5866-20-6

Basic information

• Product Name: (+)-(2R,3R)-2,3-dimethylsuccinic anhydride
• Synonyms: (+)-(2R,3R)-2,3-dimethylsuccinic anhydride
• CAS NO: 5866-20-6
• Molecular Weight: 128.128
• Mol File: 5866-20-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (+)-(2R,3R)-2,3-dimethylsuccinic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(2R,3R)-2,3-dimethylsuccinic anhydride(5866-20-6)
• EPA Substance Registry System: (+)-(2R,3R)-2,3-dimethylsuccinic anhydride(5866-20-6)

Safety Data

• Hazardous Substances Data: 5866-20-6(Hazardous Substances Data)

Upstream product

• 13545-04-5 2,3-dimethylsuccinic acid 
• 201230-82-2 carbon monoxide 
• 21490-63-1 2,3-trans-epoxybutane 
• 925669-95-0 2,3-cis-epoxybutane 
• 5402-54-0 cis-α,β-dimethyl-β-propiolactone 
• 597-43-3 2,2-dimethylsuccinic acid 

Downstream Products

• 358369-08-1 4-(3,4-dimethoxyphenyl)-2,3-dimethyl-4-oxobutyric acid 
• 804518-35-2 2,3-dimethyl-4-[2]naphthyl-4-oxo-butyric acid 
• 100362-73-0 (+/-)-threo-4-(4-methoxy-phenyl)-2,3-dimethyl-4-oxo-butyric acid 
• 13122-66-2 (+/-)-threo-4-oxo-2.3-dimethyl-4-phenyl-butyric acid 
• 590-18-1 (Z)-2-Butene 
• 624-64-6 trans-2-Butene 
• 86544-90-3 N-((1R,2S)-1,2-Dimethyl-3-oxo-butyl)-4-methyl-benzenesulfonamide 
• 1312473-05-4 tert-butyl ((2R,3S)-2,3-dimethyl-5-methylene-6-oxoheptyl)(4-methoxybenzyl)carbamate 
• 1312473-04-3 tert-butyl ((2R,3S)-5-((pyrrolidine)methyl)-2,3-dimethyl-6-morpholino-6-oxohexyl)(4-methoxybenzyl)carbamate 
• 1312473-03-2 tert-butyl ((2R,3R)-4-iodo-2,3-dimethylbutyl)(4-methoxybenzyl)carbamate 
• 1312473-02-1 tert-butyl ((2R,3R)-4-hydroxy-2,3-dimethylbutyl)(4-methoxybenzyl)carbamate 
• 1312473-01-0 (2R,3R)-4-((4-methoxybenzyl)amino)-2,3-dimethylbutan-1-ol 
• 1312473-00-9 (2R,3R)-4-((4-methoxybenzyl)amino)-2,3-dimethyl-4-oxobutanoic acid 
• 35393-95-4 trans-N-phenyl-2,3-dimethylsuccinimide 

Relevant articles and documents

Catalytic carbonylation of β-lactones to succinic anhydrides

A well-defined,highly active and selective catalyst for the synthesis of succinic anhydrides from CO and β-lactones is reported. At 200 psi of CO, the catalyst [(N,N′-bis(3,5-di-tert-butylsalicylidene)phenylenediamino)Al(THF)2][Co(CO)4] carbonylates β-propiolactones to succinic anhydrides in high yield. (R)-β-Butyrolactone is carbonylated to (S)-methylsuccinic anhydride with clean inversion of stereochemistry, while cis-2,3-dimethyl-β-propiolactone yields exclusively trans-2,3-dimethylsuccinic anhydride. These data are consistent with a mechanism involving nucleophilic attack by [Co(CO)4]- on the β carbon of the lactone, followed by CO insertion and anhydride formation. Copyright

AN IMPROVED PROCEDURE FOR THE PREPARATION AND RESOLUTION OF DL-2,3-DIMETHYLSUCCINIC ACID

-