Product Name

  • Name

    2,4-Dimethylbromobenzene

  • EINECS 209-517-8
  • CAS No. 583-70-0
  • Article Data67
  • CAS DataBase
  • Density 1.339 g/cm3
  • Solubility Insoluble in water
  • Melting Point -17°C
  • Formula C8H9Br
  • Boiling Point 207.212 °C at 760 mmHg
  • Molecular Weight 185.063
  • Flash Point 81.645 °C
  • Transport Information
  • Appearance Clear colourless to light yellow liquid
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 583-70-0 (2,4-Dimethylbromobenzene)
  • Hazard Symbols IrritantXi
  • Synonyms m-Xylene,4-bromo- (6CI,7CI,8CI);1,3-Dimethyl-4-bromobenzene;1-Bromo-2,4-dimethylbenzene;1-Bromo-2,4-xylene;2,4-Dimethylphenyl bromide;2-Bromo-5-methyltoluene;4-Bromo-1,3-dimethylbenzene;4-Bromo-1,3-xylene;4-Bromo-m-xylene;NSC 64734;
  • PSA 0.00000
  • LogP 3.06590

Synthetic route

m-xylene
108-38-3

m-xylene

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide; sodium bromide In water at 49.84℃;98%
With N-Bromosuccinimide In acetonitrile at 0 - 20℃; Inert atmosphere;98%
With N-Bromosuccinimide In 1,2-dichloro-ethane at 60℃; for 10h; Sealed tube;97%
5-Bromo-6,8-dimethyl-2,3-dihydro-benzo[1,4]dithiine
135033-46-4

5-Bromo-6,8-dimethyl-2,3-dihydro-benzo[1,4]dithiine

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With Ni(Ra)-W2 In acetic acid at 40℃; for 0.833333h;90%
2,4-dimethyl-benzoic acid
611-01-8

2,4-dimethyl-benzoic acid

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With potassium phosphate; tetrabuthylammonium tribromide In acetonitrile at 100℃; for 16h;80%
Methyl fluoride
593-53-3

Methyl fluoride

para-bromotoluene
106-38-7

para-bromotoluene

A

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

1-bromo-2,4-dimethylbenzene

B

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

4-bromo-o-xylene

Conditions
ConditionsYield
With oxygen at 40℃; under 720 Torr; Mechanism; Irradiation;A 72%
B 28%
2,4-dimethylphenyl trifluoromethanesulfonate
87241-52-9

2,4-dimethylphenyl trifluoromethanesulfonate

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; triisobutylaluminum; butanone; potassium bromide In toluene at 100℃; for 20h; Inert atmosphere;66%
m-xylene
108-38-3

m-xylene

A

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

1-bromo-2,4-dimethylbenzene

B

1-bromomethyl-3-methyl-benzene
620-13-3

1-bromomethyl-3-methyl-benzene

Conditions
ConditionsYield
With sodium bromate; sodium hydrogensulfite In cyclohexane; water at 20℃; for 4h; Bromination;A 1%
B 64%
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 4h; Bromination;A 57%
B n/a
With N-Bromosuccinimide at 150℃; under 2625.26 Torr; for 0.0666667h; microwave irradiation;A 1.5 % Chromat.
B 56 % Chromat.
2,4-Xylidine
95-68-1

2,4-Xylidine

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With hydrogen bromide diazotization;50%
With hydrogen bromide Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr oder mit Kupfer-Pulver;
Methyl fluoride
593-53-3

Methyl fluoride

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

A

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

2-Bromo-m-xylene

B

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

4-bromo-m-xylene

C

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

1-bromo-2,4-dimethylbenzene

D

2,3-dimethylbromobenzene
576-23-8

2,3-dimethylbromobenzene

Conditions
ConditionsYield
With oxygen at 40℃; under 720 Torr; Mechanism; Irradiation;A n/a
B n/a
C 13.7%
D 32.8%
2,4-dimethylbenzenediazonium tetrafluoroborate

2,4-dimethylbenzenediazonium tetrafluoroborate

A

2,4-dimethylchlorobenzene
95-66-9

2,4-dimethylchlorobenzene

B

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With sodium bromide; sodium chloride In methanol at 21 - 23.5℃; Product distribution; Kinetics; investigations of thermal dediazoniation in various solvents as a function of viscosity; the reaction are diffusion controlled;A 3.1%
B 5.8%
2-Bromo-m-xylene
576-22-7

