List of chemical compounds with unusual names

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Chemical nomenclature, replete as it is with compounds with complex names, is a repository for some very peculiar and sometimes startling names. A browse through the Physical Constants of Organic Compounds in the CRC Handbook of Chemistry and Physics (a fundamental resource) will reveal not just the whimsical work of organic chemists, but the sometimes peculiar compound names that occur as the consequence of simple juxtaposition. Some compounds whose names derive legitimately from their chemical makeup or from the geographic region where they may be found include:

  • Barrelene (C8H8), the name derives from the obvious resemblance with a barrel;
  • Bastardane, a close relative to adamantane and its proper name is ethano-bridged noradamante. Because its unusual ethano-bridge was a variation from the standard hydrocarbon caged rearrangements, it came to be known as bastardane—the unwanted child;
  • Cadaverine, a foul-smelling diamine produced by putrefaction of dead animal tissue;
  • Cubane, a hydrocarbon whose eight carbon atoms occupy the vertices of a cube;
  • DEAD, an apt acronym, given that diethyl azodicarboxylate is explosive; shock sensitive; carcinogenic; and an eye, skin, and respiratory irritant;
  • Dickite (Al2Si2O5(OH)4), a clay-like material with a number of manufacturing uses, one of which is as a coating for high-quality bond paper. It is named after its discoverer, Dr. W. Thomas Dick;
  • Draculin, an anticoagulant found in the saliva of vampire bats;
  • Earthcide or Fartox, two of the many names for pentachloronitrobenzene, a fungicide;
  • Fukalite (Ca4Si2O6(CO3)(OH,F))2, a rare form of calcium silicocarbonate mined in the Fuka region of Japan;
  • Gossypol, a toxin found in cottonseed used as a male contraceptive;
  • Megaphone, a ketone derived from the root of Aniba megaphylla;
  • Naftazone (C11H9N3O2), a vasoprotective drug. The NAFTA free-trade zone is the area covered by NAFTA;
  • Orotic acid (pyrimidinecarboxylic acid), has been referred to as vitamin B13;
  • Penguinone, a cyclohexadienone;
  • Hirsutene [1] [2] is also named after an animal: a goat (Hircus), occasionally the molecule is depicted upside down [3] [4].
Hirsutene
  • Putrescine, a foul-smelling diamine produced by the putrefaction of dead animal tissue;
  • Skatole, a substance of disagreeable odor that occurs in feces, but also in lower concentrations in flowers, orange blossoms, jasmine;
  • Thebacon (C20H23NO4);
  • Traumatic acid, a substance occurring in plants, with a role in healing damaged tissue;

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  1. ^ Tandem radical approach to linear condensed cyclopentanoids. Total synthesis of (.+-.)-hirsutene Dennis P. Curran and Donna M. Rakiewicz J. Am. Chem. Soc.; 1985; 107(5) pp 1448 - 1449; DOI:10.1021/ja00291a077
  2. ^ Isolation, structure and synthesis of hirsutene, a precursor hydrocarbon of coriolin biosynthesis Shigeo Nozoe, Jun Furukawa, Ushio Sankawa and Shoji Shibata Tetrahedron Letters Volume 17, Issue 3 , January 1976, Pages 195-198 DOI:10.1016/0040-4039(76)80013-5
  3. ^ Hirsutene upside down
  4. ^ Hirsutene upside down