83249-05-2

Upstream product

• 917-54-4 methyllithium 
• 83249-04-1 3-phenylbicyclo<1.1.1>pentane-1-carboxylic acid 
• 591-50-4 iodobenzene 
• 35634-10-7 [1.1.1]propellane 
• 431-03-8 dimethylglyoxal 
• 65862-03-5 methyl 3-phenyl-2,2-dichlorobicyclo<1.1.1>pentanecarboxylate 

Downstream Products

• 83249-18-7 3-phenyl-1-(2-hydroxy-2-propyl)bicyclo<1.1.1>pentane 
• 83249-06-3 3-acetoxy-1-phenylbicyclo<1.1.1>pentane 
• 83249-21-2 4-Nitro-benzoic acid 1-methyl-1-(3-phenyl-bicyclo[1.1.1]pent-1-yl)-ethyl ester 

Relevant academic research and scientific papers

Toward a molecular-size "Tinkertoy" construction set. Preparation of terminally functionalized [n]staffanes from [1.1.1]propellane

A facile but low-yield synthesis of [n]staffanes (the oligomers of [1.1.1.]propellane 1, n =1-5) functionalized on one or both ends is described, and their properties are summarized. The substituents are -COOCH3, -n-C4H9, -C6H5, -Br, -I, and -SCOCH3, and their conversion to others, such as -COOH, -COCH3 and -SH, is demonstrated. It is proposed that these rod-shaped molecules will be useful in the development of a molecular-size civil engineering construction set analogous to children's toy construction sets.

Polar Substituent Effects in 1,3-Disubstituted Bicyclopentanes

The pKa's of eight 3-substituted bicyclopentanecarboxylic acids have been measured and found to correlate well with ?I constants.The value of ρI (2.23 +/- 0.12) is large but not large enough to propose any special perturbation of normal field-inductive effects by the close proximity (about 1.88 Ae) of the bridgehead carbons.Also determined were the products and rates of solvolyses of the p-nitrobenzoates of three 3-substituted 1-pentanes.The products were primarily unrearranged, and the rates again showed no surprisingsubstituent effects.A practical synthesis of 1,3-disubstituted bicyclopentanes has been developed and is described.