i) (diazotization), aq. HBr, (ii) Cu; Multistep reaction;

: 593-53-3
Methyl fluoride

: 95-46-5
2-methylphenyl bromide

A: 576-22-7
2-Bromo-m-xylene

B: 553-94-6
4-bromo-m-xylene

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

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

Conditions

Conditions	Yield
With oxygen at 40℃; under 720 Torr; Mechanism; Irradiation;	A n/a B n/a C 13.7% D 32.8%

...Expand

: 609-54-1
2,5-dimethylbenzenesulfonic acid

: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
With copper(ll) bromide

: 75-89-8
2,2,2-trifluoroethanol

: 93362-61-9
(E)-1,4-Dimethyl-1,3-hexadien-5-in-1-yl-triflat

A: 553-94-6
4-bromo-m-xylene

B: 79644-39-6
(4-Methylbenzyl)-(2,2,2-trifluorethyl)-ether

C: 79644-36-3
(Z)-3-Methyl-hept-3-ene-1,5-diyne

D: 79644-38-5
(2,5-Dimethylphenyl)-(2,2,2-trifluorethyl)-ether

Conditions

Conditions	Yield
With 1,3,5-triisopropyl benzene; sodium carbonate; lithium bromide In 1,4-dioxane; water at 120℃; for 120h; Mechanism; Product distribution;	A 17 % Chromat. B 14 % Chromat. C n/a D 14 % Chromat.

...Expand

: 106-42-3
para-xylene

A: 553-94-6
4-bromo-m-xylene

B: 66788-13-4
2,6-dibromo-1,4-dimethylbenzene

Conditions

Conditions	Yield
With aluminum oxide; copper(ll) bromide In tetrachloromethane at 80℃; for 1.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 106-42-3
para-xylene

A: 589-18-4
4-Methylbenzyl alcohol

B: 553-94-6
4-bromo-m-xylene

C: 721-45-9
1,4-dimethyl-2-(4-methylbenzyl)benzene

D: 104-87-0
4-methyl-benzaldehyde

Conditions

Conditions	Yield
With sulfuric acid; hydrogen bromide In water; acetic acid at 90℃; for 1h; Product distribution; Mechanism; other solvent, effect of the absence of HBr;	A 65 % Chromat. B 30 % Chromat. C 71 % Chromat. D 22 % Chromat.

...Expand

: 75366-05-1
3-methylbicyclo<4.1.0>hepta-1,3,5-triene

A: 553-94-6
4-bromo-m-xylene

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

Conditions

Conditions	Yield
With bromine; tri-n-butyl-tin hydride Product distribution; Mechanism; multistep reaction; reaction regioselectivity; a series of reagents;

: 93362-61-9
(E)-1,4-Dimethyl-1,3-hexadien-5-in-1-yl-triflat

A: 553-94-6
4-bromo-m-xylene

B: 79644-39-6
(4-Methylbenzyl)-(2,2,2-trifluorethyl)-ether

C: 79644-38-5
(2,5-Dimethylphenyl)-(2,2,2-trifluorethyl)-ether

D: 79644-40-9
2,5-dimethylphenyl trifluoromethanesulfonate

Conditions

Conditions	Yield
With 2,2,2-trifluoroethanol; sodium carbonate; lithium bromide In 1,4-dioxane; water at 100℃; for 120h; Further byproducts given;	A 16.6 % Chromat. B 41.2 % Chromat. C 14.4 % Chromat. D 1 % Chromat.

...Expand

: 106-42-3
para-xylene

: 7553-56-2
iodine

: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
beim Bromieren;

: 106-42-3
para-xylene

: 7553-56-2
iodine

A: 553-94-6
4-bromo-m-xylene

B: 1074-24-4
2,5-dibromo-p-xylene

Conditions

Conditions	Yield
beim Bromieren;

...Expand

: 106-42-3
para-xylene

: 7553-56-2
iodine

A: 553-94-6
4-bromo-m-xylene

B: 1074-24-4
2,5-dibromo-p-xylene

C: 23488-38-2
2,3,5,6-tetrabromo-p-xylene

Conditions

Conditions	Yield
beim Bromieren;

...Expand

diazotized 2-amino-p-xylene: diazotized 2-amino-p-xylene

: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
With hydrogen bromide; copper(I) bromide

