2-(5-Fluoro-2-methoxyphenyl)acetonitrile

Base Information

• Chemical Name: 2-(5-Fluoro-2-methoxyphenyl)acetonitrile
• CAS No.: 501008-41-9
• Molecular Formula: C9H8 F N O
• Molecular Weight: 165.167
• Hs Code.: 2926909090
• European Community (EC) Number: 682-064-5
• NSC Number: 190369
• DSSTox Substance ID: DTXSID50307213
• Wikidata: Q72473958
• Mol file: 501008-41-9.mol

Synonyms:501008-41-9;2-Methoxy-5-fluorobenzyl cyanide;2-(5-fluoro-2-methoxyphenyl)acetonitrile;5-FLUORO-2-METHOXYPHENYLACETONITRILE;(5-fluoro-2-methoxyphenyl)acetonitrile;5-FLUORO-2-METHOXYBENZYL CYANIDE;2-Methoxy-5-fluorobenzylcyanide;NSC190369;SCHEMBL2990425;DTXSID50307213;CK2057;MFCD00671773;5-Fluoro-2-methoxybenzeneacetonitrile;AKOS006282982;NSC-190369;AS-45856;2-(5-fluoranyl-2-methoxy-phenyl)ethanenitrile;EN300-257434;A827976;Z1198154540

Chemical Property of 2-(5-Fluoro-2-methoxyphenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.0114mmHg at 25°C
• Melting Point: 53-56℃
• Boiling Point: 262℃
• Flash Point: 112℃
• PSA: 33.02000
• Density: 1.148
• LogP: 1.90038
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.058992041
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Fluoro-2-methoxyphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)F)CC#N

Technology Process of 2-(5-Fluoro-2-methoxyphenyl)acetonitrile

There total 3 articles about 2-(5-Fluoro-2-methoxyphenyl)acetonitrile 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: 85.2%

2-(chloromethyl)-4-fluoro-1-methoxybenzene (19415-40-8) + sodium cyanide (143-33-9,25596-52-5) → 2-(5-fluoro-2-methoxyphenyl)acetonitrile (501008-41-9)

Guidance literature:

With potassium iodide; In DMF (N,N-dimethyl-formamide); water; at 120 ℃;

Reference yield: 53.2%

2-(bromomethyl)-4-fluoro-1-methoxybenzene (700381-18-6) + trimethylsilyl cyanide (7677-24-9) → 2-(5-fluoro-2-methoxyphenyl)acetonitrile (501008-41-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile; at 80 ℃; for 16h;

Reference yield:

sodium cyanide (773837-37-9) + 2-(bromomethyl)-4-fluoro-1-methoxybenzene (700381-18-6) → 2-(5-fluoro-2-methoxyphenyl)acetonitrile (501008-41-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In dichloromethane; water; at 20 ℃; for 6h; Inert atmosphere;

upstream raw materials:

2-(chloromethyl)-4-fluoro-1-methoxybenzene

sodium cyanide

sodium cyanide

2-(bromomethyl)-4-fluoro-1-methoxybenzene

Downstream raw materials:

2-(5-fluoro-2-methoxyphenyl)ethanamine

Refernces

• 1、 -. "MACROCYCLIC COMPOUNDS AS TRK KINASES INHIBITORS". Paragraph 145; 227; 228. . Retrieved 2019/10/19.