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chem: Add isomers and benzene reactions
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@ -174,10 +174,24 @@ As benzene rings do not have double bonds, they are named according to the **fir
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**Structural isomers** are two chemicals that have the same chemical formulas but have different structural formulas, resulting in different chemical properties.
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**Hydrocarbon chain isomers** are two chemicals with the same chemical formulas but have different carbon/hydrogen arrangements.
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!!! example
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The following are two structural isomers of $\ce{C5H12}$.
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The following are two hydrocarbon chain isomers (and, by extension, structural isomers) of $\ce{C5H12}$.
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<img src="/resources/images/structural-isomer-g5h12.png" width=700>(Source: Kognity)</img>
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**Positional isomers** are two chemicals with the same chemical formulas **and functional groups** but have different structural formulas.
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!!! example
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The following are positional isomers (and, by extension, structural isomers) of $\ce{C4H8}$.
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<img src="/resources/images/positional-isomers.png" width=700>(Source: Kognity)</img>
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**Functional group isomers** are chemicals with the same chemical formulas but **different functional groups**.
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!!! example
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The following are functional group isomers (and, by extension, structural isomers) of $\ce{C3H6O2}$.
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<img src="/resources/images/functional-group-isomers.png" width=700>(Source: Kognity)</img>
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**Geometric** or **cis/trans isomers** are two chemicals have the same chemical formulas and atom arrangements but are positioned differently, thus having ambiguous names.
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In order for this to occur, there must be two different atoms or groups of atoms bonded to each carbon atom in the double bond.
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@ -198,6 +212,59 @@ Unlike the examples below, these should be named with "cis" or "trans" at the be
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The following are cis-trans isomers of dichlorocyclobutane (notice the chlorine):
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<img src="/resources/images/cis-trans-ring.png" width=700>(Source: Kognity)</img>
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Isomers may have different physical properties in:
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- **polarity**: a cis isomer may cause a molecule to be polar as opposed to its trans variant
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- **packing efficiency**: a non-branching hydrocarbon chain will pack better than a branching one, and a continuously trans chain will pack better than a cis one
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These change the strength and type of intermolecular forces involved so affect their melting/boiling points.
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Isomers may also have different chemical properties as cis isomers are more likely to bump into themselves to make some reactions more viable
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### Benzene reactions
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!!! definition
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- An **electrophile** is any species that is or would be electron deficient (+) in the presence of a pi bond.
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In reactions involving a benzene ring, the ring itself is **stable** and will not break apart because of the strength of delocalised pi bonds.
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Therefore, only the hydrogens can be swapped out via **electrophilic substitution**, where an hydrogen atom is substituted with an electrophile. The concentration of electrons in the delocalised pi area attracts electrophiles to initiate the bond.
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In the mechanism diagram below, $\ce{E+}$ represents the electrophile. Curly arrows are used to show the movement of electrons from the **delocalised area to the electrophile** and **hydrogen atom to the delocalised area**.
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<img src="/resources/images/benzene-substitution-mechanism.png" width=900>(Source: Kognity)</img>
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The **first step** (the change from the first to the second diagram) is the **slow step** due to the highest activation energy due to the requirement to break a bond.
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<img src="/resources/images/benzene-substitution-mechanism-graph.png" width=900>(Source: Kognity)</img>
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#### Benzene nitration
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!!! definition
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- A **nitrating mixture** is a mixture of concentrated sulfuric and nitric acids.
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In a **nitrating mixture**, benzene will react with positive nitronium ions at **~50°C** to form nitrobenzene, outlined in the reaction mechanism diagrams below.
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$$\ce{C6H6 + HNO3_{(aq)} ->[conc H2SO4][50^\circ C] C6H5NO2 + H2O_{(l)}}$$
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<img src="/resources/images/benzene-nitration-mechanism.png" width=900>(Source: Random Quora Person)</img>
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The first step is to **form the nitronium ion** through a Bronsted-Lowry acid-base reaction between the acids.
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$$\ce{HNO3_{(aq)} + H2SO4_{(aq)} <=> H2NO3+_{(aq)} + HSO4-_{(aq)}}$$
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The lone pair on the oxygen of the nitric acid attracts a hydrogen atom, which becomes an $\ce{H+}$ ion as sulfuric acid's oxygen takes its electrons. The hydrogen ion bonds to the nitric acid.
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$$\ce{H2NO3+_{(aq)} <=> H2O_{(l)} + NO2+_{(aq)}}$$
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The oxygen-hydrogen group is conveniently able to form water by taking both electrons it was sharing with the nitrogen. The other single-bonded oxygen compensates with a dative covalent bond with the nitrogen to form the nitronium ion.
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The second step is to **react with benzene** through electrophilic substitution, with electrons moving back from the dative oxygen-nitrogen bond back to the oxygen.
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### Alkane reactions
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### Alkene/yne reactions
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## Resources
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- [IB Chemistry Data Booklet](/resources/g11/ib-chemistry-data-booklet.pdf)
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