: 95-87-4
2,5-Dimethylphenol

platinum: platinum

: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 93 percent / pyridine / CH2Cl2 / 0.25 h / 0 °C 2: 99 percent / Et3N / PdCl2(dppf) / dioxane / Heating 3: 46 percent / aq. CuBr2 / methanol / Heating View Scheme

: 79644-40-9
2,5-dimethylphenyl trifluoromethanesulfonate

: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 99 percent / Et3N / PdCl2(dppf) / dioxane / Heating 2: 46 percent / aq. CuBr2 / methanol / Heating View Scheme

: 15540-84-8
2,3-dibromo-1,4-dimethylbenzene

A: 106-42-3
para-xylene

B: 553-94-6
4-bromo-m-xylene

Conditions

Conditions	Yield
With tris(2,2'-bipyridine)ruthenium(II) perchlorate; triethanolamine; Ni((C6H5)CH2O)(C5H2N)(CH2)2(NHCH2CH2CH2)2NH(2+) In acetonitrile at 25℃; for 3h; Photolysis;
With nickel(II) 1,4,8,11-tetraazacyclotetradecane; tris(2,2'-bipyridine)ruthenium(II) perchlorate; triethanolamine In acetonitrile at 25℃; for 3h; Photolysis;

: 553-94-6
4-bromo-m-xylene

: 122-52-1
triethyl phosphite

: 58983-18-9
(2,5-dimethylphenyl)diethyl phosphonate

Conditions

Conditions	Yield
With nickel dibromide at 160℃; for 2h; Inert atmosphere;	100%
Irradiation;

: 88-18-6
2-tert-Butylphenol

: 553-94-6
4-bromo-m-xylene

: 3-tert-butyl-2',5'-dimethylbiphenyl-2-ol

Conditions

Conditions	Yield
With tris(triphenylphosphine)rhodium(I) chloride; caesium carbonate; diisopropyl(2-tert-butyl)phenoxyphosphine In toluene for 18h; Heating;	100%
With caesium carbonate; diisopropyl(2-tert-butyl)phenoxyphosphine; RhCl(PPh3)3 In toluene for 18h; Heating;	100%
With caesium carbonate; chloro(1,5-cyclooctadiene)rhodium(I) dimer In toluene for 18h; Heating;	94 % Spectr.

: 116-17-6
triisopropyl phosphite

: 553-94-6
4-bromo-m-xylene

: (2,5-dimethylphenyl)diisopropyl phosphonate

Conditions

Conditions	Yield
With nickel dibromide at 150℃; for 3h; Inert atmosphere;	100%

: 553-94-6
4-bromo-m-xylene

: 625-36-5
2-chloropropionyl chloride

: 246022-83-3
4-bromo-1-(3'-chloro-1'-oxopropyl)-2,5-dimethylbenzene

Conditions

Conditions	Yield
Stage #1: 2-chloropropionyl chloride With aluminum (III) chloride In dichloromethane for 0.25h; Schlenk technique; Inert atmosphere; Stage #2: 4-bromo-m-xylene In dichloromethane at 20℃; for 20h; Inert atmosphere;	99%
With aluminium trichloride In dichloromethane at 50℃; for 3h; Addition;	87%
With aluminum (III) chloride In carbon disulfide at 0℃; for 1h; Reflux;	61%
With aluminium trichloride In carbon disulfide at 20℃; for 16h;

: 553-94-6
4-bromo-m-xylene

: 16419-60-6
2-Methylphenylboronic acid

: 76708-72-0
2,5,2'-trimethyl-1,1'-biphenyl

Conditions

Conditions	Yield
With Merrifield resin-bound dicyclohexylphosphinobiphenyl ligand; caesium carbonate; tris(dibenzylideneacetone)dipalladium (0) In tetrahydrofuran at 65℃; Suzuki reaction;	99%

: 553-94-6
4-bromo-m-xylene

: 108-44-1
1-amino-3-methylbenzene

: N-(2,5-dimethylphenyl)-m-toluidine

Conditions

Conditions	Yield
With Merrifield resin-bound dicyclohexylphosphinobiphenyl ligand; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) In toluene at 100℃;	99%

: 553-94-6
4-bromo-m-xylene

: 90-41-5
2-phenylaniline

: 2,5-dimethyl-2'-phenyldiphenylamine

Conditions

Conditions	Yield
With palladium diacetate; P(i-BuNCH2CH2)3N; sodium t-butanolate In toluene at 80℃;	99%

