3-(3-Hydroxyphenyl)benzonitrile

Base Information

• Chemical Name: 3-(3-Hydroxyphenyl)benzonitrile
• CAS No.: 154848-43-8
• Molecular Formula: C13H9 N O
• Molecular Weight: 195.22
• Hs Code.: 2926909090
• European Community (EC) Number: 633-859-0
• DSSTox Substance ID: DTXSID50396309
• Wikidata: Q82196953
• Mol file: 154848-43-8.mol

Synonyms:154848-43-8;3-(3-Hydroxyphenyl)benzonitrile;3-Cyano-3'-hydroxybiphenyl;3'-Hydroxy-[1,1'-biphenyl]-3-carbonitrile;3'-Hydroxybiphenyl-3-carbonitrile;3/'-HYDROXYBIPHENYL-3-CARBONITRILE;3'-Hydroxy[1,1'-biphenyl]-3-carbonitrile;SCHEMBL1029016;DTXSID50396309;IYDCWWPOHIRIQG-UHFFFAOYSA-N;MFCD05854256;AKOS004116337;3-(3-Hydroxyphenyl)benzonitrile, 97%;3-HYDROXYBIPHENYL-3-CARBONITRILE;BS-23118;BB 0223234;CS-0212672;F83052;J-009148

Chemical Property of 3-(3-Hydroxyphenyl)benzonitrile

Chemical Property:

• Melting Point: 105-109 °C(lit.)
• Boiling Point: 401.4°Cat760mmHg
• PKA: 9.53±0.10(Predicted)
• Flash Point: 196.5°C
• PSA: 44.02000
• Density: 1.24g/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: 255

Purity/Quality:

99% ^*data from raw suppliers

3-Cyano-3''-hydroxybiphenyl ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C2=CC(=CC=C2)O)C#N
• Uses: 3-Cyano-3''-hydroxybiphenyl

Technology Process of 3-(3-Hydroxyphenyl)benzonitrile

There total 4 articles about 3-(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: 90.0%

3-cyanobromobenzene (6952-59-6) + 3-hydroxyphenylboronic acid (87199-18-6) → 3'-hydroxybiphenyl-3-carbonitrile (154848-43-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; toluene; for 1h; Heating;

DOI:10.1021/jm031140x

Reference yield: 80.0%

3-Bromophenol (591-20-8) + (3‐cyanophenyl)boronic acid (150255-96-2) → 3'-hydroxybiphenyl-3-carbonitrile (154848-43-8)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In tetrahydrofuran; at 90 - 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jacs.5b06793

Reference yield:

3-Iodophenol (626-02-8) + (3‐cyanophenyl)boronic acid (150255-96-2) → 3'-hydroxybiphenyl-3-carbonitrile (154848-43-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In N,N-dimethyl-formamide; at 160 ℃; for 0.5h; Microwave irradiation;

DOI:10.1021/acs.jmedchem.5b01879

upstream raw materials:

3-cyanobromobenzene

3-hydroxyphenylboronic acid

3-Bromophenol

(3‐cyanophenyl)boronic acid

Downstream raw materials:

cyclohexyl-carbamic acid 3'-cyano-biphenyl-3-yl ester

2,2,2-trifluoro-1-(trifluoromethyl)ethyl 4-(3'-cyanobiphenyl-3-yloxy)piperidine-1-carboxylate