60133-51-9

Basic information

• Product Name: hexahydro-2H-3,5-methanocyclopenta[b]furan-2-one
• CAS NO: 60133-51-9
• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.1638
• Mol File: 60133-51-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 284.4°C at 760 mmHg
• Flash Point: 114.6°C
• Density: 1.264g/cm³
• Vapor Pressure: 0.00298mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: hexahydro-2H-3,5-methanocyclopenta[b]furan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: hexahydro-2H-3,5-methanocyclopenta[b]furan-2-one(60133-51-9)
• EPA Substance Registry System: hexahydro-2H-3,5-methanocyclopenta[b]furan-2-one(60133-51-9)

Safety Data

• Hazardous Substances Data: 60133-51-9(Hazardous Substances Data)

Upstream product

• 80452-18-2 6-endo-tosyloxynorbornane-2-carboxylic acid sodium salt 
• 80452-18-2 6-exo-tosyloxynorbornane-2-carboxylic acid sodium salt 
• 542-92-7 cyclopenta-1,3-diene 
• 79-10-7 acrylic acid 
• 120-92-3 cyclopentanone 
• 6203-08-3 methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate 
• 120-74-1 (1S,2S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 

Downstream Products

• 88610-06-4 (1R,3S,6R,7R)-4-Oxa-tricyclo[4.2.1.0^3,7]non-5-yl-phenyl-methanol 
• 88609-98-7 (1S,3R,6S,7S)-5-Phenylsulfanyl-4-oxa-tricyclo[4.2.1.0^3,7]nonane 

Relevant articles and documents

Novel Potassium-Channel Openers: Preparation and Pharmacological Evaluation of Racemic and Optically Active N-(6-Amino-3-pyridyl)-N'-bicycloalkyl-N"-cyanoguanidine Derivatives

The previous paper reported on the synthesis and pharmacological evaluation of N-(6-amino-3-pyridyl)-N'-bicycloalkyl-N"-cyanoguanidine derivatives, from among which three compounds were selected as potent potassium-channel openers. In the present study, selected compounds were tested for antagonism of potassium-induced contraction of rat aorta, hypotensive activity in normotensive rats, and diuretic activity in spontaneously hypertensive rats. This led to further evaluation of compound (+/-)-10 and selection of (+)-N-(6-amino-3-pyridyl)-N'-hept-2-yl>-N"-cyanoguanidine ((+)-10) (AL0670) for development as an antihypertensive agent. Although AL0670 is regarded as a pinacidil-type K+-channel opener, it showed different pharmacological and conformational profiles from pinacidil.

Carbon Participation in the Solvolysis of 6-exo-substituted 2-exo- and 2-endo-Norbornyl p-Toluenesulfonates. Norbornanes Part 5

The solvolysis rates and products of the 6-exo-substituted 2-exo- 1a-1u, and 2-endo-norbornyl p-toluenesulfonates 2a-2u, have been determined.In general, the rate constants for 1 and 2 (log k) correlate well with the inductive constants ?qI of the substituents at C(6); however, their sensitivity to ?qI is much larger in the 2-exo-series 1 than in the 2-endo-series 2.This differential transmission of polar effects is the cause of decreasing 2-exo/2-endo rate ratios from 2388 for R=t-C4H9 to 0.37 for R=Br, i.e., with increasing electron attraction by the substituent.The high sensitivity of the rate constants for the 2-exo-p-toluenesulfonates 1 to ?qI indicates an unusually strong inductive interaction between C(6) and the incipient cationic center at C(2).This interaction is ascribed to the participation of the pentacoordinate C(6)-atom, i.e. to 1,3-bridging, a consequence of steric hindrance of nucleophilic solvent participation in norbornanes.Donor substituents enhanche 1,3-bridging, lead to faster reactions and to the formation of 2-exo substitution products.Conversely, acceptor substituents reduce 1,3-bridging, decrease rates and facilitate the formation of 2-endo substitution products.Graded 1,3-bridging is discussed in the light of Winstein's nonclassical ion concept.