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inquiryProduct Name: 5-Chloro-1,3-xylene Synonyms: 5-CHLORO-M-XYLENE;1-CHLORO-3,5-DIMETHYLBENZENE;1-chloro-3,5-xylene;3,5-dimethylchlorobenzene;3,5-dimethylphenylchloride;5-chloro-1,3-xylene;5-chloro-m-xylen;1,3-Dimethyl-5-chlorobenzene CAS: 556-97
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1-chloro-3,5-dimethylbenzene
Conditions | Yield |
---|---|
With hydrogenchloride; copper(l) chloride | 54% |
With hydrogenchloride; copper(l) chloride Product distribution; triazene moiety as protecting group for aromatic amines; var. triazenes; |
Conditions | Yield |
---|---|
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuCl; |
1-chloro-3,5-dimethylbenzene
Conditions | Yield |
---|---|
With quinoline |
o-xylene
A
2,4-dimethylchlorobenzene
B
1-chloro-3,5-dimethylbenzene
C
2-chloro-1,4-dimethyl-benzene
D
2,6-dimethyl-1-chlorobenzene
E
4-chloro-1,2-dimethylbenzene
F
3-chloro-o-xylene
G
1,2-dichloro-4,5-dimethyl-benzene
H
1,2-dichloro-3,4-dimethyl-benzene
I
2-methyl-5-chlorobenzyl chloride
J
1,4-dichloro-2,3-dimethyl-benzene
K
3,5-dichloro-o-xylene
L
1-chloromethyl-2-methylbenzene
M
alpha,2-dichloro-6-methyltoluene
Conditions | Yield |
---|---|
With chlorine; the fluorine-containing K-L-type zeolite In 1,2-dichloro-ethane at 80℃; for 1.75 - 3.66667h; Product distribution / selectivity; | |
With chlorine; a K-L-type zeolite In 1,4-dioxane; 1,2-dichloro-ethane at 80℃; for 6.75h; |
copper(I) chloride
3,5-dimethylaminoaniline
1-chloro-3,5-dimethylbenzene
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite In water |
1-chloro-3,5-dimethylbenzene
A
3,5-dimethylbiphenyl
B
phenylboronic acid
Conditions | Yield |
---|---|
With cesium fluoride; Pd(dba)2 In toluene | A n/a B 99% |
Conditions | Yield |
---|---|
With ammonium hydroxide; potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation; | 99% |
Multi-step reaction with 2 steps 1.1: sulfuric acid; nitric acid / 30 °C / Cooling with ice 2.1: palladium on activated charcoal / ethanol / 0.5 h / 50 °C / Autoclave 2.2: 0.83 h / 65 °C / 2250.23 Torr / Autoclave View Scheme |
Conditions | Yield |
---|---|
With potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation; | 99% |
Conditions | Yield |
---|---|
With cesium fluoride; Pd(dba)2 In toluene | 98% |
With potassium phosphate; C75H58Cl2N4Pd In water; isopropyl alcohol at 25℃; for 4.5h; Reagent/catalyst; Suzuki-Miyaura Coupling; Schlenk technique; | 98% |
With potassium phosphate; C20H28Br2N2Pd In water; isopropyl alcohol at 25℃; for 7.5h; Reagent/catalyst; Suzuki-Miyaura Coupling; | 95% |
1-chloro-3,5-dimethylbenzene
4-amino-3-methylphenol
4-(3,5-dimethylphenylamino)-3-methyl-phenol
Conditions | Yield |
---|---|
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 110℃; for 3h; Inert atmosphere; | 97% |
furan-2-ylmethanamine
1-chloro-3,5-dimethylbenzene
N-(furan-2-yl-methyl)-3,5-dimethylaniline
Conditions | Yield |
---|---|
With potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation; | 97% |
1-chloro-3,5-dimethylbenzene
N-methylheptylamine
Conditions | Yield |
---|---|
With sodium t-butanolate; 3-dioxolane; Pd(dba)2*2-(2'-dicyclohexylphosphinophenyl)-2-methyl-1 In toluene at 105℃; for 1h; | 95% |