: 553-94-6
4-bromo-m-xylene

: 79-04-9
chloroacetyl chloride

: 55312-97-5
2-(2,5-dimethylphenyl)acetyl chloride

Conditions

Conditions	Yield
Stage #1: 4-bromo-m-xylene; chloroacetyl chloride With hydrogenchloride; ruthenium(IV) oxide; palladium 10% on activated carbon In dimethyl sulfoxide at 100℃; for 5h; Stage #2: With sodium sulfite In water; dimethyl sulfoxide at 135℃; for 8.25h; Temperature;	98.1%

: 109-01-3
1-methyl-piperazine

: 553-94-6
4-bromo-m-xylene

: 1-(2,5-dimethylhenyl)-4-methylpiperazine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 80℃; for 4h;	98%
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate at 80℃; for 4h; Arylation;	98%
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In neat (no solvent) at 80℃; for 4h; Inert atmosphere;	98%
With tris(dibenzylideneacetone)dipalladium (0); sodium isopropylate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 110℃; for 7h; Substitution;	68%

: 553-94-6
4-bromo-m-xylene

: 106-49-0
p-toluidine

: 34160-15-1
N-(4-methylphenyl)-2,5-dimethylaniline

Conditions

Conditions	Yield
With bis[2-(diphenylphosphino)phenyl] ether; sodium t-butanolate; palladium dichloride In toluene at 80℃; for 17h;	98%
With palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether; sodium t-butanolate In toluene at 80℃; for 3h;	95%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 110℃; for 4h; Inert atmosphere;	67%

: 553-94-6
4-bromo-m-xylene

: 35019-02-4
bis(2,5-dimethylphenyl) sulfide

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; thiourea; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In 1,4-dioxane at 100℃; for 18h; Inert atmosphere;	98%

: lithium trimethoxy(1,2,2-trifluorovinyl)borate

: 553-94-6
4-bromo-m-xylene

: 1361925-73-6
1,4-dimethyl-2-(1,2,2-trifluorovinyl)benzene

Conditions

Conditions	Yield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In tetrahydrofuran at 20 - 80℃; for 15.25h; Suzuki coupling; Inert atmosphere;	98%

: 22118-09-8
2-bromoacetyl chloride

: 553-94-6
4-bromo-m-xylene

: 55312-97-5
2-(2,5-dimethylphenyl)acetyl chloride

Conditions

Conditions	Yield
Stage #1: 2-bromoacetyl chloride; 4-bromo-m-xylene With hydrogenchloride; ruthenium(IV) oxide; palladium 10% on activated carbon In dimethyl sulfoxide at 100℃; for 5h; Stage #2: With sodium sulfite In water; dimethyl sulfoxide at 135℃; for 8.25h;	97.1%

: 1066-35-9
dimethylmonochlorosilane

: 553-94-6
4-bromo-m-xylene

: (2,5-dimethylphenyl)dimethylsilane

Conditions

Conditions	Yield
Stage #1: 4-bromo-m-xylene With n-butyllithium In tetrahydrofuran at -78℃; for 3h; Inert atmosphere; Stage #2: dimethylmonochlorosilane In tetrahydrofuran at -78 - 20℃;	97%
With tert.-butyl lithium In diethyl ether; pentane 1.) -78 deg C, 2.) -78 deg C to 20 deg C, 2 h; Yield given;

: 110-91-8
morpholine

: 553-94-6
4-bromo-m-xylene

: 4-(2,5-dimethylphenyl)morpholine

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); (-)-2-(dicyclohexylphosphino)-2'-(dimethylamino)-1,1'-binaphthyl; sodium t-butanolate In 1,2-dimethoxyethane Ambient temperature;	97%
With potassium hexamethylsilazane In 1,4-dioxane at 100℃; for 0.25h; metal-free Buchwald-Hartwig amination; Inert atmosphere;	88 %Chromat.

