 |
 | Home | Contact Us | FAQ | Search & Site Map | Link to Us |
 | Sign In | Join | Other 45 Sites in Network |
Natural Science Forum / Chemistry / Organic Synthesis / January 2004Bromination of Cyclopentane
Would NBS react to monobrominate cyclopentane, and if so, what reaction conditions would be ideal? Chloroform, acetic anhydride, peroxides, intense light? Thank You to all who respond!  SignaturePaul J. Franklin(moderator - sci.chem.organic.synthesis) http://organicworldwide.net/sci.chem.organic.synthesis Georgia State University <chepjf@panther.gsu.edu> Atlanta, GA > Would NBS react to monobrominate cyclopentane, and if so, what > reaction conditions would be ideal? Chloroform, acetic anhydride, > peroxides, intense light? > > Thank You to all who respond! The problem is not bromination. The problem is monobromination. Aldrich, cyclopentyl bromide 250 g/54.00 Buy it clean. SignatureUncle Al http://www.mazepath.com/uncleal/ (Toxic URL! Unsafe for children and most mammals) "Quis custodiet ipsos custodes?" The Net! -- Paul J. Franklin(moderator - sci.chem.organic.synthesis) http://organicworldwide.net/sci.chem.organic.synthesis Georgia State University <chepjf@panther.gsu.edu> Atlanta, GA Not likely, because of the poor solubility of NBS in cyclopentane. Peroxide initiators and heat may do the trick, although it may need a pressure flask and high temperatures. NBS usualy does not touch CH2 apart from benzylic and allylic methylenes. Also, it will not be selective and NBS molecule is quite big, so you would need to use it in excess as a reaget and solvent, to supress polybromination. What is the big deal about brominating cyclohexane - can't you just buy the stuff? > Would NBS react to monobrominate cyclopentane, and if so, what > reaction conditions would be ideal? Chloroform, acetic anhydride, > peroxides, intense light? > > Thank You to all who respond! SignaturePaul J. Franklin(moderator - sci.chem.organic.synthesis) http://organicworldwide.net/sci.chem.organic.synthesis Georgia State University <chepjf@panther.gsu.edu> Atlanta, GA > Would NBS react to monobrominate cyclopentane, and if so, what > reaction conditions would be ideal? Chloroform, acetic anhydride, > peroxides, intense light? > > Thank You to all who respond! The problem is not bromination. The problem is monobromination. Aldrich, cyclopentyl bromide 250 g/54.00 Buy it clean. SignatureUncle Al http://www.mazepath.com/uncleal/ (Toxic URL! Unsafe for children and most mammals) "Quis custodiet ipsos custodes?" The Net! -- Paul J. Franklin(moderator - sci.chem.organic.synthesis) http://organicworldwide.net/sci.chem.organic.synthesis Georgia State University <chepjf@panther.gsu.edu> Atlanta, GA Another problem is running the reaction long enough. Using chloroacetone, anhydride and Sephadex you might run the reaction for a week or more in the hood to get slight bonding. Then TLC chromotography and harvesting of the beads then. Time is also a matter in this reaction. Dream on nacelles' wind, Caught in tepid Tome, an urge, Gin in from the cold. SignaturePaul J. Franklin(moderator - sci.chem.organic.synthesis) http://organicworldwide.net/sci.chem.organic.synthesis Georgia State University <chepjf@panther.gsu.edu> Atlanta, GA |
Reply to this Message |
 Sign In
 Join
 My Latest Posts My Monitored Threads My Blog My Photo Gallery My Profile My Homepage Start New Thread Enable EMail Alerts Rate this Thread
|
©2009 Advenet LLC Privacy Policy - Terms of Use
This website includes both content owned or controlled by Advenet as well as content owned or controlled by third parties.