1-chloro-3,5-dimethylbenzene
4-amino-2-methylphenol
4-[(3,5-dimethylphenyl)amino]-2-methylphenol
Conditions | Yield |
---|---|
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 110℃; for 1.33333h; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With 2-(2,6-dimethoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole; palladium diacetate; lithium tert-butoxide In 1,4-dioxane at 100℃; for 1h; Schlenk technique; Inert atmosphere; | 94% |
morpholine
1-chloro-3,5-dimethylbenzene
N (dimethyl-3,5-phenyl-1) morpholine
Conditions | Yield |
---|---|
With sodium t-butanolate; 3-dioxolane; Pd(dba)2*2-(2'-dicyclohexylphosphinophenyl)-2-methyl-1 In toluene at 105℃; for 1h; | 92% |
1-chloro-3,5-dimethylbenzene
tributylphenylstannane
3,5-dimethylbiphenyl
Conditions | Yield |
---|---|
With potassium fluoride; tetrabutylammomium bromide; tris-(o-tolyl)phosphine; copper(I) oxide at 125 - 130℃; for 72h; Stille cross-coupling; | 92% |
With palladium diacetate; orotic acid; cesium fluoride In 1,4-dioxane at 100℃; for 22h; Stille Cross Coupling; Sealed tube; Inert atmosphere; Schlenk technique; | 44% |
1-chloro-3,5-dimethylbenzene
butylcarbamic acid benzyl ester
benzyl butyl(3,5-dimethylphenyl)carbamate
Conditions | Yield |
---|---|
With bis(η3-allyl-μ-chloropalladium(II)); bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; caesium carbonate In toluene at 130℃; for 17h; Inert atmosphere; Molecular sieve; | 92% |
1-chloro-3,5-dimethylbenzene
N-methylaniline
N,3,5-trimethyl-N-phenylaniline
Conditions | Yield |
---|---|
Stage #1: 1-chloro-3,5-dimethylbenzene; N-methylaniline With palladium diacetate; sodium sulfate; sodium t-butanolate; XPhos for 1h; Buchwald-Hartwig Coupling; Milling; Stage #2: In water; ethyl acetate for 0.0333333h; Buchwald-Hartwig Coupling; Milling; | 90% |
1-chloro-3,5-dimethylbenzene
Conditions | Yield |
---|---|
Stage #1: 1-chloro-3,5-dimethylbenzene; (Ra)-2,2'-bis(methoxy-methyloxy)-1,1'-binaphthalene With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; tert.-butyl lithium In n-heptane at 20℃; for 0.166667h; Schlenk technique; Stage #2: In n-heptane Schlenk technique; Acidic conditions; | 88% |
1-chloro-3,5-dimethylbenzene
bis(pinacol)diborane
2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
With p-phenylpyridine; sodium methylate In acetonitrile at 20℃; for 12h; Sealed tube; Inert atmosphere; Irradiation; | 88% |
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(dibenzylideneacetone)-palladium(0) In toluene at 105℃; for 18h; Sealed tube; Inert atmosphere; | 80% |
With [1,3-bis(cyclohexyl)imidazol-2-ylidene]copper(I) chloride; potassium tert-butylate In methyl cyclohexane at 90℃; for 42h; Inert atmosphere; Glovebox; | 68% |
1-chloro-3,5-dimethylbenzene
triethoxy(o-tolyl)silane
2,3′,5′-trimethyl-1,1′-biphenyl
Conditions | Yield |
---|---|
With Pd((CH3)2C6H3NC(CH3)CHC(CH3)NC6H3(CH3)2)(CH3)(P(CH2CH3)3); tetrabutylammomium bromide; sodium hydroxide In water at 60℃; for 10h; Hiyama coupling; Inert atmosphere; | 87% |
1-chloro-3,5-dimethylbenzene
(2-tolyl)tributyltin
2,3′,5′-trimethyl-1,1′-biphenyl
Conditions | Yield |
---|---|
