In this experiment, you will perform an SN1 (substitution nucleophilic unimolecular) reaction using bromo enylmethane as your substrate. The reaction is the formation of an ether from the reaction of bromotriphenylmethane with absolute (Figure 8.1). of -Br + bromotriphenylmethane HO ethoxytriphenylmethane + HBr

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In this experiment, you will perform an S<sub>N</sub>1 (substitution nucleophilic unimolecular) reaction using bromotriphenylmethane as your substrate.

The reaction is the formation of an ether from the reaction of bromotriphenylmethane with absolute ethanol (Figure 8.1).

**Figure 8.1: The overall reaction scheme for the formation of ethoxy triphenylmethane (trityl ethyl ether)**

The diagram illustrates the chemical reaction:

- **Reactants:** Bromotriphenylmethane reacts with ethanol (HO).
- **Products:** The products are ethoxytriphenylmethane and hydrobromic acid (HBr).

In this case, the substrate is bromotriphenylmethane where the carbon attached to the leaving group (Br) is tertiary. This tertiary position ensures that the reaction will proceed via an S<sub>N</sub>1 mechanism as S<sub>N</sub>2 reactions are not favorable due to steric hindrance.
Transcribed Image Text:In this experiment, you will perform an S<sub>N</sub>1 (substitution nucleophilic unimolecular) reaction using bromotriphenylmethane as your substrate. The reaction is the formation of an ether from the reaction of bromotriphenylmethane with absolute ethanol (Figure 8.1). **Figure 8.1: The overall reaction scheme for the formation of ethoxy triphenylmethane (trityl ethyl ether)** The diagram illustrates the chemical reaction: - **Reactants:** Bromotriphenylmethane reacts with ethanol (HO). - **Products:** The products are ethoxytriphenylmethane and hydrobromic acid (HBr). In this case, the substrate is bromotriphenylmethane where the carbon attached to the leaving group (Br) is tertiary. This tertiary position ensures that the reaction will proceed via an S<sub>N</sub>1 mechanism as S<sub>N</sub>2 reactions are not favorable due to steric hindrance.
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What would the structure be of a different product that could have been formed if you used ethanol containing substantial amount of water instead of the absolute ethanol used in the reaction?

 
 
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