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bioorganuli qimiis laboratoria

bioorganuli qimiis laboratoria. laboratoriuli samuSao #6. NnaxSirwylebis cikluri acetalebi da ketalebi (alkilidenuri warmoebulebi).

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bioorganuli qimiis laboratoria

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  1. bioorganuli qimiis laboratoria laboratoriuli samuSao #6

  2. NnaxSirwylebis cikluri acetalebi da ketalebi(alkilidenuri warmoebulebi)

  3. naxSirwylebis cikluri acetalebi da ketalebi mniSvnelovan rols asruleben naxSirwylebis sinTezSi da farTod gamoiyeneba ori, an meti hidroqsilis jgufis erTdrouli dacvisaTvis. maT Rebuloben monosaqaridebisa da maTi warmoebulebis urTierTmoqmedebiT aldehidebTan da ketonebTan mJava katalizatorebis TandaswrebiT. am dros karboniluri naerTis erTi molekula kondensirdeba monosaqaridis or hidroqsilis jgufTan:

  4. es procesi Seqcevadia da alkilidenuri warmoebulis warmoqmnis mxares gadaixreba mxolod karboniluri naerTis siWarbis dros. am SemTxvevaSi gasaTvaliswinebelia stereo- qimiuri faqtorebi; yvela hidroqsilis jgufis wyvils ar SeuZlia urTierTmoqmedeba karbonilur naerTTan. reaqciebSi monawileoben mxolod is hidroqsilis jgufebi, romlebic axlos arian erTmaneTTan (3A0-mde) an isini, romlebsac SeuZliaT axlos misvla molekulis konformaciis mkveTri Secvlis gareSe.alkilidenur naerTebi mdgradia neitralur da tute areSi da advilad ixliCeba mJavuri hidrolizis dros sawyisi monosaqaridis gamoyofiT. yvelaze didi gamoyeneba pova monosaqaridebis kondensaciis produqtebma acetonTan (izopropilidenuriwarmoebulebi) da benzaldehidTan (benzilidenuri warmoebulebi).

  5. 1,2,5,6-di-O-izopropiliden--DD-glukofuranoza(diacetonglukoza)1,2,5,6-di-O-izopropiliden--DD-glukofuranoza(diacetonglukoza)

  6. reaqtivebi:D-glukoza, acetoni, konc. gogirdmJava, eTeri, natriumis karbonati. xelsawyoebi da sareaqcio WurWeli: konusuri kolba, pipeti, gamzomi cilindri, Zabri, magnituri sarevela, vakuum-amaorTqlebeli.

  7. narevs, romelic Seicavs 3,1g D-glukozas da 90ml acetons umateben 2,7ml konc. gogirdmJavas. 4_5 saaTis ganmavlobaSi meqanikuri morevisas glukoza TiTqmis mTlianad ixsneba. gafiltvris Semdeg filtrats umateben 10g uwylo natriumis karbonats. amasTan xsnaris Seferiloba icvleba muqidan Ria yviTlamde. xsnars filtraven da aorTqleben vakuumSi (50C) myari masis warmoqmnamde. MmiRebul masas xsnian mcire raodenobis eTerSi. monoacetonglukozas, romelic gamoiyofa macivarSi Ramis ganmavlobaSi dayovnebis Sedegad, filtraven da filtrats ureven petroleinis eTers. warmoqmnil diacetonglukozas (3g) filtraven, recxaven petroleinis eTeriT. TlR. 110_111C; []_18.5 (wyali).

  8. 2.7.2. 1,2-O-izopropiliden-D-glukofuranoza (monoacetonglukoza)

  9. reaqtivebi: 1,2,5,6-di-O-izopropiliden--D-glukofuranoza, 77%-iani ZmarmJava, eTilacetati. xelsawyoebi da sareaqcio WurWe­li: faifuris jami, gamzomi cilindri, mrgvalZira kolba, ukumacivari, wylis abazana.

  10. 5g 1,2,5,6-di-O-izopropiliden--D-gluko- furanozis xsnars 77%-ian ZmarmJavaSi (10 ml yinulovani ZmarmJavasa da 3 ml wylis narevi) nel-nela aorTqleben faifuris jamze 25C_ze. ramdenime saaTis Semdeg narevidan gamoiyofa kristaluri monoacetonglukoza, romelsac aSroben haerze da akristaleben 100ml cxeli eTilacetatidan. miiReba 3,8g (90%) produqti TlR. 161C.literatura: Fischer E., Rund. Ber., 1916, 49, 93.

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