: 553-94-6
4-bromo-m-xylene

: 90-04-0
2-methoxy-phenylamine

: N-(2-methoxyphenyl)-2,5-dimethylaniline

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); sodium isopropylate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 110℃; for 19h; Substitution;	97%
With bis[2-(diphenylphosphino)phenyl] ether; sodium t-butanolate; palladium dichloride In toluene at 80℃; for 4h;	93%
With palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether; sodium t-butanolate In toluene at 80℃; for 21h;	90%

: 553-94-6
4-bromo-m-xylene

: 6783-05-7
trans-2-phenylvinylboronic acid

: 19290-86-9, 21162-42-5
(E)-2,5-dimethyl-1-styrylbenzene

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In tetrahydrofuran at 40℃; for 24h; Suzuki-Miyaura coupling;	97%

: 553-94-6
4-bromo-m-xylene

: 13922-41-3
1-Naphthylboronic acid

: 131117-61-8
1-(2,5-dimethylphenyl)naphthalene

Conditions

Conditions	Yield
With potassium phosphate; C29H37O2P; palladium diacetate In toluene at 110℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;	97%

: 553-94-6
4-bromo-m-xylene

: 95-48-7
ortho-cresol

: 1,4-dimethyl-2-(o-tolyloxy)benzene

Conditions

Conditions	Yield
With palladium diacetate; potassium phosphate; 2-N,N-(dimethylamino)-2'-di-tert-butylphosphino-1,1'-binaphthyl In toluene at 100℃; for 24h;	96%
With potassium phosphate; tert-butyl XPhos; palladium diacetate In toluene at 100℃; for 24h;	92%
With potassium phosphate; 2-di-tert-butylphosphino-2',4',6'-tricyclohexyl-3,6-dimethoxybiphenyl In 1,2-dimethoxyethane; toluene at 40℃; for 24h; Inert atmosphere;	80%

: 553-94-6
4-bromo-m-xylene

: 100-61-8
N-methylaniline

: N-methyl-N-phenyl-2,5-dimethylbenzenamine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate at 80℃; for 36h; Arylation;	95%
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 80℃; for 36h;	94%
With tris(dibenzylideneacetone)dipalladium (0); sodium isopropylate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 110℃; for 22h; Substitution;	85%

: 553-94-6
4-bromo-m-xylene

: 1679-18-1
4-Chlorophenylboronic acid

: 71149-93-4
4’-chloro-2,5-dimethyl-1,1’-biphenyl

Conditions

Conditions	Yield
With potassium phosphate; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In toluene at 100℃; for 14h; Suzuki coupling;	95%
With potassium phosphate; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In toluene	95%

: 553-94-6
4-bromo-m-xylene

: 121-46-0
bicyclo[2.2.1]hepta-2,5-diene

: C23H24

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; triphenylphosphine In toluene at 20 - 115℃; for 5h; Temperature; Reagent/catalyst; Solvent; Sealed tube; stereoselective reaction;	95%

: 553-94-6
4-bromo-m-xylene

: 292638-85-8
acrylic acid methyl ester

: methyl 3-(2,5-dimethylphenyl)prop-2-enoate

Conditions

Conditions	Yield
With N-Methyldicyclohexylamine; 2C32H41O4PPd(2+)2Cl(1-) In N,N-dimethyl acetamide at 100℃; for 16h; Heck Reaction; Inert atmosphere;	95%

: 75-21-8
oxirane

: 553-94-6
4-bromo-m-xylene

: 6972-51-6
2-(2,5-dimethylphenyl)ethan-1-ol

Conditions

Conditions	Yield
Stage #1: 4-bromo-m-xylene With iodine; magnesium In diethyl ether at 60℃; for 1h; Inert atmosphere; Stage #2: oxirane In diethyl ether at 0℃; for 3h; Temperature; Inert atmosphere;	94.69%
(i) Mg, Et2O, (ii) /BRN= 102378/; Multistep reaction;

: 553-94-6
4-bromo-m-xylene

: 98-80-6
phenylboronic acid

: 7372-85-2
2,5-dimethylbiphenyl

Conditions

Conditions	Yield
With palladium diacetate; potassium fluoride; johnphos In tetrahydrofuran at 45℃; for 12h; Suzuki coupling;	94%
With potassium phosphate; Pd (sulfur-containing palladacycle); tetra(n-tert-butyl)ammonium bromide In N,N-dimethyl-formamide at 25℃; for 38h; Suzuki cross-coupling;	94%
With Pd(4,4'-bis(diphenylphosphino)-2,2',6,6'-tetra-methoxy-3,3'-bipyridine)Cl2; potassium hydroxide In ethanol; dichloromethane at 25℃; for 6h; Suzuki-Miyaura Coupling;	94%

