3-(4-Tert-butylphenyl)-3-oxopropanenitrile

Base Information

• Chemical Name: 3-(4-Tert-butylphenyl)-3-oxopropanenitrile
• CAS No.: 39528-62-6
• Molecular Formula: C13H15NO
• Molecular Weight: 201.268
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID30366222
• Nikkaji Number: J1.747.084A
• Wikidata: Q72502388
• Mol file: 39528-62-6.mol

Synonyms:39528-62-6;3-(4-tert-butylphenyl)-3-oxopropanenitrile;4-tert-Butylbenzoylacetonitrile;3-(4-(tert-Butyl)phenyl)-3-oxopropanenitrile;475270-04-3;(4-tert-Butylbenzoyl)acetonitrile;SCHEMBL393300;DTXSID30366222;MFCD00179689;AKOS000206304;AB87845;CS-0307850;FT-0657531;FT-0695645;3-(4-tert-butylphenyl)-3-oxo-propanenitrile;EN300-08862;F79416;A824604;SR-01000050001;SR-01000050001-1;Z55928936

Chemical Property of 3-(4-Tert-butylphenyl)-3-oxopropanenitrile

Chemical Property:

• Vapor Pressure: 5.03E-05mmHg at 25°C
• Refractive Index: 1.511
• Boiling Point: 348.5 °C at 760 mmHg
• Flash Point: 164.5 °C
• PSA: 40.86000
• Density: 1.018 g/cm³
• LogP: 3.08048
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 201.115364102
• Heavy Atom Count: 15
• Complexity: 271

Purity/Quality:

97% ^*data from raw suppliers

3-(4-tert-butylphenyl)-3-oxopropanenitrile ^*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(=O)CC#N

Technology Process of 3-(4-Tert-butylphenyl)-3-oxopropanenitrile

There total 11 articles about 3-(4-Tert-butylphenyl)-3-oxopropanenitrile 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%

acetonitrile (75-05-8,26809-02-9) + N-methoxy-N-methyl-4-(2-methyl-2-propanyl)benzamide (208188-23-2) → 3-(4-tert-butylphenyl)-3-oxopropanenitrile (39528-62-6)

Guidance literature:

acetonitrile; With methyllithium; lithium bromide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.5h; Inert atmosphere;

N-methoxy-N-methyl-4-(2-methyl-2-propanyl)benzamide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c4ob02398f

Reference yield: 88.0%

p-tert-butylphenylboronic acid (123324-71-0) + malononitrile (109-77-3) → 3-(4-tert-butylphenyl)-3-oxopropanenitrile (39528-62-6)

Guidance literature:

With 4,4'-dimethyl-2,2'-bipyridines; palladium(II) acetylacetonate; toluene-4-sulfonic acid; In water; toluene; at 80 ℃; for 24h; Schlenk technique;

DOI:10.1021/acs.joc.0c02388

Reference yield: 84.0%

2-trimethylsilylacetonitrile (18293-53-3) + 1-tert-butyl-4-iodobenzene (35779-04-5) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → 3-(4-tert-butylphenyl)-3-oxopropanenitrile (39528-62-6)

Guidance literature:

With copper (II)-fluoride; bis-triphenylphosphine-palladium(II) chloride; In acetonitrile; at 80 ℃; for 16h;

DOI:10.1055/s-0032-1316760

upstream raw materials:

cyanomethyl bromide

2-isocyanoacetic acid

p-tert-butyl benzoyl chloride

4-(1,1-dimethylethyl)benzoic acid

Downstream raw materials:

2-(4-tert-butylbenzoyl)-3,3-bis-methylsulfanyl-acrylonitrile

4,4'-(1,2-phenylene)bis(2-(4-tert-butylphenyl)-6-phenylpyridine-3,5-dicarbonitrile)

3‐(4‐tert‐butylphenyl)‐1‐phenyl‐1H‐pyrazol‐5‐amine

3,5-bis(4-tert-butylphenyl)-4-(2-chlorophenyl)-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4',3'-e]pyridine