704890-11-9

Basic information

• Product Name: (-)-(1S,2S)-cyclobutane-1,2-dicarboxylic acid di(-)-menthyl ester
• Synonyms: (-)-(1S,2S)-cyclobutane-1,2-dicarboxylic acid di(-)-menthyl ester
• CAS NO: 704890-11-9
• Molecular Weight: 420.633
• Mol File: 704890-11-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (-)-(1S,2S)-cyclobutane-1,2-dicarboxylic acid di(-)-menthyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(1S,2S)-cyclobutane-1,2-dicarboxylic acid di(-)-menthyl ester(704890-11-9)
• EPA Substance Registry System: (-)-(1S,2S)-cyclobutane-1,2-dicarboxylic acid di(-)-menthyl ester(704890-11-9)

Safety Data

• Hazardous Substances Data: 704890-11-9(Hazardous Substances Data)

Upstream product

• 2216-51-5 (-)-menthol 
• 1124-13-6 (+/-)-(1S,2S)-cyclobutane-1,2-dicarboxylic acid 
• 34212-59-4 bis(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl butanedioate 
• 106-93-4 ethylene dibromide 

Downstream Products

• 156198-56-0 (trans-cyclobutane-1,2-diyl)bis(methylene) bis(4-methylbenzenesulfonate) 
• 809-43-8 (1S,2S)-α,α,α',α'-tetraphenylcyclobutane-1,2-dimethanol 

Relevant articles and documents

Development of effective bidentate diphosphine ligands of ruthenium catalysts toward practical hydrogenation of carboxylic acids

Hydrogenation of carboxylic acids (CAs) to alcohols represents one of the most ideal reduction methods for utilizing abundant CAs as alternative carbon and energy sources. However, systematic studies on the effects of metal-to-ligand relationships on the catalytic activity of metal complex catalysts are scarce. We previously demonstrated a rational methodology for CA hydrogenation, in which CA-derived cationic metal carboxylate [(PP)M(OCOR)]+ (M = Ru and Re; P = one P coordination) served as the catalyst prototype for CA self-induced CA hydrogenation. Herein, we report systematic trial- and-error studies on how we could achieve higher catalytic activity by modifying the structure of bidentate diphosphine (PP) ligands of molecular Ru catalysts. Carbon chains connecting two P atoms as well as Ar groups substituted on the P atoms of PP ligands were intensively varied, and the induction of active Ru catalysts from precatalyst Ru(acac)3 was surveyed extensively. As a result, the activity and durability of the (PP)Ru catalyst substantially increased compared to those of other molecular Ru catalyst systems, including our original Ru catalysts. The results validate our approach for improving the catalyst performance, which would benefit further advancement of CA self-induced CA hydrogenation.