: 553-94-6
4-bromo-m-xylene

: 536-74-3
phenylacetylene

: 29778-30-1
1,4-dimethyl-2-(phenylethynyl)benzene

Conditions

Conditions	Yield
With potassium phosphate; bis(η3-allyl-μ-chloropalladium(II)); N,N,N′,N′-tetra(diphenylphosphinomethyl)-1,2-ethylenediamine In 1,4-dioxane at 105℃; for 20h; Sonogashira coupling; Inert atmosphere;	94%
With dichloro[1-(2,4,6-trimethylbenzyl)-3-(4-adamantylbenzyl)-5,6-dimethylbenzimidazole-2-ylidene]triphenylphosphine palladium(II); potassium tert-butylate In N,N-dimethyl-formamide at 100℃; for 3h; Reagent/catalyst; Sonogashira Cross-Coupling; Schlenk technique;	94%
With potassium phosphate; bis(η3-allyl-μ-chloropalladium(II)); tetraphosphine N,N,N′,N′-tetra(diphenylphosphinomethyl)-pyridine-2,6-diamine In N,N-dimethyl acetamide; water at 100℃; for 20h; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;	93%

: 23516-76-9
2,6-bis-(toluene-4-sulfonyl)-[1,5,2,6]dithiadiazocane

: 553-94-6
4-bromo-m-xylene

: C17H21NO2S2

Conditions

Conditions	Yield
Stage #1: 4-bromo-m-xylene With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 2,6-bis-(toluene-4-sulfonyl)-[1,5,2,6]dithiadiazocane In tetrahydrofuran for 0.5h; Inert atmosphere;	94%

: 123-75-1
pyrrolidine

: 553-94-6
4-bromo-m-xylene

: 97053-04-8
N-(2,5-xylyl)pyrrolidine

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) In 1,4-dioxane at 100℃; for 17h; Arylation;	93%
With pyridine; bis(1,5-cyclooctadiene)nickel (0); 1,10-Phenanthroline; sodium t-butanolate at 100℃; Glovebox; Inert atmosphere;	8 %Chromat.

: 553-94-6
4-bromo-m-xylene

: 107-11-9
1-amino-2-propene

: 13519-81-8
N-allyl-2,5-xylidine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); johnphos; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) In toluene at 80℃; for 6h; Arylation;	93%

2,5-Dimethylbromobenzene Chemical Properties

2,5-Dimethylbromobenzene(553-94-6) exists as clear colourless to light yellow liquid.
Molecular Structure:

Molecular Formula:C₈H₉Br
Synonyms:2,5-Dimethylphenyl bromide;2,5-Xylyl bromide;2-bromo-1,4-dimethyl-benzen;2-Bromo-1,4-xylene;benzene,2-bromo-1,4dimethyl-;p-Xylene, 2-bromo-;2,5-DIMETHYLBROMOBENZENE;2-BROMO-P-XYLENE
Molecular Weight:185.06
EINECS:209-055-7
Density:1.34g/mL
Melting Point:9-10℃
Boiling Point:199-201℃
Flash Point:79℃

2,5-Dimethylbromobenzene Uses

2,5-Dimethylbromobenzene(553-94-6) is mainly used as a pharmaceutical intermediate. 2,5-Dimethylbromobenzene(553-94-6) is also used as an organic reagent in organic synthesis.

2,5-Dimethylbromobenzene Safety Profile

Hazard Codes:

Xi
Risk Statements:36/37/38
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26-36/37/39-24/25
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
24/25:Avoid contact with skin and eyes
RIDADR:UN 2810 6.1/PG 3
WGK Germany:3

2,5-Dimethylbromobenzene Specification

Chemical Stability: Stable under normal temperatures and pressures.
Conditions to Avoid: Incompatible materials.
Incompatibilities with Other Materials Strong oxidizing agents.
Hazardous Decomposition Products Carbon monoxide, carbon dioxide, hydrogen bromide.

Product Name

2,5-Dimethylbromobenzene

Synthetic route

2,5-Dimethylbromobenzene Chemical Properties

2,5-Dimethylbromobenzene Uses

2,5-Dimethylbromobenzene Safety Profile

2,5-Dimethylbromobenzene Specification

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