130823-66-4

Basic information

• Product Name: 2-Pyrrolidinecarboxaldehyde,1-(3-methyl-2-butenyl)-,(S)-(9CI)
• Synonyms: 2-Pyrrolidinecarboxaldehyde,1-(3-methyl-2-butenyl)-,(S)-(9CI)
• CAS NO: 130823-66-4
• Molecular Formula: C₁₀H₁₇NO
• Molecular Weight: 167.25
• Product Categories: PYRROLE
• Mol File: 130823-66-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 231.9±33.0 °C(Predicted)
• Appearance: /
• Density: 1.002±0.06 g/cm3(Predicted)
• PKA: 8.46±0.40(Predicted)
• CAS DataBase Reference: 2-Pyrrolidinecarboxaldehyde,1-(3-methyl-2-butenyl)-,(S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinecarboxaldehyde,1-(3-methyl-2-butenyl)-,(S)-(9CI)(130823-66-4)
• EPA Substance Registry System: 2-Pyrrolidinecarboxaldehyde,1-(3-methyl-2-butenyl)-,(S)-(9CI)(130823-66-4)

Safety Data

• Hazardous Substances Data: 130823-66-4(Hazardous Substances Data)

Upstream product

• 870-63-3 prenyl bromide 
• 33305-75-8 L-proline ethyl ester monohydrochloride 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 130823-71-1 (S)-N-(3-methyl-2-butenyl)-prolinol 
• 130823-65-3 (S)-1-(3-Methyl-but-2-enyl)-pyrrolidine-2-carboxylic acid ethyl ester 

Relevant articles and documents

Evidence for a stepwise mechanism in formal hetero-Diels-Alder reactions of N-arylimines

In order to investigate the mechanism of Lewis acid-catalyzed cyclizations of ω-unsaturated N-arylimines, various prolinal-derived N-arylimines 17a-f were synthesized and treated with Lewis acids. Whereas imine 17a bearing a C-2 tether and imines 17d, f with terminal alkene or alkyne moieties could not be cyclized under these conditions, imine 17b with a C-3 tether gave three diastereomeric pyrrolo-[1',2':1,2]azepino[3,4-b]quinolines 18a-c and imine 17c gave two diasteromeric 7,7-diphenyl-indolizino-[3,4-b]quinolines 19a, b. High cis/trans-ratios were observed in both cases. Imine 17e bearing an internal alkyne underwent a cyclization/dehydrogenation to give the indolizino[3,4-b]quinoline 21. From these results a stepwise mechanism was concluded. The configuration of 19a was established by an X-ray crystal structure analysis.