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

Base Information

• Chemical Name: 2-(3,4-Dimethoxyphenyl)-3-methylbutanenitrile
• CAS No.: 20850-49-1
• Molecular Formula: C13H17NO2
• Molecular Weight: 219.283
• Hs Code.: 2926909090
• European Community (EC) Number: 244-082-8
• UNII: 1Z42YUG42K
• DSSTox Substance ID: DTXSID60864963
• Nikkaji Number: J225.350J
• Wikidata: Q27253290
• Mol file: 20850-49-1.mol

Synonyms:20850-49-1;2-(3,4-Dimethoxyphenyl)-3-methylbutanenitrile;3-Methyl-2-(3,4-dimethoxyphenyl)butyronitrile;2-(3,4-Dimethoxyphenyl)-3-methylbutyronitrile;1Z42YUG42K;alpha-Isopropylhomoveratronitrile;(2RS)-2-(3,4-Dimethoxyphenyl)-3-methylbutanenitrile;2-(3,4-Dimethoxy-phenyl)-3-methyl-butyronitrile;2-(3,4-dimethoxyphenyl)-2-isopropylacetonitrile;3,4-Dimethoxy-alpha-(1-methylethyl)benzeneacetonitrile;Benzeneacetonitrile, 3,4-dimethoxy-.alpha.-(1-methylethyl)-;Maybridge3_001601;Isopropyl Veratryl Cyanide;2-(3,4-Dimethoxyphenyl)-3-methylbutylnitrile;2-(3,4-dimethoxyphenyl)-3-methyl-butanenitrile;UNII-1Z42YUG42K;Oprea1_171110;alpha-isopropylveratryl cyanide;3,4-Dimethoxy-?-(1-methylethyl)benzeneacetonitrile;alpha-isopropyl-veratryl cyanide;SCHEMBL1640618;DTXSID60864963;HMS1435I17;EINECS 244-082-8;BBL029021;MFCD00800230;STK525022;AKOS005111167;AC-1453;AS-5254;IDI1_012988;.ALPHA.-ISOPROPYLVERATRYL CYANIDE;NCGC00261982-01;.ALPHA.-ISOPROPYLHOMOVERATRONITRILE;alpha-Isopropyl-3,4-dimethoxybenzylcyanid;CS-0154333;FT-0638052;EC 244-082-8;F19530;alpha-Isopropyl-3,4-dimethoxybenzeneacetonitrile;2-(3',4'-dimethoxyphenyl)-3-methylbutyronitrile;2-(3,4-Dimethoxyphenyl)-3-methylbutanenitrile #;A814972;ISOPROPYL(3,4-DIMETHOXYPHENYL)ACETONITRILE;Ritalinic acid/alpha-Phenylpiperidine-2-acetic acid;W-107588;BRD-A05566309-001-01-8;Q27253290;VERAPAMIL HYDROCHLORIDE IMPURITY K [EP IMPURITY];(+/-)-2-(i-propyl)-2-(3,4-dimethoxyphenyl)acetonitrile;3,4-Dimethoxy- alpha -(1-methylethyl)benzeneacetonitrile;Benzeneacetonitrile, 3,4-dimethoxy-alpha-(1-methylethyl)-;(+/-)-2-(3,4-DIMETHOXYPHENYL)-3-METHYLBUTANENITRILE;3,4-DIMETHOXY-.ALPHA.-(1-METHYLETHYL)BENZENEACETONITRILE

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

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Melting Point: 46-49 °C
• Boiling Point: 327.3 °C at 760 mmHg
• Flash Point: 114.5 °C
• PSA: 42.25000
• Density: 1.023 g/cm³
• LogP: 2.96698
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 219.125928785
• Heavy Atom Count: 16
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dimethoxy-α-(1-methylethyl)benzeneacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C#N)C1=CC(=C(C=C1)OC)OC
• Uses: (Verapamil EP Impurity K)

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

There total 9 articles about 2-(3,4-Dimethoxyphenyl)-3-methylbutanenitrile 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: 90.0%

→ 2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile (20850-49-1)

Guidance literature:

Reference yield: 89.0%

trimethylsilyl cyanide (7677-24-9) + 1-(3,4-dimethoxyphenyl)-2-methylpropan-1-ol (67031-41-8) → 2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile (20850-49-1)

Guidance literature:

With indium(III) bromide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol801812a

Reference yield: 88.4%

3,4-dimethoxyphenylacetonitrile (93-17-4) + isopropyl bromide (75-26-3) → 2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile (20850-49-1)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydroxide; In water; dimethyl sulfoxide; at 50 ℃; for 2h; Reagent/catalyst; Temperature; Solvent;

upstream raw materials:

3,4-dimethoxyphenylacetonitrile

isopropyl bromide

1,2-dimethoxyethane

isobutyryl-3,4-dimethoxybenzene

Downstream raw materials:

(dimethoxy-3,4 phenyl)-2 (N-methyl N-formyl amino-3 propyl)-2 isovaleronitrile

γ-Cyano-γ-3,4-dimethoxyphenyl-γ-isopropyl-1-buten

2-(3,4-dimethoxy-phenyl)-2-isopropyl-5-(tetrahydro-pyran-2-yloxy)-pentanenitrile

2-(3,4-dimethoxyphenyl)-2-isopropyl-2-(3-chloropropyl)acetonitrile

Refernces

• 1、 Chen, Long,Pu, Maoping,Li, Shiyang,Sang, Xinpeng,Liu, Xiaohua,Wu, Yun-Dong,Feng, Xiaoming. "Enantioselective synthesis of nitriles containing a quaternary carbon center by michael reactions of silyl ketene imines with 1-acrylpyrazoles". . p. 19091 - 19098. Retrieved 2021/11/22.
• 2、 Alazet, Sébastien,West, Michael S.,Patel, Purvish,Rousseaux, Sophie A. L.. "Synthesis of Nitrile-Bearing Quaternary Centers by an Equilibrium-Driven Transnitrilation and Anion-Relay Strategy". supporting information. p. 10300 - 10304. Retrieved 2019/07/04.