Menthyl isovalerate, also known as validolum, is the menthylester of isovaleric acid. It is a transparent oily, colorless liquid with a smell of menthol. It is very slightly soluble in ethanol, while practically insoluble in water. It is used as a food additive for flavor and fragrance.[1]
It is produced by typical esterification procedures with usual catalysts such as HCl or H2SO4, and is rather slow, usually done for 20+hr at 100°C or a bit higher. Validol, the anxiety medication containing a roughly 25% solution of menthol in menthyl isovalerate is prepared essentially in one step, in which the amount of menthol added before conducting the acid catalysed esterification is in an excess such that the resulting solution of the yielded ester has around 25% menthol, simplifying the procedure. Work up might consist of several washings, including one with aqueous sodium bicarbonate to neutralize traces of acid catalyst and unreacted isovaleric acid, and distillation.[citation needed]
Medical useedit
In Poland, Bulgaria, Romania and the former Soviet Union states including Russia, menthyl isovalerate mixed with roughly 25% menthol is sold as an anxiolytic under various trade names including Extravalerianic, Validol, Valofin, and Menthoval.[2][3][4]
^Russian Medications List and Possible Side Effects
^(PDF). Archived from the original (PDF) on 2016-03-15. Retrieved 2013-04-05.
^Bondarenko IP, Liashenko MM, Chirkov SN, Ermakovich II (1996). "A comparative evaluation of the antianginal action of commercially and noncommercially produced validol in neurocirculatory dystonia and stenocardia". Lik Sprava. Mar–Apr (3–4): 110–113. PMID 9035841.
April 13, 2024
menthyl, isovalerate, also, known, validolum, menthyl, ester, isovaleric, acid, transparent, oily, colorless, liquid, with, smell, menthol, very, slightly, soluble, ethanol, while, practically, insoluble, water, used, food, additive, flavor, fragrance, namesiu. Menthyl isovalerate also known as validolum is the menthyl ester of isovaleric acid It is a transparent oily colorless liquid with a smell of menthol It is very slightly soluble in ethanol while practically insoluble in water It is used as a food additive for flavor and fragrance 1 Menthyl isovalerate NamesIUPAC name 1R 3R 4S p Menthan 3 yl 3 methylbutanoateSystematic IUPAC name 1R 2S 5R 5 Methyl 2 propan 2 yl cyclohexyl 3 methylbutanoateOther names Validolum Valofin Validol MenthovalIdentifiersCAS Number 28221 20 7 Y3D model JSmol Interactive imageChemSpider 107053ECHA InfoCard 100 036 766PubChem CID 119900UNII P5M0O284O6 YCompTox Dashboard EPA DTXSID00861678InChI InChI 1S C15H28O2 c1 10 2 8 15 16 17 14 9 12 5 6 7 13 14 11 3 4 h10 14H 6 9H2 1 5H3 t12 13 14 m1 s1Key VYQSSWZYPCCBRN HZSPNIEDSA NInChI 1 C15H28O2 c1 10 2 8 15 16 17 14 9 12 5 6 7 13 14 11 3 4 h10 14H 6 9H2 1 5H3 t12 13 14 m1 s1Key VYQSSWZYPCCBRN HZSPNIEDBTSMILES C C H 1CC C H C H C1 OC O CC C C C C CPropertiesChemical formula C 15H 28O 2Molar mass 240 387 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references It is produced by typical esterification procedures with usual catalysts such as HCl or H2SO4 and is rather slow usually done for 20 hr at 100 C or a bit higher Validol the anxiety medication containing a roughly 25 solution of menthol in menthyl isovalerate is prepared essentially in one step in which the amount of menthol added before conducting the acid catalysed esterification is in an excess such that the resulting solution of the yielded ester has around 25 menthol simplifying the procedure Work up might consist of several washings including one with aqueous sodium bicarbonate to neutralize traces of acid catalyst and unreacted isovaleric acid and distillation citation needed Medical use editIn Poland Bulgaria Romania and the former Soviet Union states including Russia menthyl isovalerate mixed with roughly 25 menthol is sold as an anxiolytic under various trade names including Extravalerianic Validol Valofin and Menthoval 2 3 4 See also editMethyl pentanoate Hopantenic acid IsovaleramideReferences edit Menthyl isovalerate Russian Medications List and Possible Side Effects Farmak Product Information Validol PDF Archived from the original PDF on 2016 03 15 Retrieved 2013 04 05 Bondarenko IP Liashenko MM Chirkov SN Ermakovich II 1996 A comparative evaluation of the antianginal action of commercially and noncommercially produced validol in neurocirculatory dystonia and stenocardia Lik Sprava Mar Apr 3 4 110 113 PMID 9035841 Retrieved from https en wikipedia org w index php title Menthyl isovalerate amp oldid 1215098976, wikipedia, wiki, book, books, library,
