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CAS No.: | 114772-53-1 |
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Name: | 4'-Methyl-2-cyanobiphenyl |
Molecular Structure: | |
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Formula: | C14H11N |
Molecular Weight: | 193.248 |
Synonyms: | 2'-Cyano-4-methylbiphenyl;4-Methyl-2'-cyanobiphenyl;2-(4-Methylphenyl)benzonitrile;2-(p-Tolyl)benzonitrile;2-Cyano-4'-methyl-1,1'-biphenyl;2-Cyano-4'-methylbiphenyl;OTBN(O-Tolybenzenitrile); |
EINECS: | 422-310-9 |
Density: | 1.09 g/cm3 |
Melting Point: | 49 °C |
Boiling Point: | 356.8 °C at 760 mmHg |
Flash Point: | 170.4 °C |
Solubility: | Insoluble in water |
Appearance: | white crystalline powder |
Hazard Symbols: |
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Risk Codes: | 20/21/22-36/37/38-48/25/62/51/53-22 |
Safety: | 22-26-36/37/39-36/37/45/57-20-36 |
PSA: | 23.79000 |
LogP: | 3.53368 |
Conditions | Yield |
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With potassium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In n-heptane; water at 60℃; for 1.66667h; Suzuki Coupling; Inert atmosphere; | 100% |
With potassium carbonate In water; isopropyl alcohol at 100℃; for 7h; Catalytic behavior; Suzuki-Miyaura Coupling; Inert atmosphere; | 100% |
With bis({5-chloro-2-[(4-chlorophenyl)(hydroxyimino)methyl]phenyl})cyclodipalladachl-orane-1,3,4-tris(ylium)-2-uide; tetra(n-butyl)ammonium hydroxide; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 130℃; for 0.666667h; Suzuki-Miyaura coupling; Microwave irradiation; | 99% |
Conditions | Yield |
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With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate In 1,4-dioxane; water at 50℃; for 5h; Suzuki-Miyaura Coupling; Inert atmosphere; | 100% |
With potassium carbonate; [1-cyclohexyl-3-(di-pyridin-2-yl-methyl)-urea][PdCl2] In water at 100℃; for 1h; Suzuki-Miyaura coupling; | 99% |
With potassium carbonate; palladium dichloride In water; N,N-dimethyl-formamide at 20℃; for 0.0833333h; Suzuki cross-coupling reaction; | 99% |
Conditions | Yield |
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With dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; TPGS-750-M; triethylamine In water at 40℃; Inert atmosphere; | 99% |
With potassium carbonate In ethanol; water at 120℃; for 2.5h; Suzuki-Miyaura reaction; continuous flow reactor; | 54% |
2-Chlorobenzonitrile
para-methylphenylmagnesium bromide
2-Cyano-4'-methylbiphenyl
Conditions | Yield |
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With C35H31BrN4NiP In tetrahydrofuran at 25℃; for 17h; Schlenk technique; Inert atmosphere; | 98% |
Stage #1: para-methylphenylmagnesium bromide With zinc(II) chloride In tetrahydrofuran at 20℃; for 0.333333h; Stage #2: 2-Chlorobenzonitrile With bis(tri-t-butylphosphine)palladium(0) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 100℃; for 24h; Negishi reaction; Further stages.; | 97% |
With chloro(1,3-bis(pyridin-2-ylmethyl)imidazolylidene)nickel(II) hexafluorophosphate In tetrahydrofuran at 20℃; for 12h; Kumada-Corriu coupling reaction; Inert atmosphere; | 85% |
2-Chlorobenzonitrile
4'-methyl-2-acetyl-1,1'-biphenyl
4-methylphenylboronic acid
2-Cyano-4'-methylbiphenyl
Conditions | Yield |
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With cesium fluoride; Pd(dba)2 In 1,4-dioxane | 98% |
Conditions | Yield |
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With NiCl2(Tris-(4-methoxy-phenyl)-phosphin)2; potassium phosphate tribasic trihydrate; P(p-CH3OC6H4)3 In toluene at 110℃; for 5h; Reagent/catalyst; Inert atmosphere; | 98% |
With triphenyl phosphite; potassium phosphate tribasic trihydrate; N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride; palladium diacetate In tert-butyl alcohol at 80℃; for 16h; Inert atmosphere; | 97% |
With bis(triphenylphosphine)nickel(II) chloride; potassium phosphate tribasic trihydrate; 1-n-butyl-3-methylimidazolim bromide In toluene at 110℃; for 6h; Inert atmosphere; | 97% |
o-cyanobromobenzene
2-Cyano-4'-methylbiphenyl
Conditions | Yield |
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With 5%-palladium/activated carbon; oxygen; potassium carbonate In ethanol; water at 80℃; for 0.416667h; Suzuki-Miyaura Coupling; | 97% |
With palladium diacetate; potassium carbonate In ethanol; water at 25℃; for 2h; Suzuki-Miyaura Coupling; | 95% |
4,4-dimethyl-2-(4'-methyl-biphenyl-2-yl)-4,5-dihydrooxazole
2-Cyano-4'-methylbiphenyl
Conditions | Yield |
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With pyridine; trichlorophosphate at 100℃; for 3h; | 96% |
With pyridine; trichlorophosphate at 10 - 100℃; for 3h; | |
Multi-step reaction with 2 steps 1: hydrogenchloride 2: thionyl chloride / water; toluene View Scheme |
Conditions | Yield |
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With 1,2-dimethoxyethane; Cl4Li2Pd; 1,3-bis-(diphenylphosphino)propane | 95% |
With 1,2-dimethoxyethane; lithium chloride; manganese(ll) chloride; 1,3-bis-(diphenylphosphino)propane; palladium dichloride In tetrahydrofuran at 20℃; for 1 - 3.5h; | 95% |
With 1,2-dimethoxyethane; 1,3-bis-(diphenylphosphino)propane; palladium diacetate | 94% |
2-Chlorobenzonitrile
sodium 4-methylbenzenesulfinate
2-Cyano-4'-methylbiphenyl
Conditions | Yield |
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With palladium diacetate; XPhos In toluene at 120℃; for 40h; Inert atmosphere; Sealed tube; | 95% |
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4'-Methyl-2-cyanobiphenyl (CAS NO.114772-53-1) is used for pharmaceutical intermediates .
4'-Methyl-2-cyanobiphenyl , its cas register number is 114772-53-1. It also can be called 4'-Methylbiphenyl-2-carbonitrile ; 2-Cyano-4'-methylbiphenyl .It is a white crystalline powder.It insoluble in water.