2-Bromo-m-xylene

A

5-bromo-1,3-xylene
556-96-7

5-bromo-1,3-xylene

B

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
TfOH2+B(OTf)4- In toluene for 18h; Product distribution; Ambient temperature;A 3.5 % Chromat.
B 69.1 % Chromat.
2-Bromo-m-xylene
576-22-7

2-Bromo-m-xylene

A

5-bromo-1,3-xylene
556-96-7

5-bromo-1,3-xylene

B

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

1-bromo-2,4-dimethylbenzene

C

m-xylene
108-38-3

m-xylene

Conditions
ConditionsYield
With hydrogen; oxygen at 40℃; under 760 Torr; Product distribution; Mechanism; Irradiation; effect of further reagents;
3-methylbicyclo<4.1.0>hepta-1,3,5-triene
75366-05-1

3-methylbicyclo<4.1.0>hepta-1,3,5-triene

A

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

4-bromo-m-xylene

B

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With bromine; tri-n-butyl-tin hydride Product distribution; Mechanism; multistep reaction; reaction regioselectivity; a series of reagents;
m-xylene
108-38-3

m-xylene

A

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

2-Bromo-m-xylene

B

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With bromine In dichloromethane Product distribution; the reaction was also performed by using 2,6-dimethyl-trimethylsilylbenzene as starting material;
With bromine In dichloromethane
With ferrocenium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; bromine; zinc(II) oxide In dichloromethane at 20℃; for 1.5h;
m-xylene
108-38-3

m-xylene

A

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

1-bromo-2,4-dimethylbenzene

B

1,5-dibromo-2,4-dimethylbenzene
615-87-2

1,5-dibromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With aluminum oxide; bromine for 0.0166667h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
bromine
7726-95-6

bromine

m-xylene
108-38-3

m-xylene

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

1-bromo-2,4-dimethylbenzene

1.3-dimethyl-benzene-sulfonic acid-(4)

1.3-dimethyl-benzene-sulfonic acid-(4)

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With copper(ll) bromide
<5-bromo-2.4-dimethyl-phenyl>-magnesium bromide

<5-bromo-2.4-dimethyl-phenyl>-magnesium bromide

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With diethyl ether; water at 0℃;
diazotized 4-amino-m-xylene

diazotized 4-amino-m-xylene

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With hydrogen bromide; copper(I) bromide
sodium salt of/the/ 6-bromo-m-xylene-disulfonic acid-(2.4)

sodium salt of/the/ 6-bromo-m-xylene-disulfonic acid-(2.4)

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
With hydrogenchloride at 150 - 160℃; im Rohr;
5,7-Dimethyl-2,3-dihydro-benzo[1,4]dithiine
127634-83-7

5,7-Dimethyl-2,3-dihydro-benzo[1,4]dithiine

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

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / Br2 / CHCl3 / 1 h / Ambient temperature
2: 90 percent / Ni(Ra)-W2 / acetic acid / 0.83 h / 40 °C
View Scheme
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

1-(5-bromo-2,4-dimethylphenyl)-3-chloropropan-1-one
84092-78-4

1-(5-bromo-2,4-dimethylphenyl)-3-chloropropan-1-one

Conditions
ConditionsYield
With aluminium trichloride In carbon disulfide for 0.5h; Friedel-Crafts reaction; Heating;99%
4-bromoisoquinoline
1532-97-4

4-bromoisoquinoline

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

1-bromo-2,4-dimethylbenzene

4-(2,4-dimethylphenyl)isoquinoline
1360592-40-0

4-(2,4-dimethylphenyl)isoquinoline

Conditions
ConditionsYield
Stage #1: 1-bromo-2,4-dimethylbenzene With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 0.025h; Inert atmosphere;
Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at 60℃; for 0.0166667h; Inert atmosphere;
Stage #3: 4-bromoisoquinoline With chloro-(2-dicyclohexylphosphino-2,4,6-triisopropyl-1,1-biphenyl)[2-(2-amino-1,1-biphenyl)]palladium(II); potassium hydroxide In tetrahydrofuran; hexane; water at 60℃; for 0.166667h; Suzuki-Miyaura cross-coupling; Inert atmosphere; Sonication;
96%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

