78477-91-5

Basic information

• Product Name: 8-Methyl-8-Azabicyclo[3.2.1]octan-2-one
• Synonyms: 8-Methyl-8-Azabicyclo[3.2.1]octan-2-one
• CAS NO: 78477-91-5
• Molecular Formula: C₈H₁₃NO
• Molecular Weight: 139.19492
• Mol File: 78477-91-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 27 °C (approx)
• Boiling Point: 60-61 °C(Press: 0.55 Torr)
• Appearance: /
• Density: 1.066±0.06 g/cm3(Predicted)
• PKA: 7.21±0.20(Predicted)
• CAS DataBase Reference: 8-Methyl-8-Azabicyclo[3.2.1]octan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Methyl-8-Azabicyclo[3.2.1]octan-2-one(78477-91-5)
• EPA Substance Registry System: 8-Methyl-8-Azabicyclo[3.2.1]octan-2-one(78477-91-5)

Safety Data

• Hazardous Substances Data: 78477-91-5(Hazardous Substances Data)

Usage

General Description

8-Methyl-8-Azabicyclo[3.2.1]octan-2-one, also known as Pectinone, is a bicyclic ketone compound with the molecular formula C8H13NO. It is a colorless liquid with a sweet floral and slightly citrusy odor, and it is commonly used as a flavoring agent in the fragrance and food industries. Pectinone is also used in the synthesis of pharmaceuticals and other organic compounds due to its unique structure and chemical reactivity. It is considered to be a valuable building block in organic chemistry and has various applications in different fields due to its versatile properties.

Upstream product

• 99020-85-6 (+/-)-Anhydroecgonine amide 
• 91340-84-0 3-ethoxycarbonyl-8-methyl-8-azabicyclo[3.2.1]octan-2-one 
• 436159-80-7 ethyl (E)-5-(3-ethoxy-3-oxoprop-1-en-1-yl)-1H-pyrrole-2-carboxylate 
• 7126-50-3 ethyl 5-formyl-1H-pyrrole-2-carboxylate 
• 2199-43-1 ethyl 1H-pyrrole-2-carboxylate 
• 91691-27-9 ethyl 5-(3-ethoxy-3-oxopropyl)pyrrolidine-2-carboxylate 
• 93647-41-7 2-ethoxycarbonyl-5-(2'-ethoxycarbonylethyl)-1-methylpyrrolidine 
• 91645-70-4 5-(2-ethoxycarbonyl-ethyl)-pyrrole-2-carboxylic acid ethyl ester 
• 13612-59-4 cyclohepta-2,4,6-triene-1-carbonitrile 
• 123686-89-5 (1RS)-8-methyl-8-azabicyclo[3.2.1]oct-2-ene-2-carbonitrile 

Downstream Products

• 78386-51-3 N-phenoxycarbonylnortropan-2-on 
• 13466-55-2 tropan-2α-ol 
• 13466-55-2 tropan-2β-ol 
• 78386-47-7 tropan-2β-yl toluene-p-sulphonate 
• 1362740-75-7 8-methyl-2-phenyl-8-aza-bicyclo[3.2.1]octan-2-ol 
• 1363594-88-0 (1RS,2RS,5SR)-8-methyl-2-phenyl-8-aza-bicyclo[3.2.1]oct-2-ylamine 
• 1352447-63-2 2-methoxy-N-((1R,2R,5S)-8-methyl-2-phenyl-8-aza-bicyclo[3.2.1]oct-2-yl)-6-methylsulfanyl-4-trifluoromethyl-benzamide 
• 1352447-61-0 2-methoxy-N-((1S,2S,5R)-8-methyl-2-phenyl-8-aza-bicyclo[3.2.1]oct-2-yl)-6-methylsulfanyl-4-trifluoromethyl-benzamide 

Relevant articles and documents

Chiral fluoro ketones for catalytic asymmetric epoxidation of alkenes with oxone

Two structurally dissimilar, chiral fluoro ketones have been prepared and their potential as enantioselective catalysts for asymmetric epoxidation with Oxone has been evaluated. The tropinone-based ketone (-)-5 was easily prepared and showed excellent reactivity but only modest enantioselectivity. The biphenyl-based ketone (-)-6 was prepared in a somewhat lengthy synthesis (along with its monofluoro and geminal fluoro analogues). This ketone exhibited only modest reactivity; 30 mol % of (-)-6 was needed to bring about complete conversion in a reasonable time. The enantioselectivity of this catalyst was generally much higher, but again very substrate dependent.

Solvolytic Rearrangements of Azabicyclic Compounds. Part 2. Kinetics

Rates of solvolysis in aqueous ethanol and aqueous dioxan of three 2-exo-chloroazabicycloalkanes have been studied and first-order rare constants are derived and compared with published values for analogous compounds.Anchimeric assistance by the bridge N-atom is evidently not important in the rate-controlling step in these rearrangements, though it may occur to a minor extent in the case of 2-exo-chloro-7-methyl-7-azanorbornane.Solvolytic results for tropan-2β-yl toluene-p-sulphonate in aqueous ethanol and aqueous acetone mixtures are also reported and compared with literature data for the carbobicyclic and oxabicyclic analogues.