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Organic Compounds: Vanillin

Organic Compounds: Vanillin. By:Devki Gami. ADVENTURE. http://www.plbio.life.ku.dk/English/Sections/plchem/Research/NaturalProducts/Vanillin.aspx. Uses. Ice Cream Chocolate Baked Goods Drinks Fragrances Candles Medicine Cleaning Supplies Chemical Intermediate

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Organic Compounds: Vanillin

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  1. Organic Compounds: Vanillin By:DevkiGami

  2. ADVENTURE

  3. http://www.plbio.life.ku.dk/English/Sections/plchem/Research/NaturalProducts/Vanillin.aspxhttp://www.plbio.life.ku.dk/English/Sections/plchem/Research/NaturalProducts/Vanillin.aspx

  4. Uses • Ice Cream • Chocolate • Baked Goods • Drinks • Fragrances • Candles • Medicine • Cleaning Supplies • Chemical Intermediate • Stain for Thin Layer Chromatography

  5. Molecular Formula: C8H8O3

  6. Methods of Synthesis • 1874: Eugenol • 1920’s: Lignin • Now: Guaiacol

  7. Two-Step Synthesis:Guaiacol • Guaiacol and glyoxylic acid react to produce vanillylmandelicacid • The addition of 4-Hydroxy-3-methoxyphenylglyoxylic acidresults in oxidative decarboxylation • Vanillin is produced

  8. Physical and Chemical Properties • Solid at STP • Boiling point (at 2000 Pa): 170 C • Melting Point: 82 C • Density: 1.056 grams/cm3 • Vapor Pressure:0.009998 mm Hg • Refractive Index: 1.555 • Specific Heat of Vaporization: 0.357 kJ/g • Specific Heat of Combustion: 12.16 kJ/g

  9. Fun Facts • Mayu Yamamoto from the International Medical Center of Japan won the Ig Nobel Chemistry Prize in 2007 for devising a way to obtain vanillin from cow dung. • Hershey’s milk chocolate contains vanillin.

  10. Works Cited • "Bromination of 4-hydroxybenzaldehyde." Synthesis of Vanillin. University of Delaware. Web. 10 May 2012. <http://valhalla.chem.udel.edu/vanillin.html>. • "Fast Determination of Vanillin and Its Synthesis." Dionex.com. Dionex, 2009. Web. 10 May 2012. <Fast Determination of Vanillin and its Synthesis>. • "Vanilla Frost, Crystals, and Givre." VanillaReview.com ·. Web. 10 May 2012. <http://www.vanillareview.com/2008/vanilla-frost-crystals-and-givre/>. • "Vanillin - PubChem." Vanillin - PubChem. NCBI. Web. 10 May 2012. <http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=1183>. • "Vanillin." Wikipedia. Wikimedia Foundation, 22 Apr. 2012. Web. 10 May 2012. <http://en.wikipedia.org/wiki/Vanillin>. • "Vanillin." Wolfram|Alpha: : Chemical Formula, Density, Melting Point, ... Wolfram Alpha. Web. 10 May 2012. <http://www.wolframalpha.com/entities/chemicals/vanillin/3u/su/46/>. • "Vanillin Biosynthesis Pathway in the Vanilla Orchid." Vanillin Biosynthesis Pathway in the Vanilla Orchid. Web. 13 May 2012. <http://www.plbio.life.ku.dk/English/Sections/plchem/Research/NaturalProducts/Vanillin.aspx>.

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