3-(4-Methylphenyl)benzonitrile

Base Information

• Chemical Name: 3-(4-Methylphenyl)benzonitrile
• CAS No.: 133909-96-3
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID80362719
• Nikkaji Number: J1.468.902H
• Wikidata: Q82146061
• Mol file: 133909-96-3.mol

Synonyms:3-(4-methylphenyl)benzonitrile;133909-96-3;4'-Methyl-[1,1'-biphenyl]-3-carbonitrile;4'-Methyl[1,1'-biphenyl]-3-carbonitrile;SCHEMBL4443914;4'-methylbiphenyl-3-carbonitrile;DTXSID80362719;MFCD04038774;AKOS002683320;BS-25365;BB 0223035;CS-0210489;4 inverted exclamation marka-Methyl[1,1 inverted exclamation marka-biphenyl]-3-carbonitrile

Chemical Property of 3-(4-Methylphenyl)benzonitrile

Chemical Property:

• Melting Point: 74-75 °C
• Boiling Point: 338.0±21.0 °C(Predicted)
• PSA: 23.79000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 3.53368
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Methylphenyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=CC(=C2)C#N

Technology Process of 3-(4-Methylphenyl)benzonitrile

There total 31 articles about 3-(4-Methylphenyl)benzonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

3-chloro-benzonitrile (766-84-7) + di(p-tolyl)borinic acid (66117-64-4) → 4'-methyl-[1,1'-biphenyl]-3-carbonitrile (133909-96-3)

Guidance literature:

With NiCl₂(Tris-(4-methoxy-phenyl)-phosphin)2; potassium phosphate tribasic trihydrate; P(p-CH₃OC₆H₄)3; In toluene; at 110 ℃; for 5h; Inert atmosphere;

DOI:10.1021/cs4009946

Reference yield: 98.0%

para-bromotoluene (106-38-7) + (3‐cyanophenyl)boronic acid (150255-96-2) → 4'-methyl-[1,1'-biphenyl]-3-carbonitrile (133909-96-3)

Guidance literature:

With caesium carbonate; bis(η3-allyl-μ-chloropalladium(II)); In 1,4-dioxane; water; at 90 ℃; for 12h;

DOI:10.1016/j.tet.2007.06.097

Reference yield: 95.0%

3-chloro-benzonitrile (766-84-7) + p-tolylzinc(II) chloride (90252-89-4) → 4'-methyl-[1,1'-biphenyl]-3-carbonitrile (133909-96-3)

Guidance literature:

With C₂₁H₁₈N₈Ni₂O⁽²⁺⁾*2F₆P^(1-); In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 20 - 80 ℃;

DOI:10.1021/jo8018686

upstream raw materials:

3-cyanobromobenzene

p-tolylzinc(II) chloride

para-bromotoluene

(3‐cyanophenyl)boronic acid

Downstream raw materials:

C₂₂H₁₆N₆S

C₂₃H₁₈N₆S

C₂₅H₂₂N₆S

5-(4'-methyl-biphenyl-3-yl)-1-trityl-1H-tetrazole

Refernces

• 1、 -. "Synthesis method of substituted biphenyl compound". Paragraph 0043-0047. . Retrieved 2021/07/17.
• 2、 Luan, Yu-Xin,Zhang, Tao,Yao, Wei-Wei,Lu, Ke,Kong, Lu-Yao,Lin, Yu-Tong,Ye, Mengchun. "Amide-ligand-controlled highly para-selective arylation of monosubstituted simple arenes with arylboronic acids". supporting information. p. 1786 - 1789. Retrieved 2017/02/15.