2-(3,4-Dimethoxyphenyl)-2-methylpropanenitrile

Base Information

• Chemical Name: 2-(3,4-Dimethoxyphenyl)-2-methylpropanenitrile
• CAS No.: 23023-16-7
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID10436891
• Nikkaji Number: J1.259.846G
• Wikidata: Q82252237
• Mol file: 23023-16-7.mol

Synonyms:2-(3,4-dimethoxyphenyl)-2-methylpropanenitrile;23023-16-7;MFCD11036594;2-(3,4-dimethoxyphenyl)-2-methylpropionitrile;SCHEMBL601637;DTXSID10436891;OEWDSMNBHDNSTP-UHFFFAOYSA-N;AKOS010214105;AS-36493;CS-0308002;EN300-104265;alpha,alpha-Dimethyl-3,4-dimethoxybenzeneacetonitrile;Z725146228

Chemical Property of 2-(3,4-Dimethoxyphenyl)-2-methylpropanenitrile

Chemical Property:

• Melting Point: 52 °C
• Boiling Point: 130-140 °C(Press: 4 Torr)
• PSA: 42.25000
• Density: 1.039±0.06 g/cm3(Predicted)
• LogP: 2.50498
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

2-(3,4-Dimethoxyphenyl)-2-methylpropanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-(3,4-Dimethoxyphenyl)-2-methylpropanenitrile

There total 6 articles about 2-(3,4-Dimethoxyphenyl)-2-methylpropanenitrile 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: 94.0%

3,4-dimethoxyphenylacetonitrile (93-17-4) + methyl iodide (74-88-4) → 2‐(3,4‐dimethoxyphenyl)‐2‐methylpropionitrile (23023-16-7)

Guidance literature:

3,4-dimethoxyphenylacetonitrile; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; for 12h; Product distribution / selectivity;

Reference yield: 28.0%

Isobutyronitrile (78-82-0) + 4-fluoroveratrole (398-62-9) → 2‐(3,4‐dimethoxyphenyl)‐2‐methylpropionitrile (23023-16-7)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at 80 ℃; for 4h;

DOI:10.1021/ja9933846

Reference yield: 25.0%

3,4-dimethoxyphenylacetonitrile (93-17-4) + methyl iodide (74-88-4) → 2‐(3,4‐dimethoxyphenyl)‐2‐methylpropionitrile (23023-16-7) + 2‐(3,4‐dimethoxyphenyl)propionitrile (51698-53-4)

Guidance literature:

3,4-dimethoxyphenylacetonitrile; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃; for 1h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/anie.201805060

upstream raw materials:

Isobutyronitrile

4-fluoroveratrole

3,4-dimethoxyphenylacetonitrile

methyl iodide

Downstream raw materials:

3-(3,4-dimethoxyphenyl)-3-methylbutan-2-one

2-(3,4-dimethoxyphenyl)-2-methyl-propylamine

(+/-)-2-Amino-3-<3,4-dimethoxy-phenyl>-3-methyl-butan

N-<2-(3,4-Dimethoxyphenyl)-2-methylpropyl>acetamid

Refernces

• 1、 Hajipour, Abdol R.,Khorsandi, Zahra. "Cobalt-catalyzed C[sbnd]H activation/C[sbnd]O formation: Synthesis of benzofuranones". . . Retrieved 2019/11/26.
• 2、 Bennett, Matthew R.,Thompson, Mark L.,Shepherd, Sarah A.,Dunstan, Mark S.,Herbert, Abigail J.,Smith, Duncan R. M.,Cronin, Victoria A.,Menon, Binuraj R. K.,Levy, Colin,Micklefield, Jason. "Structure and Biocatalytic Scope of Coclaurine N-Methyltransferase". supporting information. p. 10600 - 10604. Retrieved 2018/08/17.