16512-03-1

Basic information

• Product Name: 6-bromohexahydro-2H-3,5-methanocyclopenta[b]furan-2-one
• CAS NO: 16512-03-1
• Molecular Formula: C₈H₉BrO₂
• Molecular Weight: 217.0599
• Mol File: 16512-03-1.mol

Chemical Properties

• Boiling Point: 349°C at 760 mmHg
• Flash Point: 164.9°C
• Density: 1.755g/cm³
• Vapor Pressure: 4.84E-05mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: 6-bromohexahydro-2H-3,5-methanocyclopenta[b]furan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-bromohexahydro-2H-3,5-methanocyclopenta[b]furan-2-one(16512-03-1)
• EPA Substance Registry System: 6-bromohexahydro-2H-3,5-methanocyclopenta[b]furan-2-one(16512-03-1)

Safety Data

• Hazardous Substances Data: 16512-03-1(Hazardous Substances Data)

Upstream product

• 934-30-5 5-norbornene-endo-2-carboxylic acid 
• 263713-64-0 2,6,6-trimethyl-5,5-bis(trimethylsilyl)-5,6-disilaheptan-2-ol 
• 120-74-1 5-carboxybicyclo<2.2.1>hept-2-ene 

Downstream Products

• 286456-64-2 (1S,3R,6S,7R)-5-Oxo-4-aza-tricyclo[4.2.1.0^3,7]nonane-3-carboxylic acid 

Relevant articles and documents

Synthesis of ultralarge molecular weight bottlebrush polymers using Grubbs' catalysts

This paper describes two methods to synthesize bottlebrush polymers with molecular weights from 1 million to over 60 million g mol-1 using Grubbs' first and second generation catalysts. In the first method, macromonomers of poly(L-lactide) were synthesized using tin(II) 2-ethylhexanoate and terminated on one end with a norbornyl group. Grubbs' first generation catalyst polymerized macromonomers with one poly(L-lactide) chain per norbornene, and Grubbs' second generation catalyst polymerized macromonomers with two poly(L-lactide) chains per norbornene. The predicted and measured molecular weights closely matched each other, and the polydispersities of the bottlebrush polymers were between 1.05 and 1.39. These examples are the first where Grubbs' second generation catalyst can be considered living for ROMP. In the second method, the backbone was polymerized first, and polylactide arms with molecular weights from 15 000 to 50 000 g mol-1 were polymerized from the backbone. Polymers that were shaped as spheres or rigid rods were synthesized. The polymers were analyzed by GPC, MALLS, QELS, and 1H NMR.

Monoamine oxidase-catalyzed oxidation of endo,endo-2-amino-6-[(Z)-2'-phenyl]ethenylbicyclo[2.2.1]heptane, a potential probe for a radical cation intermediate

An 11-step synthesis of endo,endo-2-amino-6-[(E)-2'-phenyl]ethenylbicyclo[2.2.1]heptane (6) and the corresponding (Z)-isomer (7) was carried out in an attempt to make a compound that could trap the purported amine radical cation intermediate during monoamine oxidase (MAO)-catalyzed oxidation of amines. The E-isomer was not a substrate for MAO, and the Z-isomer was a very poor substrate. No trapping product was observed. Possible explanations for the inability of these compounds to trap a potential radical cation intermediate are discussed. Copyright (C) 2000 Elsevier Science Ltd.