2,6-Dimethoxybenzonitrile

Base Information

• Chemical Name: 2,6-Dimethoxybenzonitrile
• CAS No.: 16932-49-3
• Molecular Formula: C9H9 N O2
• Molecular Weight: 163.176
• Hs Code.: 29269095
• European Community (EC) Number: 241-000-2
• NSC Number: 27017
• UNII: 87MDL7GK9F
• DSSTox Substance ID: DTXSID70168702
• Nikkaji Number: J236.148E
• Wikidata: Q72467657
• Mol file: 16932-49-3.mol

Synonyms:2,6-Dimethoxybenzonitrile;16932-49-3;Benzonitrile, 2,6-dimethoxy-;2,6-dimethoxy-benzonitrile;EINECS 241-000-2;BRN 2720059;87MDL7GK9F;MFCD00001788;NSC-27017;2-Cyano-3-methoxyanisole;NSC 27017;2-10-00-00260 (Beilstein Handbook Reference);NSC27017;2.6-dimethoxybenzonitrile;UNII-87MDL7GK9F;SCHEMBL4739158;DTXSID70168702;2,6-Dimethoxybenzonitrile, 97%;AMY25177;STL168042;AKOS000277241;AC-26129;LS-38692;SY015070;CS-0028775;FT-0610679;A21166;EN300-125649;F10495;F0001-0619

Chemical Property of 2,6-Dimethoxybenzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000758mmHg at 25°C
• Melting Point: 119-123 °C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 310 °C
• Flash Point: 128.8°C
• PSA: 42.25000
• Density: 1.12g/cm³
• LogP: 1.57548
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dimethoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/21/22
• Safety Statements: 36/37-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)OC)C#N

Technology Process of 2,6-Dimethoxybenzonitrile

There total 25 articles about 2,6-Dimethoxybenzonitrile 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: 98.0%

2,6-dimethoxybenzyl alcohol (16700-55-3) → 2,6-dimethoxybenzonitrile (16932-49-3)

Guidance literature:

With tert.-butylhydroperoxide; ammonia; potassium iodide; In water; at 60 ℃; for 15h;

DOI:10.1016/j.tetlet.2009.02.057

Reference yield: 94.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 1,3-Dimethoxybenzene (151-10-0) → 2,6-dimethoxybenzonitrile (16932-49-3)

Guidance literature:

1,3-Dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; ammonia; In tetrahydrofuran; hexane; water; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tet.2010.11.109

Reference yield: 93.0%

2,2-dimethylmalononitrile (7321-55-3) + 1-bromo-2,6-dimethoxybenzene (16932-45-9) → 2,6-dimethoxybenzonitrile (16932-49-3)

Guidance literature:

1-bromo-2,6-dimethoxybenzene; With magnesium; lithium chloride; In tetrahydrofuran; at 23 ℃;

2,2-dimethylmalononitrile; In tetrahydrofuran; at 0 - 23 ℃; for 0.5h;

DOI:10.1021/jacs.5b06136

upstream raw materials:

methanol

2-methoxy-6-nitrobenzonitrile

isocyanate de chlorosulfonyle

2-(trimethylsilyl)-1,3-dimethoxybenzene

Downstream raw materials:

2,6-dimethoxyacetophenone

Refernces

• 1、 Hashemi, Alireza Nemati,Eshghi, Hossein,Lamei, Kamran. "Uniform silver nanoparticles on tunable porous N-doped carbon nanospheres for aerobic oxidative synthesis of aryl nitriles from benzylic alcohols". . . Retrieved 2019/02/14.
• 2、 Uchida, Ko,Togo, Hideo. "Transformation of aromatic bromides into aromatic nitriles with n-BuLi, pivalonitrile, and iodine under metal cyanide-free conditions". . . Retrieved 2019/09/04.