2,4,6-Trimethoxybenzonitrile

Base Information

• Chemical Name: 2,4,6-Trimethoxybenzonitrile
• CAS No.: 2571-54-2
• Molecular Formula: C10H11NO3
• Molecular Weight: 193.202
• Hs Code.: 2926909090
• European Community (EC) Number: 219-917-4
• UNII: R8A3G2DU56
• DSSTox Substance ID: DTXSID10180403
• Nikkaji Number: J192.077D
• Wikidata: Q72513712
• Mol file: 2571-54-2.mol

Synonyms:2,4,6-Trimethoxybenzonitrile;2571-54-2;Benzonitrile, 2,4,6-trimethoxy-;2,4,6-trimethoxy-benzonitrile;R8A3G2DU56;EINECS 219-917-4;2,4,6-Trimethoxy benzonitrile;2,4,6-Trimethoxybenzonitrile, 98%;UNII-R8A3G2DU56;SCHEMBL2547123;DTXSID10180403;MFCD00001787;AKOS009157379;AS-81273;CS-0450254;FT-0609888;A817987;J-016115

Chemical Property of 2,4,6-Trimethoxybenzonitrile

Chemical Property:

• Appearance/Colour: dark yellow to orange-brown crystalline powder
• Vapor Pressure: 5.57E-05mmHg at 25°C
• Melting Point: 143-145 °C(lit.)
• Refractive Index: 1.514
• Boiling Point: 346.932 °C at 760 mmHg
• Flash Point: 145.947 °C
• PSA: 51.48000
• Density: 1.155 g/cm³
• LogP: 1.58408
• Water Solubility.: Insoluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

2,4,6-Trimethoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: Xn,T
• Statements: 20/21/22-36/37/38-23/24/25
• Safety Statements: 26-37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C(=C1)OC)C#N)OC
• Uses: 2,4,6-Trimethoxybenzonitrile is used as pharmaceutical intermediates.

Technology Process of 2,4,6-Trimethoxybenzonitrile

There total 38 articles about 2,4,6-Trimethoxybenzonitrile 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: 95.0%

2-iodo-1,3,5-trimethoxybenzene (2510-49-8) + 2,3-dicyano-5,6-dichloro-p-benzoquinone (84-58-2) → 2,4,6-trimethoxybenzonitrile (2571-54-2)

Guidance literature:

With copper diacetate; silver(l) oxide; In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 20h;

DOI:10.1002/cjoc.201201140

Reference yield: 94.0%

1,2,3-trimethoxybenzene (621-23-8) + C12H20N3S(1+)*F6Sb(1-) → 2,4,6-trimethoxybenzonitrile (2571-54-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jacs.5b05287

Reference yield: 93.0%

2-iodo-1,3,5-trimethoxybenzene (2510-49-8) + phenylacetonitrile (140-29-4) → 2,4,6-trimethoxybenzonitrile (2571-54-2)

Guidance literature:

With copper(I) oxide; In N,N-dimethyl-formamide; at 130 ℃; for 12h;

DOI:10.1002/ejoc.201300052

upstream raw materials:

2,4,6-trimethoxybenzaldehyde

1,2,3-trimethoxybenzene

potassium cyanide

2,4,6-trimethoxybenzaldehyde oxime

Downstream raw materials:

2,4,6-trimethoxybenzonitrile N-oxide

5-(2,4,6-trimethoxy-phenyl)-2H-tetrazole

2-methyl-5-(2,4,6-trimethoxy-phenyl)-2H-tetrazole

1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-tetrazole-5-yl)-phenyl]ethanone

Refernces

• 1、 Li, Laiqiang,Hou, Zhong-Wei,Li, Pinhua,Wang, Lei. "Site-Selective Electrochemical C-H Cyanation of Indoles". supporting information. p. 5983 - 5987. Retrieved 2021/08/16.
• 2、 Pal, Shantanu,Sahoo, Subrata. "Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products". . p. 18067 - 18080. Retrieved 2021/12/06.