4-Tert-butyl-2-hydroxybenzonitrile

Base Information

• Chemical Name: 4-Tert-butyl-2-hydroxybenzonitrile
• CAS No.: 145818-28-6
• Molecular Formula: C11H13NO
• Molecular Weight: 175.23
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00566030
• Nikkaji Number: J3.282.999F
• Wikidata: Q82451447
• Mol file: 145818-28-6.mol

Synonyms:145818-28-6;4-(tert-Butyl)-2-hydroxybenzonitrile;4-TERT-BUTYL-2-HYDROXYBENZONITRILE;Benzonitrile, 4-(1,1-dimethylethyl)-2-hydroxy-;4-t-Butyl-2-hydroxybenzonitrile;SCHEMBL4231231;DTXSID00566030;QTLNIYPZXDQTKS-UHFFFAOYSA-N;4-(t-Butyl)-2-hydroxybenzonitrile;MFCD09263968;AKOS006330132;AB50288;CS-0005806;C90404

Chemical Property of 4-Tert-butyl-2-hydroxybenzonitrile

Chemical Property:

• Boiling Point: 301.4±35.0 °C(Predicted)
• PKA: 7.29±0.10(Predicted)
• PSA: 44.02000
• Density: 1.07±0.1 g/cm3(Predicted)
• LogP: 2.56138
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

4-(tert-Butyl)-2-hydroxybenzonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Tert-butyl-2-hydroxybenzonitrile

There total 5 articles about 4-Tert-butyl-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: 87.0%

4-tert-butyl benzonitrile (4210-32-6) → 4-tert-butyl-2-hydroxybenzonitrile (145818-28-6)

Guidance literature:

4-tert-butyl benzonitrile; With (TMP)2Cu(CN)Li₂; In tetrahydrofuran; at -78 - 0 ℃; for 2h; Inert atmosphere; Schlenk technique;

With tert.-butylhydroperoxide; In tetrahydrofuran; decane; at -78 ℃; for 0.5h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.6b03855

Reference yield: 65.0%

3-tert-butylphenyol (585-34-2) + trichloroacetonitrile (545-06-2) → 4-tert-butyl-2-hydroxybenzonitrile (145818-28-6)

Guidance literature:

3-tert-butylphenyol; trichloroacetonitrile; In 1,2-dichloro-ethane; for 17h; Heating;

With potassium hydroxide; In tert-butyl alcohol; for 0.333333h; Heating;

DOI:10.1016/j.bmcl.2004.01.041

Reference yield: 42.0%

trichloroacetonitrile (545-06-2) → 4-tert-butyl-2-hydroxybenzonitrile (145818-28-6)

Guidance literature:

3-tert-butylphenyol; With boron trichloride; In dichloromethane; 1,2-dichloro-ethane; at -10 - 20 ℃; for 1h;

trichloroacetonitrile; In dichloromethane; 1,2-dichloro-ethane; for 17h; Heating / reflux;

upstream raw materials:

3-tert-butylphenyol

trichloroacetonitrile

4-tert-butyl benzonitrile

Downstream raw materials:

4-tert-butyl-2-(2,2-dimethyl-propoxy)-benzonitrile

trifluoro-methanesulfonic acid 5-tert-butyl-2-cyano-phenyl ester

4-tert-butyl-2-hexyloxy-benzonitrile

4-tert-butyl-2-pentoxy-benzonitrile