Conditions | Yield |
---|---|
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
1-bromo-2,4-dimethylbenzene
Conditions | Yield |
---|---|
With Ni(Ra)-W2 In acetic acid at 40℃; for 0.833333h; | 90% |
Conditions | Yield |
---|---|
With potassium phosphate; tetrabuthylammonium tribromide In acetonitrile at 100℃; for 16h; | 80% |
Methyl fluoride
para-bromotoluene
A
1-bromo-2,4-dimethylbenzene
B
4-bromo-o-xylene
Conditions | Yield |
---|---|
With oxygen at 40℃; under 720 Torr; Mechanism; Irradiation; | A 72% B 28% |
2,4-dimethylphenyl trifluoromethanesulfonate
1-bromo-2,4-dimethylbenzene
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; triisobutylaluminum; butanone; potassium bromide In toluene at 100℃; for 20h; Inert atmosphere; | 66% |
Conditions | Yield |
---|---|
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. |
Conditions | Yield |
---|---|
With hydrogen bromide diazotization; | 50% |
With hydrogen bromide Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr oder mit Kupfer-Pulver; |
Methyl fluoride
2-methylphenyl bromide
A
2-Bromo-m-xylene
B
4-bromo-m-xylene
C
1-bromo-2,4-dimethylbenzene
D
2,3-dimethylbromobenzene
Conditions | Yield |
---|---|
With oxygen at 40℃; under 720 Torr; Mechanism; Irradiation; | A n/a B n/a C 13.7% D 32.8% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
TfOH2+B(OTf)4- In toluene for 18h; Product distribution; Ambient temperature; | A 3.5 % Chromat. B 69.1 % Chromat. |
2-Bromo-m-xylene
A
5-bromo-1,3-xylene
B
1-bromo-2,4-dimethylbenzene
C
m-xylene
Conditions | Yield |
---|---|
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
A
4-bromo-m-xylene
B
1-bromo-2,4-dimethylbenzene
Conditions | Yield |
---|---|
With bromine; tri-n-butyl-tin hydride Product distribution; Mechanism; multistep reaction; reaction regioselectivity; a series of reagents; |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With aluminum oxide; bromine for 0.0166667h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
1-bromo-2,4-dimethylbenzene
Conditions | Yield |
---|---|
With copper(ll) bromide |
1-bromo-2,4-dimethylbenzene
Conditions | Yield |
---|---|
With diethyl ether; water at 0℃; |
1-bromo-2,4-dimethylbenzene
Conditions | Yield |
---|---|
With hydrogen bromide; copper(I) bromide |
1-bromo-2,4-dimethylbenzene
Conditions | Yield |
---|---|
With hydrogenchloride at 150 - 160℃; im Rohr; |
5,7-Dimethyl-2,3-dihydro-benzo[1,4]dithiine
1-bromo-2,4-dimethylbenzene
Conditions | Yield |
---|---|
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
2-chloropropionyl chloride
1-(5-bromo-2,4-dimethylphenyl)-3-chloropropan-1-one
Conditions | Yield |
---|---|
With aluminium trichloride In carbon disulfide for 0.5h; Friedel-Crafts reaction; Heating; | 99% |
4-bromoisoquinoline
1-bromo-2,4-dimethylbenzene
4-(2,4-dimethylphenyl)isoquinoline
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
1-bromo-2,4-dimethylbenzene
2-Methylphenylboronic acid
2’,2,4-trimethylbiphenyl
Conditions | Yield |
---|---|
In water; toluene | 96% |
vinyl sulfonamide
1-bromo-2,4-dimethylbenzene
(E)-2-(2,4-Dimethyl-phenyl)-ethenesulfonic acid amide
Conditions | Yield |
---|---|
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 130℃; for 12h; Heck reaction; | 95% |
1-bromo-2,4-dimethylbenzene
phenyl trimethylsiloxane
2,4-dimethyl-1,1'-biphenyl
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
phenylboronic acid
2,4-dimethyl-1,1'-biphenyl
Conditions | Yield |
---|---|
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
phenylacetylene
1-(2,4-dimethylphenyl)-2-phenylacetylene
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 [(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
1-bromo-2,4-dimethylbenzene
9-(2,4-dimethylphenyl)-9-hydroxyxanthene
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
palladium diacetate; tricyclohexylphosphine In 1,2-dimethoxyethane at 20℃; for 3h; | 94% |
pyrrolidine
1-bromo-2,4-dimethylbenzene
1-(2,4-dimethylphenyl)pyrrolidine
Conditions | Yield |
---|---|
With Pd2(OAc)3; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 100℃; for 17h; | 93% |
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
2-Methylphenylboronic acid
2’,2,4-trimethylbiphenyl
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
4-methoxyphenylboronic acid
4′-methoxy-2,4-dimethyl-1,1′-biphenyl
Conditions | Yield |
---|---|
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
1-bromo-2,4-dimethylbenzene
4-(2,4-dimethylphenyl)morpholine
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
2-amino-benzenethiol
2-(2,4-dimethylphenylsulphanyl)benzeneamine
Conditions | Yield |
---|---|
With copper(l) iodide at 200℃; for 22h; Reagent/catalyst; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In N,N-dimethyl-formamide at 105℃; for 24h; | 87% |
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
2,4-Xylidine
2,2′4,4′-tetramethyldiphenylamine
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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% |
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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