2-(4-Tert-butyl-3-hydroxy-2,6-dimethylphenyl)acetonitrile

Base Information

• Chemical Name: 2-(4-Tert-butyl-3-hydroxy-2,6-dimethylphenyl)acetonitrile
• CAS No.: 55699-10-0
• Molecular Formula: C14H19 N O
• Molecular Weight: 217.311
• Hs Code.: 2926909090
• European Community (EC) Number: 259-766-1
• DSSTox Substance ID: DTXSID00971064
• Nikkaji Number: J296.473B
• Wikidata: Q82954492
• Mol file: 55699-10-0.mol

Synonyms:55699-10-0;2-(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)acetonitrile;4-tert-Butyl-3-hydroxy-2,6-xylylacetonitrile;EINECS 259-766-1;4-tert-butyl-2,6-dimethyl-3-hydroxyphenylacetonitrile;2-(4-(tert-Butyl)-3-hydroxy-2,6-dimethylphenyl)acetonitrile;EC 259-766-1;4-tert-Butyl-3-hydroxy-2,6-dimethylphenylacetonitrile;[4-(1,1-Dimethylethyl)-3-hydroxy-2,6-dimethylphenyl]acetonitrile;(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)acetonitrile;SCHEMBL11460799;DTXSID00971064;AKOS022506381;FT-0703430;4-tert.-Butyl-2,6-dimethyl-3-hydroxyphenylacetonitrile;4-(1,1-Dimethylethyl)-3-hydroxy-2,6-dimethylbenzeneacetonitrile

Chemical Property of 2-(4-Tert-butyl-3-hydroxy-2,6-dimethylphenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 4.1E-05mmHg at 25°C
• Melting Point: 125 °C(Solv: ethanol (64-17-5))
• Boiling Point: 341.3°C at 760 mmHg
• PKA: 11.56±0.28(Predicted)
• Flash Point: 160.2°C
• PSA: 44.02000
• Density: 1.018g/cm³
• LogP: 3.37258
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 217.146664230
• Heavy Atom Count: 16
• Complexity: 283

Purity/Quality:

99.9% ^*data from raw suppliers

4-tert-Butyl-3-hydroxy-2,6-dimethylphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1CC#N)C)O)C(C)(C)C
• Uses: 4-tert-Butyl-3-hydroxy-2,6-dimethylphenylacetonitrile is an impurity of Oxymetazoline (O876470), a vasoconstrictor used as a nasal decongestant.

Technology Process of 2-(4-Tert-butyl-3-hydroxy-2,6-dimethylphenyl)acetonitrile

There total 3 articles about 2-(4-Tert-butyl-3-hydroxy-2,6-dimethylphenyl)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%

2,6-di-methyl-4-tert-butyl-3-hydroxybenzyl chloride (23500-79-0) + potassium cyanide (151-50-8) → 2-(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)acetonitrile (55699-10-0)

Guidance literature:

In N,N-dimethyl-formamide; for 24h; Ambient temperature;

Reference yield: 65.0%

3-(bromomethyl)-6-tert-butyl-2,4-dimethylphenol (93982-04-8) + potassium cyanide → 2-(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)acetonitrile (55699-10-0)

Guidance literature:

In water; dimethyl sulfoxide; at 50 ℃; for 6h; Inert atmosphere;

DOI:10.1002/jlcr.1805

Reference yield:

→ 2-(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)acetonitrile (55699-10-0)

Guidance literature:

entspr. Chlorid, KCN;

upstream raw materials:

2,6-di-methyl-4-tert-butyl-3-hydroxybenzyl chloride

potassium cyanide

3-(bromomethyl)-6-tert-butyl-2,4-dimethylphenol

Downstream raw materials:

methyl 4-t-butyl-2,6-dimethyl-3-hydroxyphenylacetate

4-tert.-butyl-2,6-dimethyl-3-hydroxyphenylacetyl chloride

⁽²⁾H₄-oxymethazoline

4-t-butyl-2,6-dimethyl-3-hydroxyphenyl acetic acid

Refernces

• 1、 Raju, B.,Rao, G. S. Krishna. "Synthesis of 3-Hydroxy-2,6-dimethyl-1-phenyl- and 3,4-Dihydroxy-2,6-dimethyl-1-phenyl-acetic Acids, Two Potential Synthons". . p. 469 - 470. Retrieved 2007/10/02.