102201-30-9

Basic information

• Product Name: 2-(3,4-Dimethoxyphenyl)-2-isopropylpentanedinitrile
• Synonyms: 2-(3,4-Dimethoxyphenyl)-2-isopropylpentanedinitrile
• CAS NO: 102201-30-9
• Molecular Formula: C₁₆H₂₀N₂O₂
• Molecular Weight: 272.3422
• Mol File: 102201-30-9.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(3,4-Dimethoxyphenyl)-2-isopropylpentanedinitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-Dimethoxyphenyl)-2-isopropylpentanedinitrile(102201-30-9)
• EPA Substance Registry System: 2-(3,4-Dimethoxyphenyl)-2-isopropylpentanedinitrile(102201-30-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 102201-30-9(Hazardous Substances Data)

Usage

Appearance

White to off-white crystalline

Solubility

Sparingly soluble in water, more soluble in organic solvents

Uses

Intermediate in the synthesis of pharmaceuticals and agrochemicals, potential building block for new materials

Safety precautions

May be harmful if ingested or inhaled, can cause skin and eye irritation upon contact

Upstream product

• 20850-49-1 2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile 
• 107-13-1 acrylonitrile 

Downstream Products

• 52-53-9 Verapamil 
• 36622-23-8 4-cyano-4-(3,4-dimethoxyphenyl)-5-methyl hexanoic acid 
• 36622-24-9 (R)-verapamilic acid 
• 36622-24-9 (S)-verapamilic acid 
• 204642-98-8 verapamilamide 
• 204642-98-8 (S)-verapamilamide 
• 204642-98-8 (R)-verapamilamide 
• 36622-28-3 (-)-Verapamil hydrochloride 
• 152-11-4 (+)-Verapamil hydrochloride 

Relevant articles and documents

A scaleable route to the pure enantiomers of verapamil

A versatile route to single enantiomer verapamil from readily available raw materials is described. The key intermediate, 4-cyano-4-(3,4-dimethoxyphenyl)-5-methyl hexanoic acid (verapamilic acid), was resolved efficiently with α-methyl benzylamine. Stereochemical integrity at the quaternary carbon centre was preserved through subsequent steps to give either (R)-or (S)-verapamil in good overall yield. This sequence incorporated a selective borane-mediated reduction of a tertiary amide. Process scale-up to the pilot plant has been demonstrated successfully for the resolution step.