2511-91-3

Usage

Type of compound

Alkane

Structural feature

Cyclopropyl group attached to a linear pentane chain

Physical state at room temperature

Colorless liquid

Common use

Solvent in chemical reactions and industrial processes

Additional use

Synthesis of other organic compounds

Odor

Characteristic

Flammability

Flammable

Safety precaution

Handle with care in a well-ventilated environment

Applications

Wide range in the chemical industry

Importance

Building block for the production of many other organic compounds

InChI:InChI=1/C8H16/c1-2-3-4-5-8-6-7-8/h8H,2-7H2,1H3

Upstream product

• 629-27-6 1-Iodooctane 
• 111-83-1 1-bromo-octane 
• 693-04-9 butyl magnesium bromide 
• 7051-34-5 cyclopropylcarbinyl bromide 

Relevant academic research and scientific papers

Copper nanoparticle-catalyzed cross-coupling of alkyl halides with Grignard reagents

A cross-coupling reaction between alkyl bromides and chlorides and various Grignard reagents was carried out in the presence of commercially available copper or copper oxide nanoparticles as a catalyst and an alkyne additive. The catalytic system shows high activity, a broad scope, and good functional group tolerance.

Photochemistry of alkyl halides. 12. Bromides vs Iodides

Conditions have been developed for optimizing ionic photobehavior material balances from alkyl bromides. Hydroxide ion as an efficient for the byproduct HBr while giving minimal competing photoreduction via electron transfer to the alkyl bomide. The photobehavior of bromides 1, 11, 25, and 40 has examined and with that of the corresponding iodides 2, 12, 26, 41 under conditions. In each case, the bromide higher yields of products derived from out of cage radical intermidiates than the corresponding iodide. However, with the 2-norbornyl bromides 11 and iodides 12 showed that, of products not formed from the out of cage 2-norbornyl radical 13, the bromides 11 gave a higher percentage of products from the ionic intermediates 15 and 16 than did the iodides. Thus, electron transfer within the radical pair 14 is apparently more rapid for bromides than iodides, as expected on the of the relative electronegativities of bromine iodine. It is that the substantially higher yields of out of radical products from alkyl bromides may be due in to formation of the radical pair with greater excess energy, which results in more rapid escape from the cage. The epimeric 2-norbornyl bromides 11x and 11n underwent no detectable interconversion and afforded somewhat different product ratios. The more hindered epimer 11n underwent conversion to products at a slower than 11x. By contrast, 12x and 12n underwent substantial interconversion via out of transfer of an iodine atom from iodide 12 to radical 13. Epimerization was significantly attenuated in the more viscous solvent tert-butyl alcohol.