Cyclohexane

chemical compound

Cyclohexane is a cycloalkane with the molecular formula C6H12. Cyclohexane is mainly used for the industrial production of adipic acid and caprolactam, which are precursors to nylon. Cyclohexane is a colourless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used).

QuotesEdit

  • Substituted cyclohexanes are the most common cycloalkanes and occur widely in nature. A large number of compounds, including steroids and many pharma ceutical agents, have cyclohexane rings. The flavoring agent menthol, for instance, has three substituents on a six-membered ring. … Cyclohexane adopts a strain-free, three-dimensional shape that is called a chair conformation because of its similarity to a lounge chair, with a back, seat, and footrest … The easiest way to visualize chair cyclohexane is to build a molecular model. … In addition to the chair conformation of cyclohexane, an alternative called the twist-boat conformation is also nearly free of angle strain.
    • John McMurry, Organic Chemistry 8th ed. (2012), Ch. 4: Organic Compounds: Cycloalkanes and Their Stereochemistry
  • The chair conformation of cyclohexane leads to many consequences. … the chemical behavior of many substituted cyclohexanes is influenced by their conformation. … Another consequence of the chair conformation is that there are two kinds of positions for substituents on the cyclohexane ring: axial positions and equatorial positions … each carbon atom in chair cyclohexane has one axial and one equatorial hydrogen. Furthermore, each face of the ring has three axial and three equatorial hydrogens in an alternating arrangement.
    • John McMurry, Organic Chemistry 8th ed. (2012), Ch. 4: Organic Compounds: Cycloalkanes and Their Stereochemistry

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