N-tosyl-1,2-oxazetidine

N-tosyl-1,2-oxazetidine

C17H21NO3S

C17H21NO3S

Conditions
ConditionsYield
Stage #1: 1-bromo-2,4-dimethylbenzene With tert.-butyl lithium In tetrahydrofuran; pentane at -78 - -40℃; Inert atmosphere;
Stage #2: N-tosyl-1,2-oxazetidine With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; pentane at -60℃; for 1h; Inert atmosphere;
96%
potassium phosphate

potassium phosphate

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

1-bromo-2,4-dimethylbenzene

bis(di-tert-butyl(3,5-di-(tert-butyl)phenyl)phosphine)dichloropalladium

bis(di-tert-butyl(3,5-di-(tert-butyl)phenyl)phosphine)dichloropalladium

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

2’,2,4-trimethylbiphenyl
76708-74-2

2’,2,4-trimethylbiphenyl

Conditions
ConditionsYield
In water; toluene96%
vinyl sulfonamide
2386-58-5

vinyl sulfonamide

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

1-bromo-2,4-dimethylbenzene

(E)-2-(2,4-Dimethyl-phenyl)-ethenesulfonic acid amide
405262-58-0

(E)-2-(2,4-Dimethyl-phenyl)-ethenesulfonic acid amide

Conditions
ConditionsYield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 130℃; for 12h; Heck reaction;95%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

phenyl trimethylsiloxane
2996-92-1

phenyl trimethylsiloxane

2,4-dimethyl-1,1'-biphenyl
4433-10-7

2,4-dimethyl-1,1'-biphenyl

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; palladium(II) acetylacetonate; 3,9-bis(2,4-tBu-PhO)tetraoxa-3,9-diphosphaspiro[5.5]undecane In xylene at 80℃; Hiyama coupling;95%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)decahydronaphthalen-2-yl acetate

(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)decahydronaphthalen-2-yl acetate

(1R,2R,4aS,8aS)-1-(2,4-dimethylbenzyl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

(1R,2R,4aS,8aS)-1-(2,4-dimethylbenzyl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; ruphos In water; tert-butyl alcohol at 100℃; for 18h; Suzuki Coupling; Schlenk technique; Inert atmosphere;95%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

phenylboronic acid
98-80-6

phenylboronic acid

2,4-dimethyl-1,1'-biphenyl
4433-10-7

2,4-dimethyl-1,1'-biphenyl

Conditions
ConditionsYield
With potassium phosphate; Pd (sulfur-containing palladacycle); tetra(n-tert-butyl)ammonium bromide In N,N-dimethyl-formamide at 20℃; Suzuki cross-coupling;94%
With potassium phosphate; 1,1'-bis(4-methoxyphenyl)-3,3'-methylene-diimidazoline-2,2'-diylidene-palladium(II)-dibromide In toluene at 40℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere;94%
With potassium carbonate; [1,1'-bis{(S)-4-isopropyloxazolin-2-yl}ferrocene]Pd(II)Cl2 In toluene at 60℃; for 2h; Suzuki cross-coupling reaction;92%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

phenylacetylene
536-74-3

phenylacetylene

1-(2,4-dimethylphenyl)-2-phenylacetylene
78594-13-5

1-(2,4-dimethylphenyl)-2-phenylacetylene

Conditions
ConditionsYield
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 [(Pd{(κ2-C,N)-(3-(dimethylaminomethyl)indole)}µ-OAc)2]; potassium carbonate In water; N,N-dimethyl-formamide at 120℃; for 6h; Catalytic behavior; Sonogashira Cross-Coupling;39%
With copper(l) iodide; diisopropylamine; sodium tetrachloropalladate(II) at 80℃; Sonogashira coupling;
xanth-9-one
90-47-1

xanth-9-one

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

1-bromo-2,4-dimethylbenzene

9-(2,4-dimethylphenyl)-9-hydroxyxanthene
950597-41-8

9-(2,4-dimethylphenyl)-9-hydroxyxanthene

Conditions
ConditionsYield
Stage #1: 1-bromo-2,4-dimethylbenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: xanth-9-one In tetrahydrofuran; 1,4-dioxane; hexane at 20℃; for 2h; Further stages.;
94%
triphenylaluminum*THF

triphenylaluminum*THF

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

1-bromo-2,4-dimethylbenzene

2,4-dimethyl-1,1'-biphenyl
4433-10-7

2,4-dimethyl-1,1'-biphenyl

Conditions
ConditionsYield
palladium diacetate; tricyclohexylphosphine In 1,2-dimethoxyethane at 20℃; for 3h;94%
pyrrolidine
123-75-1

