2,4-Dimethoxy-6-methylbenzonitrile

Base Information

• Chemical Name: 2,4-Dimethoxy-6-methylbenzonitrile
• CAS No.: 319921-60-3
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.19984
• Hs Code.: 2926909090
• European Community (EC) Number: 622-757-1
• DSSTox Substance ID: DTXSID10465727
• Nikkaji Number: J1.463.585H
• Wikidata: Q82291911
• Mol file: 319921-60-3.mol

Synonyms:2,4-dimethoxy-6-methylbenzonitrile;319921-60-3;2, 4-Dimethoxy-6-methylbenzonitrile;2,4-dimethoxy-6-methyl-benzonitrile;SCHEMBL13387392;DTXSID10465727;2, 4-Dimethoxy-6-methylbenzonitrile, 97%;A928018;J-018591

Chemical Property of 2,4-Dimethoxy-6-methylbenzonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 68-72 °C
• Refractive Index: 1.517
• Boiling Point: 323.468 °C at 760 mmHg
• Flash Point: 130.723 °C
• PSA: 42.25000
• Density: 1.101 g/cm³
• LogP: 1.88388
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

2, 4-Dimethoxy-6-methylbenzonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1C#N)OC)OC

Technology Process of 2,4-Dimethoxy-6-methylbenzonitrile

There total 5 articles about 2,4-Dimethoxy-6-methylbenzonitrile 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: 89.0%

2-bromo-1,5-dimethoxy-3-methylbenzene (13321-73-8) + copper(l) cyanide → 2,4-dimethoxy-6-methylbenzonitrile (319921-60-3)

Guidance literature:

With L-proline; In N,N-dimethyl-formamide; at 120 ℃; for 45h;

DOI:10.1055/s-2007-992409

Reference yield: 89.0%

2-bromo-1,5-dimethoxy-3-methylbenzene (13321-73-8) + copper(I) cyanide (544-92-3) → 2,4-dimethoxy-6-methylbenzonitrile (319921-60-3)

Guidance literature:

In N,N-dimethyl-formamide; at 120 ℃; for 16h;

DOI:10.1021/ol006654u

Reference yield: 82.0%

1,3-dimethoxy-5-methylbenzene (4179-19-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,4-dimethoxy-6-methylbenzonitrile (319921-60-3)

Guidance literature:

With ammonium iodide; copper(II) nitrate trihydrate; oxygen; acetic acid; at 130 ℃; for 18h; regioselective reaction;

DOI:10.1021/ja211389g

upstream raw materials:

2-bromo-1,5-dimethoxy-3-methylbenzene

copper(I) cyanide

1,3-dimethoxy-5-methylbenzene

1-hydroxy-1-cyclohexanecarbonitrile

Downstream raw materials:

(S_S,R)-(+)-4-methyl-benzenesulfinic acid [2-(2-cyano-3,5-dimethoxy-phenyl)-1-methyl-ethyl]-amide

Refernces

• 1、 Ouchaou, Kahina,Georgin, Dominique,Taran, Frédéric. "Straightforward conversion of arene carboxylic acids into aryl nitriles by palladium-catalyzed decarboxylative cyanation reaction". experimental part. p. 2083 - 2086. Retrieved 2010/10/03.
• 2、 Davis,Mohanty,Burns,Andemichael. "Sulfinimine-mediated asymmetric synthesis of 1,3-disubstituted tetrahydroisoquinolines: a stereoselective synthesis of cis- and trans-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline.". . p. 3901 - 3903. Retrieved 2007/10/03.