If you like us, please share us on social media.
The latest UCD Hyperlibrary newsletter is now complete, check it out.



Table of Contents
Showing 1 - 10 of 449 results
  • Updated 15 months ago
    Olestra is a fat substitute that has the properties of a fat in flavor and texture, but is indigestible - hence a fake fat. In 1996, the FDA approved the use of olestra in potato chips, tortilla chips, crackers and fried snacks, as it is the only heat stable fat substitute for fried foods. Since olestra is such a large nonpolar molecule, it may dissolve or combine with some of the fat soluble vitamins such as A, D, E, and K, and carotenoids.
  • Updated 15 months ago
    If E is a strong electrophile, as in the first equation, it will attack the nucleophilic oxygen of the carboxylic acid directly, giving a positively charged intermediate which then loses a proton. If E is a weak electrophile, such as an alkyl halide, it is necessary to convert the carboxylic acid to the more nucleophilic carboxylate anion to facilitate the substitution. The reaction is easily followed by the evolution of nitrogen gas and the disappearance of the reagent's color.
  • Updated 15 months ago
    Epoxidation Hydroxylation Oxidative Cleavage of Double Bonds Contributors William Reusch, Professor Emeritus (Michigan State U.), Virtual Textbook of Organic Chemistry
  • Updated 15 months ago
    The stereoselectivity of Brønsted acid addition is sensitive to experimental conditions such as temperature and reagent concentration. The selectivity is often anti, but reports of syn selectivity and non-selectivity are not uncommon. Of all the reagents discussed here, these strong acid additions (E = H in the following equation) come closest to proceeding by the proposed two-step mechanism in which a discrete carbocation intermediate is generated in the first step.
  • Updated 15 months ago
    We can account both for the high stereoselectivity and the lack of rearrangement in these reactions by proposing a stabilizing interaction between the developing carbocation center and the electron rich halogen atom on the adjacent carbon. The positive charge is delocalized over all the atoms of the ring, but should be concentrated at the more substituted carbon (carbocation stability), and this is the site to which the nucleophile will bond.
  • Updated 15 months ago
    Since boron is electron deficient (it does not have a valence shell electron octet) the reagent itself is a Lewis acid and can bond to the pi-electrons of a double bond by displacement of the ether moiety from the solvated monomer. Indeed, this hydride shift is believed to occur concurrently with the initial bonding to boron, as shown by the transition state drawn below the equation, so the discrete intermediate shown in the equation is not actually formed.
  • Updated 15 months ago
    The radical addition process is unfavorable for HCl and HI because one of the chain steps becomes endothermic (the second for HCl & the first for HI). RCH 2 (CH 3 )CH· + CH 3 CH=CH 2 —> RCH 2 (CH 3 )CH-CH 2 (CH 3 )CH· + CH 3 CH=CH 2 —> RCH 2 (CH 3 )CHCH 2 (CH 3 )CH-CH 2 (CH 3 )CH· —> etc.
  • Updated 15 months ago
    A non-catalytic procedure for the syn-addition of hydrogen makes use of the unstable compound diimide, N 2 H 2 . This reagent must be freshly generated in the reaction system, usually by oxidation of hydrazine, and the strongly exothermic reaction is favored by the elimination of nitrogen gas (a very stable compound).
  • Updated 15 months ago
    If, for example, we wish to carry out an S N 2 reaction of an alcohol with an alkyl halide to produce an ether (the Williamson synthesis), it is necessary to convert the weakly nucleophilic alcohol to its more nucleophilic conjugate base for the reaction to occur. If a 1:1 ratio of amine to alkyl halide is used, only 50% of the amine will react because the remaining amine will be tied up as an ammonium halide salt (remember that one equivalent of the strong acid HX is produced).
  • Updated 15 months ago
    In basic solution the purple permanganate anion is reduced to the green manganate ion, providing a nice color test for the double bond functional group. A possible explanation is that an empty d-orbital of the electrophilic metal atom extends well beyond the surrounding oxygen atoms and initiates electron transfer from the double bond to the metal, in much the same fashion noted above for platinum.
+(type:wiki type:document type:image type:binary) +(+namespace:main +tag:organic)
Filter Results By:

    Creative Commons License Unless otherwise noted, content in the UC Davis ChemWiki is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 3.0 United States License. Permissions beyond the scope of this license may be available at copyright@ucdavis.edu. Questions and concerns can be directed toward Prof. Delmar Larsen (dlarsen@ucdavis.edu), Founder and Director. Terms of Use