Question

Use the spectra below to fill in all the letter spaces in the Guided synthesis

Molecule 9H Зн 2н 2н PPM

Answer 1

Answer XSCO Na + * to=czu presconto 7-CECH" + Na JH | A = i) Nani ii) YB y =- Спо Ні 8 B Ili 2.0CPBA * you are lightly Trans-aikene с - 1.1mole -C-CH -15 HC 4. Inole HI D mechanism more stable 2-hyper conjugove Structure į (-che thc-cth - U-U-HO te cre stable

trasy nie traced haled B 'H2 Pal Baso4 me au-cl cu-di-ch₂ Hor - metallh uche + H=CH-ell te Bo Gull2136 cis-alkene Pacial ceclucions E = slo: Pd (Basuh 2) HBO 06 1) NBS 2) I lpa AMR Signal asignient-F 1.2 (t) 3.519) -> me (1352-0.21d) 6.g(s)-( me-ć chci, c- clcut ~ me . 1 Br 1719) 2.om) me me me me Meoo 2 }есн > me-4-1-CH-CH-Chme CH-me. 2 me-q-15 th l -CH-CH:CH- a me ome me Br substitution L CHH240 1 I = Meomeon Reacties (SN Mechanism) 'NMR-signal asignment - I 3.414) melod) me SmeccH-CH-CH CH-mel 0.9()ume T ome 3.0m) I 1.469) ſ 1-2(+) 3.4(s)

me me Budha Phê- CH-C4-CHCH-01e mie Пје me(--(--(1)-CH(-me е вв El elimination LBUH me 11,2 - 2-shift Clot2l Br CIL me mec-TH-CH-CH me B)e-¢-CH₂ CH The oth me =CH L- doba 100 2) Zn oroms me var 15 2-ins me G= i) + Buck t Buo ii) 03/THF Zn or DMS Calli80 NOR Signal Asignment-I Quilt) СУ me To 0.4(s) / me_c-che-th-ce & - me CH 3 2.2(5) 1-31) 1-5(quinte)