Pentamethylbenzonitrile

Base Information

• Chemical Name: Pentamethylbenzonitrile
• CAS No.: 5144-10-5
• Molecular Formula: C12H15 N
• Molecular Weight: 173.258
• Hs Code.: 2926909090
• European Community (EC) Number: 225-912-8
• DSSTox Substance ID: DTXSID10199414
• Nikkaji Number: J297.911J
• Wikidata: Q83072334
• Mol file: 5144-10-5.mol

Synonyms:Pentamethylbenzonitrile;5144-10-5;2,3,4,5,6-pentamethylbenzonitrile;EINECS 225-912-8;Pentamethylbenzonitril;SCHEMBL13389003;DTXSID10199414;MFCD00015450;CS-0453181;FT-0693822

Chemical Property of Pentamethylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.000503mmHg at 25°C
• Melting Point: 158-160°C
• Boiling Point: 313.2°Cat760mmHg
• Flash Point: 143.8°C
• PSA: 23.79000
• Density: 0.96g/cm³
• LogP: 3.10028
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

PENTAMETHYLBENZONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 25-36/37/38
• Safety Statements: 20-26-36/37-45-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=C1C)C)C#N)C)C

Technology Process of Pentamethylbenzonitrile

There total 4 articles about Pentamethylbenzonitrile 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: 62.0%

pentamethylbenzoic acid (2243-32-5) → 2,3,4,5,6-pentamethylbenzonitrile (5144-10-5)

Guidance literature:

With lead(II) thiocyanate; at 200 - 230 ℃;

Reference yield: 42.0%

2,3,4,5,6-pentamethyliodobenzene (3853-91-6) + malononitrile (109-77-3) → 2,3,4,5,6-pentamethylbenzonitrile (5144-10-5) + 2-Pentamethylphenyl-malononitrile (86489-59-0)

Guidance literature:

With copper(l) iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 95 - 110 ℃; for 3h;

DOI:10.1246/cl.1983.589

Reference yield:

pentamethylbenzaldehyde (17432-38-1) → 2,3,4,5,6-pentamethylbenzonitrile (5144-10-5)

Guidance literature:

With ammonia; oxygen; In tert-Amyl alcohol; at 40 ℃; for 24h; under 750.075 Torr; Green chemistry;

DOI:10.1039/c7gc02627g

upstream raw materials:

pentamethylbenzoic acid

2,3,4,5,6-pentamethyliodobenzene

malononitrile

pentamethylbenzaldehyde

Downstream raw materials:

decamethyldiphenylcarbene

decamethyldiphenyldiazomethane

C₂₃H₃₀N₂O

carbon dioxide

Refernces

• 1、 Rudenko,Salfetnikova,Vasil'ev. "Oxidation of Aromatic Compounds. V. Oxidation of Substituted Benzonitriles and 2,4,6-Triaryl-1,3,5-Triazines in System HSO3F-PbO2". . p. 1447 - 1470. Retrieved 2007/10/03.
• 2、 Suzuki, Hitomi,Kobayashi, Tsutomu,Osuka, Atsuhiro. "A FACILE SYNTHETIC ROUTE TO SOME ARYLMALONONITRILES". . p. 589 - 590. Retrieved 2007/10/02.