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(-)-Cameroonanol has been isolated from the essential oil of Echinops giganteus (globe thistle) plants and it is associated with a strong woody fragrance. Its structure,

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(-)-Cameroonanol has been isolated from the essential oil of Echinops giganteus (globe thistle) plants and it is associated with a strong woody fragrance. Its structure, including relative stereochemistry, was confirmed when it was made in the laboratory according to the sequence shown below (Org. Lett. 2000, 2.2717-2719). Recall that a C-C bond is made up of one sigma bond and one pi bond. These two bonds together have a combined BDE (bond dissociation energy) of 607 kJ/mol. Use this information, together with the data in ) Table 6.1. to estimate the AH for the conversion of compound 1 into compound 2. H H OH pe H. HEN AY H th H (-) Cameroonaro Part 1 Identify the bond(s) broken and the bond(s) formed in the reaction shown. Select all that apply. Part 1 Identify the bond(s) broken and the bond(s) formed in the reaction shown. Select all that apply. C-C sigma bond broken (BDE 356 kJ/mol) C-Br formed (BDE 272 kJ/mol) C-Br formed (BDE 285 kJ/mol) C=C pi bond broken (BDE 251 kJ/mol) OH-Br broken (BDE 368 kJ/mol) C-H broken (BDE 397 kJ/mol) C-H formed (BDE 397 kJ/mol) C-C double bond broken (BDE 607 kJ/mol) 0 C-Br formed (BDE 293 kJ/mol)

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