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114772-53-1

Basic Information
CAS No.: 114772-53-1
Name: 4'-Methyl-2-cyanobiphenyl
Article Data: 237
Cas Database
Molecular Structure:
Molecular Structure of 114772-53-1 (4'-Methyl-2-cyanobiphenyl)
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: HarmfulXn,Xi
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
Synthetic route
873-32-5

2-Chlorobenzonitrile

5720-05-8

4-methylphenylboronic acid

114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
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%
2042-37-7

o-cyanobromobenzene

5720-05-8

4-methylphenylboronic acid

114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
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%

4-methyl-8-(4-methylphenyl)-2,6-dioxotetrahydro[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide

873-32-5

2-Chlorobenzonitrile

114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
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%
873-32-5

2-Chlorobenzonitrile

4294-57-9

para-methylphenylmagnesium bromide

114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
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%
873-32-5

2-Chlorobenzonitrile

16927-79-0

4'-methyl-2-acetyl-1,1'-biphenyl

5720-05-8

4-methylphenylboronic acid

114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
With cesium fluoride; Pd(dba)2 In 1,4-dioxane98%
873-32-5

2-Chlorobenzonitrile

66117-64-4

di(p-tolyl)borinic acid

114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
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%
2042-37-7

o-cyanobromobenzene

potassium (4-methylphenyl)trifluoroborate

114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
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%
84392-32-5

4,4-dimethyl-2-(4'-methyl-biphenyl-2-yl)-4,5-dihydrooxazole

114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
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
2042-37-7

o-cyanobromobenzene

696-61-7

4-tolylmagnesium chloride

114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
With 1,2-dimethoxyethane; Cl4Li2Pd; 1,3-bis-(diphenylphosphino)propane95%
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 diacetate94%
873-32-5

2-Chlorobenzonitrile

824-79-3

sodium 4-methylbenzenesulfinate

114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
With palladium diacetate; XPhos In toluene at 120℃; for 40h; Inert atmosphere; Sealed tube;95%
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Chemistry

Molecular structure of 4'-Methyl-2-cyanobiphenyl (CAS NO.114772-53-1) is:

Product Name: 4'-Methyl-2-cyanobiphenyl
CAS Registry Number: 114772-53-1
IUPAC Name: 2-(4-methylphenyl)benzonitrile
Molecular Weight: 193.24384 [g/mol]
Molecular Formula: C14H11N
XLogP3: 3.8
H-Bond Donor: 0
H-Bond Acceptor: 1 
EINECS: 422-310-9
Melting Point: 49 °C
Surface Tension: 47.7 dyne/cm
Density: 1.09 g/cm3
Flash Point: 170.4 °C
Enthalpy of Vaporization: 60.21 kJ/mol
Boiling Point: 356.8 °C at 760 mmHg
Vapour Pressure: 2.86E-05 mmHg at 25°C
Product Categories: Starting Raw Materials & Intermediates;Biphenyl derivatives;Intermediatesof;Biphenyl & Diphenyl ether;(intermediate of telmisartan);(intermediate of sartan);(intermediate of sartan s product);Losartan Potassium;Chiral Compound;Hypertension;Building block;Liquid Crystals;Organic Electronics and Photonics

Uses

 4'-Methyl-2-cyanobiphenyl (CAS NO.114772-53-1) is used  for   pharmaceutical intermediates .

Safety Profile

Hazard Codes: HarmfulXn,Xi
Risk Statements: 20/21/22-36/37/38-48/25/62/51/53-22 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R48/25/62/51/53:Danger of serious damage to health by prolonged exposure, Toxic if swallowed, Risk of impaired fertility and Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R22:Harmful if swallowed.
Safety Statements: 22-26-36/37/39-36/37/45/57-20-36 
S22:Do not breathe dust. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S36/37/45/57:Wear suitable protective clothing and gloves ,In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) ,Use appropriate container to avoid environmental contamination. 
S20:When using, do not eat or drink. 
S36:Wear suitable protective clothing.
RIDADR: 3276
Hazard Note: Irritant
HazardClass: 9
PackingGroup: III

Specification

 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.