3'-Formyl-biphenyl-2-carbonitrile

Base Information

• Chemical Name: 3'-Formyl-biphenyl-2-carbonitrile
• CAS No.: 400744-71-0
• Molecular Formula: C₁₄H₉NO
• Molecular Weight: 207.232
• DSSTox Substance ID: DTXSID00362675
• Wikidata: Q82145979
• Mol file: 400744-71-0.mol

Synonyms:400744-71-0;3'-Formyl-biphenyl-2-carbonitrile;3'-Formyl-[1,1'-biphenyl]-2-carbonitrile;2-(3-formylphenyl)benzonitrile;DTXSID00362675;AKOS004118758;BB 0223818;CS-0452140

Chemical Property of 3'-Formyl-biphenyl-2-carbonitrile

Chemical Property:

• PSA: 40.86000
• LogP: 3.03778
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 207.068413911
• Heavy Atom Count: 16
• Complexity: 290

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3'-Formyl-biphenyl-2-carbonitrile

There total 2 articles about 3'-Formyl-biphenyl-2-carbonitrile 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:

o-cyanobromobenzene (2042-37-7) + 3-Formylphenylboronic acid (87199-16-4) → 3'-formyl-[1,1'-biphenyl]-2-carbonitrile (400744-71-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.ejmech.2017.07.001

Reference yield:

2-iodobenzonitrile (4387-36-4) + 3-Formylphenylboronic acid (87199-16-4) → 3'-formyl-[1,1'-biphenyl]-2-carbonitrile (400744-71-0)

Guidance literature:

With palladium diacetate; potassium carbonate; In water; isopropyl alcohol; at 20 ℃;

DOI:10.1021/jacs.6b11188

Reference yield:

3'-formyl-[1,1'-biphenyl]-2-carbonitrile (400744-71-0) → 2-((4-((2'-cyano-[1,1'-biphenyl]-3-yl)methoxy)phenyl)sulfonyl)acetic acid

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 1 h / 0 °C

1.2: 4 h / 40 °C

2.1: potassium iodide; potassium carbonate / acetone / 12 h / Reflux

3.1: lithium hydroxide monohydrate / methanol; tetrahydrofuran; water / 4 h / 20 °C

With sodium tetrahydroborate; lithium hydroxide monohydrate; potassium carbonate; potassium iodide; In tetrahydrofuran; methanol; water; acetone;

DOI:10.1016/j.ejmech.2017.07.001

upstream raw materials:

2-iodobenzonitrile

3-Formylphenylboronic acid

o-cyanobromobenzene

Refernces

• 1、 Liu, Xi-Hai,Park, Hojoon,Hu, Jun-Hao,Hu, Yan,Zhang, Qun-Liang,Wang, Bao-Long,Sun, Bing,Yeung, Kap-Sun,Zhang, Fang-Lin,Yu, Jin-Quan. "Diverse ortho-C(sp2)-H functionalization of benzaldehydes using transient directing groups". supporting information. p. 888 - 896. Retrieved 2017/05/16.