With Pd((CH3)2C6H3NC(CH3)CHC(CH3)NC6H3(CH3)2)(CH3)(P(CH2CH3)3); cesium fluoride In tetrahydrofuran at 50℃; for 8h; Stille Cross Coupling; | 87% |
Conditions | Yield |
---|---|
With copper(l) iodide; C14H16N2O; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 24h; Inert atmosphere; Sealed tube; | 87% |
With copper(l) iodide; C14H16N2O; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 24h; Sealed tube; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
With C40H30Cl2N2NiO2S2; sodium hydroxide In N,N-dimethyl-formamide at 70℃; for 3h; | 86% |
Conditions | Yield |
---|---|
With manganese; 2,9-dibutyl-4,7-dimethyl-1,10-phenanthroline; tetraethylammonium iodide; lithium acetate; cobalt(II) bromide In N,N-dimethyl acetamide at 100℃; under 760.051 Torr; for 12h; Inert atmosphere; Schlenk technique; | 84% |
1-chloro-3,5-dimethylbenzene
hexanal
(2Z)-2-butyl-4-(3,5-dimethylphenyl)-2-octenal
Conditions | Yield |
---|---|
With caesium carbonate; palladium diacetate In N,N-dimethyl-formamide at 80℃; for 12h; | 82% |
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; nickel diacetate; lithium hexamethyldisilazane In neat (no solvent) at 80℃; for 16h; Sealed tube; Glovebox; Inert atmosphere; regioselective reaction; | 82% |
1-chloro-3,5-dimethylbenzene
1-(bromomethyl)-3-chloro-5-methylbenzene
Conditions | Yield |
---|---|
With N-Bromosuccinimide; azobisisobutyronitrile In tetrachloromethane | 80% |
With N-Bromosuccinimide In tetrachloromethane for 3h; Heating / reflux; UV-irradiation; | 68% |
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 0.333333h; Heating / reflux; | 60% |
Conditions | Yield |
---|---|
With potassium phosphate; palladium diacetate In 1-methyl-pyrrolidin-2-one at 125℃; for 24h; | 77% |
Conditions | Yield |
---|---|
With potassium hydroxide In water for 8h; Reflux; | 77% |
With C40H30Cl2N2NiO2S2; sodium hydroxide In N,N-dimethyl-formamide at 70℃; for 3h; | 77% |
1-chloro-3,5-dimethylbenzene
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; XPhos; Trimethylacetic acid In o-xylene at 190℃; for 21h; Schlenk technique; Inert atmosphere; | 77% |
1-chloro-3,5-dimethylbenzene
4-methoxy-phenol
1-(4-methoxyphenoxy)-3,5-dimethylbenzene
Conditions | Yield |
---|---|
With 2-acetonylpyridine; caesium carbonate; copper(I) bromide In dimethyl sulfoxide at 150℃; for 24h; Inert atmosphere; chemoselective reaction; | 70% |
1-chloro-3,5-dimethylbenzene
5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane
3,5-dimethylbiphenyl
Conditions | Yield |
---|---|
With potassium tert-butylate; cobalt(II) chloride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran at 60℃; for 24h; Suzuki Coupling; | 69% |
1-chloro-3,5-dimethylbenzene
Acetanilid
N-(3,5-dimethylphenyl)-N-phenylacetamide
Conditions | Yield |
---|---|
With bis(η3-allyl-μ-chloropalladium(II)); bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; caesium carbonate In toluene at 130℃; for 17h; Inert atmosphere; Molecular sieve; | 68% |
Conditions | Yield |
---|---|
With 3 A molecular sieve; caesium carbonate; palladium diacetate In N,N-dimethyl-formamide at 20 - 145℃; for 26h; | 67% |
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