4-(3-Hydroxyphenyl)benzonitrile

Base Information

• Chemical Name: 4-(3-Hydroxyphenyl)benzonitrile
• CAS No.: 486455-27-0
• Molecular Formula: C₁₃H₉NO
• Molecular Weight: 195.221
• European Community (EC) Number: 688-225-6
• DSSTox Substance ID: DTXSID30407245
• Wikidata: Q82212496
• Mol file: 486455-27-0.mol

Synonyms:4-(3-Hydroxyphenyl)benzonitrile;486455-27-0;3'-Hydroxybiphenyl-4-carbonitrile;3'-Hydroxy-[1,1'-biphenyl]-4-carbonitrile;3'-Hydroxy[1,1'-biphenyl]-4-carbonitrile;SCHEMBL1029367;DTXSID30407245;MFCD05854257;AKOS004116336;4-(3-Hydroxyphenyl)benzonitrile, 97%;BB 0223233;FT-0659010;A827580

Chemical Property of 4-(3-Hydroxyphenyl)benzonitrile

Chemical Property:

• Melting Point: 160-164 °C
• Boiling Point: 408 °C at 760 mmHg
• PKA: 9.46±0.10(Predicted)
• Flash Point: 200.6 °C
• PSA: 44.02000
• Density: 1.24 g/cm³
• LogP: 2.93088
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 195.068413911
• Heavy Atom Count: 15
• Complexity: 247

Purity/Quality:

98%Min ^*data from raw suppliers

4-(3-Hydroxyphenyl)benzonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn,N
• Statements: 20/21/22-41-51/53
• Safety Statements: 26-36/37/39-61

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(3-Hydroxyphenyl)benzonitrile

There total 8 articles about 4-(3-Hydroxyphenyl)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: 96.0%

3′-methoxy-[1,1′-biphenyl]-4-carbonitrile (154848-39-2) → 3'-hydroxybiphenyl-4-carbonitrile (486455-27-0)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; Cooling with ice;

DOI:10.1002/chem.200801925

Reference yield: 90.0%

4-(3-oxocyclohex-1-enyl)-benzonitrile (123732-13-8) → 3'-hydroxybiphenyl-4-carbonitrile (486455-27-0)

Guidance literature:

With iodine; dimethyl sulfoxide; In nitromethane; at 100 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1039/c6gc02674e

Reference yield:

4-bromobenzenecarbonitrile (623-00-7) + 3-hydroxyphenylboronic acid (87199-18-6) → 3'-hydroxybiphenyl-4-carbonitrile (486455-27-0)

Guidance literature:

4-bromobenzenecarbonitrile; 3-hydroxyphenylboronic acid; With potassium carbonate; In water; acetone; for 0.0833333h; Inert atmosphere;

With palladium diacetate; In water; acetone; at 20 ℃; for 0.5h; Inert atmosphere;

upstream raw materials:

3′-methoxy-[1,1′-biphenyl]-4-carbonitrile

3-Bromophenol

4-cyanophenylboronic acid

4-(3-oxocyclohex-1-enyl)-benzonitrile

Refernces

• 1、 -. "[...] compd. mesogene medium". Paragraph 0230. . Retrieved 2017/01/05.
• 2、 Tang, Jing,Liu, Feng,Nagy, Eva,Miller, Lena,Kirby, Karen A.,Wilson, Daniel J.,Wu, Bulan,Sarafianos, Stefan G.,Parniak, Michael A.,Wang, Zhengqiang. "3-Hydroxypyrimidine-2,4-diones as Selective Active Site Inhibitors of HIV Reverse Transcriptase-Associated RNase H: Design, Synthesis, and Biochemical Evaluations". . p. 2648 - 2659. Retrieved 2016/04/10.