2-Phenoxynicotinonitrile

Base Information

• Chemical Name: 2-Phenoxynicotinonitrile
• CAS No.: 14178-15-5
• Molecular Formula: C12H8 N2 O
• Molecular Weight: 196.208
• Hs Code.: 2933399090
• European Community (EC) Number: 238-035-0
• UNII: KNM66JH5X7
• DSSTox Substance ID: DTXSID80161820
• Nikkaji Number: J216.896K
• Wikidata: Q83030269
• ChEMBL ID: CHEMBL1727547
• Mol file: 14178-15-5.mol

Synonyms:2-Phenoxynicotinonitrile;14178-15-5;2-Phenoxypyridine-3-carbonitrile;3-Cyano-2-phenoxypyridine;3-Pyridinecarbonitrile, 2-phenoxy-;KNM66JH5X7;EINECS 238-035-0;Maybridge4_000328;2-Phenoxynicotinonitrile #;UNII-KNM66JH5X7;MLS000833633;SCHEMBL3293477;CHEMBL1727547;2-Phenoxy-3-pyridinecarbonitrile;DTXSID80161820;DNDI879657;HMS1521O22;HMS2779K17;NICOTINONITRILE, 2-PHENOXY-;2-Phenoxynicotinonitrile, AldrichCPR;MFCD00015473;STK501521;AKOS000167650;SB52999;IDI1_030910;NCGC00246655-01;SMR000457154;TS-02777;CS-0206073;FT-0615543;A807810;Z86234968

Chemical Property of 2-Phenoxynicotinonitrile

Chemical Property:

• Vapor Pressure: 0.000181mmHg at 25°C
• Melting Point: 107-109°C
• Boiling Point: 329.2ºC at 760 mmHg
• PKA: -0.91±0.22(Predicted)
• Flash Point: 152.9ºC
• PSA: 45.91000
• Density: 1.23g/cm3
• LogP: 2.74558
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 196.063662883
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

98%min ^*data from raw suppliers

3-Cyano-2-phenoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 394821
• Hazard Codes: Xn
• Statements: 20/21/22-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=C(C=CC=N2)C#N

Technology Process of 2-Phenoxynicotinonitrile

There total 3 articles about 2-Phenoxynicotinonitrile 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: 99.0%

2-chloro-3-pyridinecarbonitrile (6602-54-6) + phenol (108-95-2,27073-41-2) → 3-cyanopyridine-2-phenyl ether (14178-15-5)

Guidance literature:

With potassium phosphate; bis(η3-allyl-μ-chloropalladium(II)); 1,2-bis(diphenylphosphino)-1'-(diisopropylphosphino)-3',4-di-tert-butyl ferrocene; In toluene; at 115 ℃; for 20h; Inert atmosphere;

DOI:10.1002/adsc.201100481

Reference yield: 83.0%

phenylsilane (694-53-1) + 3-cyano-2-fluoropyridine (3939-13-7) → 3-cyanopyridine-2-phenyl ether (14178-15-5)

Guidance literature:

With carbon dioxide; palladium diacetate; caesium carbonate; In acetonitrile; at 25 ℃; for 24h; under 760.051 Torr;

Reference yield:

→ 3-cyanopyridine-2-phenyl ether (14178-15-5)

Guidance literature:

2-Chlor-3-cyan-pyridin, NaOC6H5;

upstream raw materials:

2-chloro-3-pyridinecarbonitrile

phenol

phenylsilane

3-cyano-2-fluoropyridine

Downstream raw materials:

5-phenyl-5H-chromeno[2,3-b]pyridin-5-ol

Refernces

• 1、 Platon, Melanie,Cui, Luchao,Mom, Sophal,Richard, Philippe,Saeys, Mark,Hierso, Jean-Cyrille. "Etherification of functionalized phenols with chloroheteroarenes at low palladium loading: Theoretical assessment of the role of triphosphane ligands in C-O reductive elimination". supporting information; experimental part. p. 3403 - 3414. Retrieved 2012/02/02.