pyrrolidine

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

1-bromo-2,4-dimethylbenzene

1-(2,4-dimethylphenyl)pyrrolidine
81506-12-9

1-(2,4-dimethylphenyl)pyrrolidine

Conditions
ConditionsYield
With Pd2(OAc)3; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 100℃; for 17h;93%
ortho-nitrobenzoic acid
552-16-9

ortho-nitrobenzoic acid

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

1-bromo-2,4-dimethylbenzene

2,4-dimethyl-2'-nitrobiphenyl

2,4-dimethyl-2'-nitrobiphenyl

Conditions
ConditionsYield
Stage #1: ortho-nitrobenzoic acid With copper(II) carbonate In various solvent(s) at 120℃; for 0.5h;
Stage #2: 1-bromo-2,4-dimethylbenzene With potassium fluoride; palladium acetylacetonate; iso-propyldiphenylphoshine In various solvent(s) at 120℃; for 24h; Further stages.;
93%
With potassium fluoride; copper(II) carbonate; bis(acetylacetonato)palladium(II); isopropyldiphenylphosphine In 1-methyl-pyrrolidin-2-one at 120℃; for 24h; Product distribution / selectivity; Molecular sieve;93 %Chromat.
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

5,13-bis[(tert-butyldimethylsilyl)oxy]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,5,7,11,13-hexaen-9-one
1301205-25-3

5,13-bis[(tert-butyldimethylsilyl)oxy]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,5,7,11,13-hexaen-9-one

C23H22O2Si

C23H22O2Si

Conditions
ConditionsYield
Stage #1: 1-bromo-2,4-dimethylbenzene With sec.-butyllithium In tetrahydrofuran at -78℃; for 0.333333h; Inert atmosphere;
Stage #2: 5,13-bis[(tert-butyldimethylsilyl)oxy]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,5,7,11,13-hexaen-9-one In tetrahydrofuran at -78 - 20℃; for 1h; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; water for 0.333333h; Inert atmosphere;
93%
Stage #1: 1-bromo-2,4-dimethylbenzene With sec.-butyllithium In tetrahydrofuran at -78℃; for 0.333333h; Inert atmosphere;
Stage #2: 5,13-bis[(tert-butyldimethylsilyl)oxy]-2,2-dimethyl-2-silatricyclo[8.4.0.0^{3,8}]tetradeca-1(10),3,5,7,11,13-hexaen-9-one In tetrahydrofuran at -78 - 20℃; for 1h; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; water for 0.333333h; Inert atmosphere;
93%
C27H33Al*C4H8O

C27H33Al*C4H8O

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

1-bromo-2,4-dimethylbenzene

2,4-dimethyl-2',4',6'-trimethylbiphenyl

2,4-dimethyl-2',4',6'-trimethylbiphenyl

Conditions
ConditionsYield
Stage #1: C27H33Al*C4H8O; palladium diacetate; tricyclohexylphosphine In toluene at 100℃; for 1h;
Stage #2: 1-bromo-2,4-dimethylbenzene In toluene at 60℃; for 5h; Further stages.;
92%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

2’,2,4-trimethylbiphenyl
76708-74-2

2’,2,4-trimethylbiphenyl

Conditions
ConditionsYield
With bis(dicyclopentyl(2-methoxyphenyl)phosphine)dichloropalladium(II) In water; toluene at 100℃; for 3h; Cooling;92%
With caesium carbonate In toluene at 80℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;82%
With Pd(CN(2,6-(2,6-(i-Pr)2C6H3)2C6H3))2; sodium t-butanolate In isopropyl alcohol at 60℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube;74%
2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

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

1-bromo-2,4-dimethylbenzene

2,4-dimethyl-1-(2,2,2-trifluoroethoxy)benzene

2,4-dimethyl-1-(2,2,2-trifluoroethoxy)benzene

Conditions
ConditionsYield
Stage #1: 2,2,2-trifluoroethanol With sodium In 1,4-dioxane
Stage #2: 1-bromo-2,4-dimethylbenzene With N,N-dimethyl-formamide; copper(I) bromide In 1,4-dioxane at 110℃; for 6h; Sealed tube;
92%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4′-methoxy-2,4-dimethyl-1,1′-biphenyl
1092060-87-1

