(2-Formylphenoxy)acetonitrile

Base Information

• Chemical Name: (2-Formylphenoxy)acetonitrile
• CAS No.: 125418-83-9
• Molecular Formula: C₉H₇NO₂
• Molecular Weight: 161.16
• Hs Code.: 2926907090
• DSSTox Substance ID: DTXSID40397547
• Nikkaji Number: J2.814.268D
• Mol file: 125418-83-9.mol

Synonyms:(2-formylphenoxy)acetonitrile;2-(2-formylphenoxy)acetonitrile;125418-83-9;(2-formylphenoxy)acetonitrile(SALTDATA: FREE);2-Formylphenoxyacetonitrile;Oprea1_375213;(2-formylphenyl)oxyacetonitrile;SCHEMBL5307057;DTXSID40397547;YHZIVCGNCKDLCF-UHFFFAOYSA-N;BBL023025;MFCD01157218;STK271060;AKOS000117040;VS-07309;(2-Formylphenoxy)acetonitrile, AldrichCPR;CS-0116537;EN300-07738;A908465;J-005227;Z53790919

Chemical Property of (2-Formylphenoxy)acetonitrile

Chemical Property:

• Vapor Pressure: 0.000191mmHg at 25°C
• Melting Point: 82-84 °C
• Boiling Point: 328.3±17.0 °C(Predicted)
• Density: 1.193±0.06 g/cm3(Predicted)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 194

Purity/Quality:

98%min ^*data from raw suppliers

(2-Formylphenoxy)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2-Formylphenoxy)acetonitrile

There total 4 articles about (2-Formylphenoxy)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: 99.0%

salicylaldehyde (90-02-8) + cyanomethyl bromide (590-17-0) → 2-(2-formylphenoxy)acetonitrile (125418-83-9)

Guidance literature:

salicylaldehyde; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h; Schlenk technique; Inert atmosphere;

cyanomethyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1039/d0cc06875f

Reference yield: 90.0%

salicylaldehyde (90-02-8) + chloroacetonitrile (107-14-2) → 2-(2-formylphenoxy)acetonitrile (125418-83-9)

Guidance literature:

salicylaldehyde; With potassium carbonate; In N,N-dimethyl-formamide; for 0.5h;

chloroacetonitrile; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1002/ejoc.201601661

Reference yield: 85.0%

<2-(hydroxymethyl)phenoxy>acetonitrile (123226-39-1) → benzofuran-2-carbonitrile (41717-32-2) + 2-(2-formylphenoxy)acetonitrile (125418-83-9)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium tert-butylate; p-benzoquinone; In toluene; at 110 ℃; for 20h; Solvent; Sealed tube;

DOI:10.1021/ol401610e

upstream raw materials:

salicylaldehyde

cyanomethyl bromide

<2-(hydroxymethyl)phenoxy>acetonitrile

chloroacetonitrile

Downstream raw materials:

3-amino-4H-chromen-4-one

benzofuran-2-carboxamide

[1,1′-biphenyl]-4-yl(benzofuran-2-yl)methanone

2-benzoylbenzofuran

Refernces

• 1、 Hoplamaz, Emre,Keskin, Selbi,Balci, Metin. "Regioselective Synthesis of Benzo[h][1,6]-naphthyridines and Chromenopyrazinones through Alkyne Cyclization". . p. 1489 - 1497. Retrieved 2017.
• 2、 Wang, Ali,Xie, Xin,Zhang, Chunli,Liu, Yuanhong. "Gold/Lewis acid catalyzed oxidative cyclization involving activation of nitriles". supporting information. p. 15581 - 15584. Retrieved 2020/12/30.