3,5-Dimethoxybenzonitrile

Base Information

• Chemical Name: 3,5-Dimethoxybenzonitrile
• CAS No.: 19179-31-8
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 29269090
• European Community (EC) Number: 242-858-0
• NSC Number: 73710
• UNII: 8OJ1LY7B4L
• DSSTox Substance ID: DTXSID40172710
• Nikkaji Number: J126.372B
• Wikidata: Q72467664
• Mol file: 19179-31-8.mol

Synonyms:3,5-Dimethoxybenzonitrile;19179-31-8;BENZONITRILE, 3,5-DIMETHOXY-;MFCD00001804;EINECS 242-858-0;NSC 73710;BRN 0776115;8OJ1LY7B4L;NSC-73710;1-(Cyanomethyl)-3,5-dimethoxybenzene;3-10-00-01449 (Beilstein Handbook Reference);3,5-Dimethoxy benzonitrile;NSC73710;Benzonitrile,5-dimethoxy-;UNII-8OJ1LY7B4L;3,5-dimethoxybenzo nitrile;SCHEMBL202404;DTXSID40172710;3,5-Dimethoxybenzonitrile, 99%;AM813;BCP11277;AKOS008969358;CS-W001927;FS-3228;AC-16561;LS-38693;SY030126;FT-0614641;EN300-176374;A813519;W-107727;Z57899965;F0001-0691

Chemical Property of 3,5-Dimethoxybenzonitrile

Chemical Property:

• Appearance/Colour: white to beige or grey crystalline powder
• Vapor Pressure: 0.0116mmHg at 25°C
• Melting Point: 87-89 °C(lit.)
• Refractive Index: 1.519
• Boiling Point: 261.4 °C at 760 mmHg
• Flash Point: 104.9 °C
• PSA: 42.25000
• Density: 1.12 g/cm³
• LogP: 1.57548
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• 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:

98.0% Min ^*data from raw suppliers

3,5-Dimethoxybenzonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,5-Dimethoxybenzonitrile

There total 43 articles about 3,5-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%

C16H15NO4 → 3,5-dimethoxy-benzonitrile (19179-31-8)

Guidance literature:

With hydrated iron(III)chloride; phenol; In hexane; at 20 ℃; for 0.0666667h;

Reference yield: 95.0%

zinc(II) cyanide (557-21-1) + 1-bromo-3,5-dimethoxybenzene (20469-65-2) → 3,5-dimethoxy-benzonitrile (19179-31-8)

Guidance literature:

With [(2-di-tert-butylphosphino-2′,4′,6′-triisopropyl-1, 1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)] palladium(II) methanesulfonate; In tetrahydrofuran; water; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ol5032359

Reference yield: 95.0%

dicyanozinc (557-21-1) + 3,5-dimethoxyphenyl methanesulfonate (128612-44-2) → 3,5-dimethoxy-benzonitrile (19179-31-8)

Guidance literature:

With palladium diacetate; PS-triphenylphosphine; In tetrahydrofuran; at 140 - 155 ℃; for 0.0333333h; microwave irradiation;

DOI:10.1080/00397910601039044

upstream raw materials:

3,5-dimethoxybenzamide

3,5-dimethoxybenzaldehdye

dicyanozinc

3,5-dimethoxyphenyl methanesulfonate

Downstream raw materials:

diethyl ether

2-(3,5-Dimethoxy-phenyl)-4,5-dihydro-thiazole

3,5-dimethoxyphenyl-3,5-selenocarboxamide

3-hydroxy-5-methoxybenzonitrile

Refernces

• 1、 Abe, Masahiro,Nitta, Sayasa,Miura, Erina,Kimachi, Tetsutaro,Inamoto, Kiyofumi. "Nitrile Synthesis via Desulfonylative-Smiles Rearrangement". . p. 4460 - 4467. Retrieved 2022/03/15.
• 2、 Delcaillau, Tristan,Boehm, Philip,Morandi, Bill. "Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers". supporting information. p. 3723 - 3728. Retrieved 2021/04/07.