4′-methoxy-2,4-dimethyl-1,1′-biphenyl

Conditions
ConditionsYield
With caesium carbonate In toluene at 80℃; for 12h; Catalytic behavior; Reagent/catalyst; Time; Temperature; Solvent; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;91%
morpholine
110-91-8

morpholine

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

1-bromo-2,4-dimethylbenzene

4-(2,4-dimethylphenyl)morpholine
31538-14-4

4-(2,4-dimethylphenyl)morpholine

Conditions
ConditionsYield
With sodium t-butanolate; palladium diacetate In 1,4-dioxane at 110℃; for 16h;90%
With palladium diacetate; di-tert-butylneopentylphosphonium tetrafluoroborate; sodium t-butanolate In toluene at 50℃; for 2h; Hartwig-Buchwald amination;88%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

2,4-Xylenol
105-67-9

2,4-Xylenol

Conditions
ConditionsYield
Stage #1: 1-bromo-2,4-dimethylbenzene With copper(l) iodide; cesium hydroxide; 5-bromo-2-(1H-imidazol-2-yl)pyridine In water; dimethyl sulfoxide; tert-butyl alcohol at 120℃; for 36h; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide; tert-butyl alcohol pH=1 - 2; Inert atmosphere;
90%
With cesiumhydroxide monohydrate; t-BuBrettPhos; C44H62NO5PPdS; water In 1,4-dioxane at 20℃; for 18h; Time; Solvent; Inert atmosphere;71%
With N1,N2-bis(thiophen-2-ylmethyl)oxalamide; caesium carbonate; copper(I) bromide; sodium hydroxide In water; dimethyl sulfoxide at 85℃; for 20h; Reagent/catalyst; Temperature; Glovebox; Schlenk technique; Sealed tube; Inert atmosphere; chemoselective reaction;
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-(2,4-dimethylphenylsulphanyl)benzeneamine
1019453-85-0

2-(2,4-dimethylphenylsulphanyl)benzeneamine

Conditions
ConditionsYield
With copper(l) iodide at 200℃; for 22h; Reagent/catalyst; Inert atmosphere;89%
acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

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

1-bromo-2,4-dimethylbenzene

(E)-n-butyl 3-(2,4-dimethylphenyl)acrylate

(E)-n-butyl 3-(2,4-dimethylphenyl)acrylate

Conditions
ConditionsYield
With potassium phosphate; [1,1'-bis{(S)-4-isopropyloxazolin-2-yl}ferrocene]Pd(II)Cl2 In 1-methyl-pyrrolidin-2-one at 140℃; for 3h; Heck cross-coupling reaction;88%
norborn-2-ene
498-66-8

norborn-2-ene

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

1-bromo-2,4-dimethylbenzene

5,7-dimethyl-1,2,3,4,4a,8b-hexahydro-1,4-cis,exo-methanobiphenylene

5,7-dimethyl-1,2,3,4,4a,8b-hexahydro-1,4-cis,exo-methanobiphenylene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In N,N-dimethyl-formamide at 105℃; for 24h;87%
AlPhEt2(THF)

AlPhEt2(THF)

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

1-bromo-2,4-dimethylbenzene

2,4-dimethyl-1,1'-biphenyl
4433-10-7

2,4-dimethyl-1,1'-biphenyl

Conditions
ConditionsYield
Stage #1: AlPhEt2(THF) With palladium diacetate; tricyclohexylphosphine In toluene for 0.166667h; Inert atmosphere;
Stage #2: 1-bromo-2,4-dimethylbenzene In toluene at 20℃; for 3h; Inert atmosphere;
87%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

2-(perfluoropropyl)aniline

2-(perfluoropropyl)aniline

3-methyl-9-(heptafluoropropyl)acridine

3-methyl-9-(heptafluoropropyl)acridine

Conditions
ConditionsYield
Stage #1: 1-bromo-2,4-dimethylbenzene With magnesium In tetrahydrofuran at 70℃; Inert atmosphere;
Stage #2: 2-heptafluoropropylaniline In tetrahydrofuran at -70 - 23℃; Inert atmosphere;
86%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

butan-1-ol
71-36-3

butan-1-ol

1-butoxy-2,4-dimethylbenzene
31268-68-5

1-butoxy-2,4-dimethylbenzene

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 2-N,N-(dimethylamino)-2'-di-tert-butylphosphino-1,1'-binaphthyl In toluene at 70℃; for 18h;85%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

