Part B CH3 CH3OCCH CH3 Draw all missing reactants and/or products in the appropriate boxes by placing atoms on the canvas and connecting them with bonds. Add charges where needed. H± EXP. CONT. N H₂C CH3 Y + H₂Ć Α [1] H C N S Cl CH3 Br H₂C :OH H₂C CH3 P F Δ Submit Previous Answers Request Answer × Incorrect; Try Again; 9 attempts remaining

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Which of the given reaction schemes would produce the molecule shown below? || ||| II and III I and II HBr ROOR || Br HBr III HBr ROOR

. (11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the molecule depicted below. Bond B 2°C. +2°C. < cleavage Bond A • CH3 + 26. t cleavage 2°C• +3°C• Bond C Cleavage CH3 ZC '2°C. 26. E Strongest 3°C. 2C. Gund Largest BDE weakest bond In that molecule a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in appropriate boxes. Weakest C bond Produces A Weakest Bond Most Strongest Bond Stable radical Strongest Gund produces least stable radicals b. (4pts) Consider the relative stability of all cleavage products that form when bonds A, B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B, and C are all carbon radicals. i. Which ONE cleavage product is the most stable? A condensed or bond line representation is fine. 人 8°C. formed in bound C cleavage ii. Which ONE cleavage product is the least stable? A condensed or bond line representation is fine. methyl radical •CH3 formed in bund A Cleavage

Structure A Structure B isomers Relationship H H― C. H H + -N=N: + :N=N | H-C H | | H -H resonance structures H-N=C=N-C-H + C-NEN: H H H- C- | | H H H neither isomers resonance structures neither isomers :0: || H-C H H H -H resonance structures H H 41 41 | H H -H C=C

(2) a) Draw in H₂O: Br the electron to BV H H pushing arrows H-O: t Br H for the reactions B₂Ⓒ :0 - H :- H below. lov OH +HBv

10 Chem101 Question 3 of 10 Balance the following chemical equation (if necessary): BF (s) + Li:SO:(s) → LiF(s) + B:(SOs)»(s) 3 4 8 Os (s) (1) (g) (aq) LIF BF3 B:(SOs)s Li.SO. Reset •x H.O Delete