81077-10-3

Basic information

• Product Name: Pentanedioic acid, 2-hydroxy-, dimethyl ester
• CAS NO: 81077-10-3
• Molecular Formula: C7H12O5
• Molecular Weight: 176.169
• Mol File: 81077-10-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Pentanedioic acid, 2-hydroxy-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanedioic acid, 2-hydroxy-, dimethyl ester(81077-10-3)
• EPA Substance Registry System: Pentanedioic acid, 2-hydroxy-, dimethyl ester(81077-10-3)

Safety Data

• Hazardous Substances Data: 81077-10-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 4344-84-7 5-oxo-tetrahydro-furan-2-carboxylic acid 

Downstream Products

• 111075-08-2 (R,S)-dimethyl 2-(benzoyloxy)pentanedioate 
• 111075-07-1 (R,S)-dimethyl 2-(3,5-dinitrobenzoyloxy)pentanedioate 
• 21461-85-8 (S)-(+)-tetrahydro-5-oxo-2-furancarboxylic acid methyl ester 
• 111075-10-6 (R,S)-dimethyl 2-(2-nitrobenzoyloxy)pentanedioate 
• 111075-09-3 (R,S)-dimethyl 2-(4-bromobenzoyloxy)pentanedioate 
• 111075-12-8 (R,S)-dimethyl 2-(2,6-dinitrobenzoyloxy)pentanedioate 

Relevant articles and documents

Metal-catalyzed reductive deamination of glutamic acid to bio-based dimethyl glutarate and methylamines

Glutamic acid is a promising renewable platform molecule which is abundantly available in biomass waste streams; it is also efficiently manufactured by fermentation. Here we report the reductive deamination of glutamic acid to bio-based dimethyl glutarate and methylamines. In order to recycle nitrogen in an industrially relevant co-product, glutamic acid was modified to N,N-dimethylglutamic acid by a mild reductive alkylation with Pd/C. Subsequently, selective C-N hydrogenolysis in methanol resulted in dimethyl glutarate and trimethylamine. A wide screening of transition metals (Pt, Pd, Rh and Ru) immobilized on various supports showed that the highest yields of dimethyl glutarate were obtained with Pt/TiO2. An FTIR study and kinetic experiments on metal-loaded and unloaded supports demonstrate that the interplay between the metal and the moderate acidity of the support results in the excellent C-N hydrogenolysis activity and selectivity. Finally, reaction parameter optimization resulted in 81% yield of dimethyl glutarate with 1 wt% Pt/TiO2 at 225 °C, 30 bar H2 after 8 h.