2,4-Xylidine
95-68-1

2,4-Xylidine

2,2′4,4′-tetramethyldiphenylamine
19616-28-5

2,2′4,4′-tetramethyldiphenylamine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 10h; Inert atmosphere; Reflux;85%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 10h; Inert atmosphere; Reflux;85%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 10h; Inert atmosphere; Reflux;85%
1-bromo-2,4-dimethylbenzene
583-70-0

1-bromo-2,4-dimethylbenzene

2-methyl-N-[(5-methylfuran-2-yl)methylidene]propane-2-sulfinamide

2-methyl-N-[(5-methylfuran-2-yl)methylidene]propane-2-sulfinamide

N-[(2,4-dimethyl phenyl)(5-methylfuran-2-yl)methyl]-2-methylpropane-2-sulfinamide

N-[(2,4-dimethyl phenyl)(5-methylfuran-2-yl)methyl]-2-methylpropane-2-sulfinamide

Conditions
ConditionsYield
Stage #1: 1-bromo-2,4-dimethylbenzene With magnesium In tetrahydrofuran at 40℃;
Stage #2: 2-methyl-N-[(5-methylfuran-2-yl)methylidene]propane-2-sulfinamide In tetrahydrofuran at 20℃;
85%
Stage #1: 1-bromo-2,4-dimethylbenzene With magnesium In tetrahydrofuran at 40℃;
Stage #2: 2-methyl-N-[(5-methylfuran-2-yl)methylidene]propane-2-sulfinamide In tetrahydrofuran at 20℃;
85%
Stage #1: 1-bromo-2,4-dimethylbenzene With magnesium In tetrahydrofuran at 40℃;
Stage #2: 2-methyl-N-[(5-methylfuran-2-yl)methylidene]propane-2-sulfinamide In tetrahydrofuran at 20℃;
85%
Stage #1: 1-bromo-2,4-dimethylbenzene With magnesium In tetrahydrofuran at 40℃;
Stage #2: 2-methyl-N-[(5-methylfuran-2-yl)methylidene]propane-2-sulfinamide In tetrahydrofuran at 20℃;
85%

2,4-Dimethylbromobenzene Specification

The Benzene,1-bromo-2,4-dimethyl-, with CAS registry number 583-70-0, belongs to the following product categories: (1)Aromatic Hydrocarbons (substituted) & Derivatives; (2)Halogen toluene; (3)Benzene derivates; (4)Bromine Compounds. This chemical is a kind of clear colourless to light yellow liquid.

Physical properties of Benzene,1-bromo-2,4-dimethyl-: (1)ACD/LogP: 3.91; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.91; (4)ACD/LogD (pH 7.4): 3.91; (5)ACD/BCF (pH 5.5): 551.72; (6)ACD/BCF (pH 7.4): 551.72; (7)ACD/KOC (pH 5.5): 3192.44; (8)ACD/KOC (pH 7.4): 3192.44; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: Å2; (13)Index of Refraction: 1.543; (14)Molar Refractivity: 43.59 cm3; (15)Molar Volume: 138.1 cm3; (16)Polarizability: 17.28×10-24cm3; (17)Surface Tension: 33.7 dyne/cm; (18)Enthalpy of Vaporization: 42.54 kJ/mol; (19)Vapour Pressure: 0.328 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,3-dimethyl-benzene. This reaction will need reagents NaBiO3, ZnBr2 and solvent acetic acid.  The reaction time is 3 hour(s) with reaction temperature of 20 ℃. The yield is about 82%.

Uses of p-Chloropropiophenone: it can be used to produce 2,4,2',4'-Tetramethyl-biphenyl. This reaction will need solvent dimethylformamide. The reaction time is 4 hour(s) with reaction temperature of 60 - 80 ℃. The yield is about 79%.

When you are using this chemical, please be cautious about it as the following:
The Benzene,1-bromo-2,4-dimethyl- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Cc1ccc(Br)c(C)c1
(2)InChI: InChI=1/C8H9Br/c1-6-3-4-8(9)7(2)5-6/h3-5H,1-2H3
(3)InChIKey: YSFLQVNTBBUKEA-UHFFFAOYAW
(4)Std. InChI: InChI=1S/C8H9Br/c1-6-3-4-8(9)7(2)5-6/h3-5H,1-2H3
(5)Std. InChIKey: YSFLQVNTBBUKEA-UHFFFAOYSA-N

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