68935-26-2

Basic information

• Product Name: S-(-)-3-(1-Methyl-2-pyrrolidinyl)pyridiniuM (+)-Di-p-toluoyl Tartrate
• Synonyms: S-(-)-Nicotine Di-p-Toluoyl-D-Tartrate Salt;GEGPCGHEPLKDLY-VZOQACJPSA-N
• CAS NO: 68935-26-2
• Molecular Formula: C₁₀H₁₄N₂*C₂₀H₁₈O₈
• Molecular Weight: 710.81524
• Product Categories: Chiral Reagents;Heterocycles;Mutagenesis Research Chemicals;Nicotine Derivatives
• Mol File: 68935-26-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: S-(-)-3-(1-Methyl-2-pyrrolidinyl)pyridiniuM (+)-Di-p-toluoyl Tartrate(CAS DataBase Reference)
• NIST Chemistry Reference: S-(-)-3-(1-Methyl-2-pyrrolidinyl)pyridiniuM (+)-Di-p-toluoyl Tartrate(68935-26-2)
• EPA Substance Registry System: S-(-)-3-(1-Methyl-2-pyrrolidinyl)pyridiniuM (+)-Di-p-toluoyl Tartrate(68935-26-2)

Safety Data

• Hazardous Substances Data: 68935-26-2(Hazardous Substances Data)

Usage

Chemical Properties

White Powder

Uses

S-(-)-3-(1-Methyl-2-pyrrolidinyl)pyridiniuM (+)-Di-p-toluoyl Tartrate is used in the synthesis of optically pure Nicotine.

Upstream product

• 32634-66-5 Di-p-toluoyl-L-tartaric acid 
• 22083-74-5 3-(1-methyl-pyrrolidin-2-yl)-pyridine 
• 93-60-7 methyl 3-pyridinecarboxylate 

Downstream Products

• 54-11-5 nicotin 

Relevant articles and documents

SYNTHESIS AND RESOLUTION OF NICOTINE

The present disclosure generally relates to methods of preparing nicotine and resolving R,S nicotine to enrich the (S)(?) enantiomer. The method may comprise combining N-methyl-2-pyrrolidone or a salt thereof with a nicotinate compound in the presence of a solvent and a strong base to form 1-methyl-3-nicotinoyl-2-pyrrolidone or a salt thereof; and reducing the 1-methyl-3-nicotinoyl-2-pyrrolidone or salt thereof in solution with Na2S2O4 to produce racemic nicotine or salt thereof. Resolving the racemic nicotine (or other enantiomeric mixture) may comprise combining the nicotine with (?)-O,O′-di-p-toluoyl-L-tartaric acid (L-PTTA).