Question

Report: Hydroboration of 1-Methylcyclohexene Mechanism / GC Analysis / Calculations 1. After reviewing the GC and 'H NMR spectra, what is the major product of the reaction? + 3 a. BH: . THF 3 b. 3 H2O2 OH + 3 OH c. NaOH MOH OH racemic racemic major 2. Draw the complete curved arrow mechanism for the reaction to produce the major product, including both the hydroboration and oxidation steps. Repetitive steps need only be shown once. For example, the BH, reacts with 3 alkenes. After showing the first reaction completely you can state "2 x more" and skip to the BR, product. You can use "R" groups to simplify the mechanism if you indicate what the "R" group is. 0.0 H - BHA YBH Bto-oh 3. Draw the structure of the organic species (including stereochemistry) present after each step of the procedure. Do not use "R" groups here; draw the complete structure. After the pH was raised to 8 After the BH, reacted 1 hour After the H2O2 was added BH, B-o-OH

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What is answer of #9???
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Answer 1

97 Stereoselectivity of a reaction is defined as one where where one stivtoisa mer is preferred over another. During Hydroboration- an- oxidation ; the Tess substituted alcohol is always formed. The reason can be understood from the mechanism. we shall take the substrate given in the question to discuss this . Patha concerted syn addition u-membered ylic T s 1 Ран - Hals V Syn-addition 1 u-membered cyclic T.S2 If Path b is adopted, we find that the cyclic Transition state shall be destabilized due to storic repulsion between uits and BH₂ groups. Henu, reaction adopte bath a where anti- Marrow nikoff addition occurs. And as we bee a concerted syn-addition taking place, the t and BH2 units both occupy the downside position for stenic reasons as shown below.. 1. As both the g BH₂ groups are Auto occupying equitorial groups BH₂ H position, the etereochemistry occurs as such an Hope it helps. O