9. Write structural formulas for the major organic product(s) for the following reactions. Be sure to indicate stereochemistry when relevant. (CH;CH,CH,),CuLi `CI Br PdL2 (b) .B НО CH;CH,CH,CH,OH C,H;MgBr

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**Problem 9:**

Write structural formulas for the major organic product(s) for the following reactions. Be sure to indicate stereochemistry when relevant.

(a) ![Chemical Structure](https://via.placeholder.com/15) Benzyl chloride (C6H5CH2Cl) reacts with (CH3CH2CH2)2CuLi.

(b) ![Chemical Structure](https://via.placeholder.com/15) A reaction involving a phenyl boronic ester and a benzene ring in the presence of PdL2 and HO-.

(c) ![Chemical Structure](https://via.placeholder.com/15) Propanol (CH3CH2CH2OH) reacts with phenylmagnesium bromide (C6H5MgBr).

---

**Problem 10:**

Propose a reasonable mechanism for the following reaction. Be sure to include all intermediates. (Transition states are not necessary.)

\[ CH_3\text{-}CH\text{=}C(CH_3)_2 + Br_2 \xrightarrow{h\nu} \ CH_2\text{-}Br \text{-}CH\text{=}C(CH_3)_2 + CH_2\text{=}CH\text{-}C(CH_3)_2Br \]

---

**Problem 11:**

Indicate how each of the following compounds could be prepared using the given starting material.

\[ CH_3CH_2CH_2CH_3 \rightarrow CH_3CH_2CH_2CH_2Br \]

\[ CH_3CH_2CH_2CH_3 \rightarrow H_2C\text{=}CH\text{-}CH\text{=}CH_2 \]

\[ 
\begin{array}{c}
    \ Br \\
    \ CH_3CH_2CH_2CH_3 
\end{array} 
\rightarrow 
\begin{array}{c}
    \ CH_3CH\text{-}CCH_2CH_3 \\
    \ \ \ \ CH_3
\end{array}
\]

---

**Explanation:**

Problem 9 involves predicting the organic products of given chemical reactions, focusing on stereochemistry.

Problem 10 asks for a detailed mechanism of a reaction including the intermediates formed when an alkene reacts with bromine under light (hv).

Problem 11 requires suggesting synthetic pathways for converting a starting compound into specified
Transcribed Image Text:**Problem 9:** Write structural formulas for the major organic product(s) for the following reactions. Be sure to indicate stereochemistry when relevant. (a) ![Chemical Structure](https://via.placeholder.com/15) Benzyl chloride (C6H5CH2Cl) reacts with (CH3CH2CH2)2CuLi. (b) ![Chemical Structure](https://via.placeholder.com/15) A reaction involving a phenyl boronic ester and a benzene ring in the presence of PdL2 and HO-. (c) ![Chemical Structure](https://via.placeholder.com/15) Propanol (CH3CH2CH2OH) reacts with phenylmagnesium bromide (C6H5MgBr). --- **Problem 10:** Propose a reasonable mechanism for the following reaction. Be sure to include all intermediates. (Transition states are not necessary.) \[ CH_3\text{-}CH\text{=}C(CH_3)_2 + Br_2 \xrightarrow{h\nu} \ CH_2\text{-}Br \text{-}CH\text{=}C(CH_3)_2 + CH_2\text{=}CH\text{-}C(CH_3)_2Br \] --- **Problem 11:** Indicate how each of the following compounds could be prepared using the given starting material. \[ CH_3CH_2CH_2CH_3 \rightarrow CH_3CH_2CH_2CH_2Br \] \[ CH_3CH_2CH_2CH_3 \rightarrow H_2C\text{=}CH\text{-}CH\text{=}CH_2 \] \[ \begin{array}{c} \ Br \\ \ CH_3CH_2CH_2CH_3 \end{array} \rightarrow \begin{array}{c} \ CH_3CH\text{-}CCH_2CH_3 \\ \ \ \ \ CH_3 \end{array} \] --- **Explanation:** Problem 9 involves predicting the organic products of given chemical reactions, focusing on stereochemistry. Problem 10 asks for a detailed mechanism of a reaction including the intermediates formed when an alkene reacts with bromine under light (hv). Problem 11 requires suggesting synthetic pathways for converting a starting compound into specified
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