[3-Hydroxy-4-(propan-2-yl)phenyl]acetonitrile

Base Information

• Chemical Name: [3-Hydroxy-4-(propan-2-yl)phenyl]acetonitrile
• CAS No.: 114649-71-7
• Molecular Formula: C11H13 N O
• Molecular Weight: 175.22702
• DSSTox Substance ID: DTXSID90554042
• Wikidata: Q82434847
• Mol file: 114649-71-7.mol

Synonyms:114649-71-7;2-(3-hydroxy-4-propan-2-ylphenyl)acetonitrile;Benzeneacetonitrile, 3-hydroxy-4-(1-methylethyl)- (9CI);[3-Hydroxy-4-(propan-2-yl)phenyl]acetonitrile;DTXSID90554042

Chemical Property of [3-Hydroxy-4-(propan-2-yl)phenyl]acetonitrile

Chemical Property:

• PSA: 44.02000
• LogP: 2.58168
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of [3-Hydroxy-4-(propan-2-yl)phenyl]acetonitrile

There total 4 articles about [3-Hydroxy-4-(propan-2-yl)phenyl]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: 92.0%

5-Iodomethyl-2-isopropyl-phenol (114649-70-6) → 3-hydroxy-4-isopropylbenzyl cyanide (114649-71-7)

Guidance literature:

In dimethyl sulfoxide; Ambient temperature;

Reference yield: 90.0%

potassium cyanide (151-50-8) + Acetic acid 5-chloromethyl-2-isopropyl-phenyl ester (114649-69-3) → 3-hydroxy-4-isopropylbenzyl cyanide (114649-71-7)

Guidance literature:

In dimethyl sulfoxide; Ambient temperature;

Reference yield:

5-(hydroxymethyl)-2-(1-methylethyl)phenol (77311-68-3) → 3-hydroxy-4-isopropylbenzyl cyanide (114649-71-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / sodium iodide, trimethylsilyl chloride / acetonitrile / 0.5 h / 10 grad C to r.t.

2: 92 percent / dimethylsulfoxide / Ambient temperature

With chloro-trimethyl-silane; sodium iodide; In dimethyl sulfoxide; acetonitrile;

upstream raw materials:

potassium cyanide

Acetic acid 5-chloromethyl-2-isopropyl-phenyl ester

5-Iodomethyl-2-isopropyl-phenol

5-(hydroxymethyl)-2-(1-methylethyl)phenol

Downstream raw materials:

3-hydroxy-4-isopropylphenylacetic acid