Question

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Name 3. Reactions a) Three isomers with the formula CsHnBr are found in bottles labeled A, B, C. How many degrees of unsaturation are in a molecule with the formula CsHnBr Degrees of unsaturation b) The compounds in bottle A, B and C rotate the plane of polarized light (are chiral). Use the following reactions to identify A-C and the products formed in the rxns. Note: There are 11 isomers including stereoisomers NaCN (R)-AacA1 (CGHN, chiral) (R)-ANaoMeA2 (CoH4, chiral) (R)A FBuOKA3 (CsHo achiral) (R)B NacB1 (CoH,N, chiral) (R)B NaoMeB2 (Csho, achiral, major) DMSO MeOH tBuOH DMSO MeOH B3 (CsH. achiral, minor) B4 (CsHo, achiral, minor) -BuOK tBuOH (R)-B B4 (major), B2 (minor), B3 (minor) (R)-C aC1 (CeHN, chiral) DMSO (R)C NaoMeC2 (CsHh achiral, major) MeOH C3 (CsHio, achiral, major) (R)-CEBuoKC3 (major), C2 (minor) BuOH

Answer 1