C 610 Pat Fou # Popes and Rein of Organi Compornes Questions cur gt-t-on 4h AN An Ox lation—-Reduction Scheme: Borneol, Camphor, Isoborneol Soin hypochlorite leach) oxidationapeviment 1 An Ovdaon Reduction Scheme Bares Camps oboe! 61 cli cs cH CHs ci crs ft ‘Orson Raines” “at! aN, hyposhrte beach in aati ai for convening s oan 8 Yetne (camphor This rncon wil before by TI Gf the oxadon The erphor i then rece by soci bore ‘omer slcohol,gobormen. Te pert of Fornol camphor and isoberea vl be compared fo detect suture! difernct and determin the ene fo which ‘he inl tp prada on ln omer the farting matri,Dome OXIDATION OF BORNEOL WITH HYPOCHLORITE ins brn oan rey ae sore sey at ‘onmloudonpupats paleo a HOC. Tact gecrtey be NrOCI + HCOOH ——+ HOC + cHCOONS Aldaough the machen is nt fly undentoed, thr it eidence thet an ally Inypotlte Interndinepeoduced, which thn gves te product vs an 2 ais tS + Hote l chs ‘0 ae REDUCTION OF CAMPHOR WITH SODIUM BOROHYDRIDE Mot hydries (sources of Hof th Group I element, such as Weium hs rina hyde, IAD, and sodium bocbiyside, Nab, ave widely we ‘cing arbnyl groups. Lith atin hyde for eampl eles612 Rat Four # Popes ad Reston of Organ Compounts ‘compounds containing caboayl groupe sich a aldehydes, Inte noni ‘ids, estes or mids, whoreas soaiam borhydie educs ony nhs tnd Sotnes The em reactivity of bey lows it to be usd even set zoe wate solvents, whereas thi elanin hye rote olny Ah tee felvente to prodace hydrogen gs a thie smut be esd in nowerone ‘otvents Inthe preset experiment sodin boys & wed bone is co Iyhendld nd the raul of recon ung ther of the two tegen ae een "lly the sane. The satiecare seqiedfoe lin lsnmam hie ln espn sexy fom watar ped ot be ken for sodium bss “The mecunisn of eton of sd Doshydide in reducing a ketone is RL Yel wR tea oo , ( R wer OR Pk ae ee RE ot a” R Pe ‘Note in this mechanism that all four Aydogen some ae valle a rides (G1) ara thus one mol of boro cn etre four mes of feones Al ‘he sep ar izeversbie.Unsally excess hove ed Pouce Dee ‘uncertain repaing purty an becuse sane oft sacs with the solvent ‘Gc the fl eteaasyboron compound () spd can be eae c posed (along with excess borohydride) at lovated temperatures os shown OCH —OMENe! « 4ROH ——+ UR,CHON + (ROBT: ‘The stceoehemisy ofthe ction very intsing, The hyde can apersch ‘he camphor molecule more easly fom the tion side endo apposite from te topside (xo approach). atc sus ae top, singe se epson ‘esate by one ofthe eo geminal may] groups, Geri eth rouse _sroups iat ar ached tthe ame con, Ala th oom als hs ere