2,3-Dimethoxybenzonitrile

Base Information

• Chemical Name: 2,3-Dimethoxybenzonitrile
• CAS No.: 5653-62-3
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 2926909090
• European Community (EC) Number: 227-097-4
• NSC Number: 27018
• UNII: G1TE317GHW
• DSSTox Substance ID: DTXSID10205089
• Nikkaji Number: J42.009C
• Wikidata: Q72467659
• Mol file: 5653-62-3.mol

Synonyms:2,3-Dimethoxybenzonitrile;5653-62-3;o-Veratronitrile;BENZONITRILE, 2,3-DIMETHOXY-;MFCD00001784;EINECS 227-097-4;NSC 27018;BRN 2719631;G1TE317GHW;NSC-27018;2,3-dimethoxybenzenecarbonitrile;3-cyanoveratrole;Benzonitrile,3-dimethoxy-;UNII-G1TE317GHW;2,3-dimethoxy benzonitrile;WLN: NCR BO1 CO1;SCHEMBL338999;LBXGBNHUNHWYRM-UHFFFAOYSA-;DTXSID10205089;2,3-Dimethoxybenzonitrile, 98%;AMY28017;NSC27018;CK2121;AKOS005151413;CS-W017920;AC-26285;AS-18933;LS-38691;SY013939;D4853;FT-0609679;EN300-107992;A831081;F0001-1481;[2-(4-Methoxy-phenyl)-5-oxo-cyclopent-1-enyl]-aceticacid

Chemical Property of 2,3-Dimethoxybenzonitrile

Chemical Property:

• Appearance/Colour: white crystals
• Melting Point: 43-46 °C(lit.)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 264.5 °C at 760 mmHg
• Flash Point: 106.6 °C
• PSA: 42.25000
• Density: 1.12 g/cm³
• LogP: 1.57548
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dimethoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC(=C1OC)C#N
• Uses: It is employed in the replacement of nuclear alkoxyl groups to yield dimethoxy ketones by the action of methyl and phenyl Grignard reagents on 2,3-dimethoxybenzonitrile.

Technology Process of 2,3-Dimethoxybenzonitrile

There total 13 articles about 2,3-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: 99.0%

→ 2,3-dimethoxybenzonitrile (5653-62-3)

Guidance literature:

With iron(III) chloride; 2,6-di-tert-butyl-4-methyl-phenol; In dichloromethane; toluene; at 20 ℃; for 0.0333333h;

Reference yield: 96.0%

oxime of 2,3-dimethoxy-benzaldehyde (5470-95-1) → 2,3-dimethoxybenzonitrile (5653-62-3)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1081/SCC-120030750

Reference yield: 93.0%

2,3-dimethyoxybenzaldehyde (86-51-1) → 2,3-dimethoxybenzonitrile (5653-62-3)

Guidance literature:

With PhNHCO₂NH₂*TsOH; In toluene; for 0.5h; Heating;

DOI:10.1016/S0040-4020(99)00692-4

upstream raw materials:

oxime of 2,3-dimethoxy-benzaldehyde

2,3-dimethoxybenzamide

sodium acetate

acetic anhydride

Downstream raw materials:

2-butyl-3-methoxy-benzonitrile

2,3-dimethoxyacetophenone

2-cyclohexyl-3-methoxybenzonitrile

2,3-dimethoxybenzamide oxime

Refernces

• 1、 -. "Method for preparing nitrile". Paragraph 0015. . Retrieved 2019/06/13.
• 2、 Yan, Zhao-Hua,Tian, Huan,Zhao, Dong-Dong,Jin, Hong-Ai,Tian, Wei-Sheng. "Perfluoroalkanosulfonyl fluoride: A useful reagent for dehydration of aldoximes to nitriles". . p. 96 - 98. Retrieved 2016/01/25.