4-(Benzyloxy)-2-hydroxybenzonitrile

Base Information

• Chemical Name: 4-(Benzyloxy)-2-hydroxybenzonitrile
• CAS No.: 189439-24-5
• Molecular Formula: C14H11NO2
• Molecular Weight: 225.247
• DSSTox Substance ID: DTXSID00572919
• Wikidata: Q82461439
• Mol file: 189439-24-5.mol

Synonyms:4-(benzyloxy)-2-hydroxybenzonitrile;189439-24-5;2-hydroxy-4-phenylmethoxybenzonitrile;Benzonitrile, 2-hydroxy-4-(phenylmethoxy)-;4-benzyloxy-2-hydroxybenzonitrile;SCHEMBL4260225;DTXSID00572919;SZVJDJBGNPQFKF-UHFFFAOYSA-N;MFCD20534926;AKOS027460246;2-Hydroxy-4-(phenylmethoxy)benzonitrile;DS-19113;CS-0137224;W17296;A918978

Chemical Property of 4-(Benzyloxy)-2-hydroxybenzonitrile

Chemical Property:

• PSA: 53.25000
• LogP: 2.84288
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 225.078978594
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

97% ^*data from raw suppliers

4-(Benzyloxy)-2-hydroxybenzonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC(=C(C=C2)C#N)O

Technology Process of 4-(Benzyloxy)-2-hydroxybenzonitrile

There total 6 articles about 4-(Benzyloxy)-2-hydroxybenzonitrile 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: 64.0%

4-benzoxy-salicylaldehyde (52085-14-0) → 2-hydroxy-4-(phenylmethoxy)benzonitrile (189439-24-5)

Guidance literature:

With hydroxylamine-O-sulfonic acid; In water; acetonitrile; at 80 ℃;

DOI:10.1016/j.tetlet.2011.04.052

Reference yield:

2,4-dihydroxybenzonitrile (64419-24-5) → 2-hydroxy-4-(phenylmethoxy)benzonitrile (189439-24-5)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; potassium iodide; In acetone; for 3h; Reflux;

DOI:10.1016/j.bmc.2015.01.003

Reference yield:

2,4-Dihydroxybenzaldehyde (95-01-2) → 2-hydroxy-4-(phenylmethoxy)benzonitrile (189439-24-5)

Guidance literature:

Multi-step reaction with 4 steps

1: hydroxylamine hydrochloride; potassium hydroxide / water; ethanol / 0.5 h / 0 °C / Reflux

2: 8 h / Reflux

3: water; sodium hydroxide / 1.5 h / 20 °C

4: potassium carbonate; potassium iodide; tetrabutylammomium bromide / acetone / 3 h / Reflux

With hydroxylamine hydrochloride; tetrabutylammomium bromide; water; potassium carbonate; potassium iodide; potassium hydroxide; sodium hydroxide; In ethanol; water; acetone;

DOI:10.1016/j.bmc.2015.01.003

upstream raw materials:

4-benzoxy-salicylaldehyde

2,4-dihydroxybenzonitrile

2,4-Dihydroxybenzaldehyde

2,4-dihydroxyphenylaldoxime

Downstream raw materials:

4-Benzyloxy-2-methoxy-benzonitrile

3-Amino-2-(2,4-dichlorobenzoyl)6-benzyloxy-benzofuran

C₁₅H₁₁F₂NO₂

2-(difluoromethoxy)-4-hydroxybenzonitrile

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