$\bf{A}$ is an aromatic compound with the molecular formula $\mathrm { C _ { 1 0 } H _ { 1 2 } O }$. Heating $\bf{A}$ to $2 0 0 ^ { \circ } \mathrm { C }$ causes isomerization to obtain compound $\bf B$; $\bf B$ is treated with dimethyl sulfate to obtain compound $\bf C$ ($\rm C_{11}H_{14}O$). $\bf A$ undergoes ozonolysis-reduction to yield $\bf D$ and formaldehyde; $\bf B$ undergoes ozonolysis-reduction to yield $\bf E$ and acetaldehyde; while $\bf C$ is treated with acidic potassium permanganate solution to obtain *o*-methoxybenzoic acid. Select the structure of $\bf A$.
$\bf{A}$为芳香化合物，其分子式为 $\mathrm { C _ { 1 0 } H _ { 1 2 } O }$ 。将$\bf{A}$加热至 $2 0 0 ^ { \circ } \mathrm { C }$ 发生异构化，得到化合物$\bf B$；$\bf B$用硫酸二甲酯处理，可得到化合物$\bf C$ ($\rm C_{11}H_{14}O$)  。$\bf A$经臭氧化-还原得到$\bf D$和甲醛；$\bf B$经臭氧化还原得到$\bf E$和乙醛；而 $\bf C$ 用酸性高锰酸钾溶液处理则得到邻甲氧基苯甲酸。选出 $\bf A$ 的结构。
All other options are incorrect.
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其他选项均不正确
有不止一个选项正确
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$\bf A$ is obtained from an isomerization reaction to yield $\bf B$, then the molecular formula of $\bf B$ is also $\rm C_{10}H_{12}O$.

<Checkpoint>[The molecular formula of $\bf B$ is $\rm C_{10}H_{12}O$](1)</Checkpoint>

$\bf B$ undergoes a methylation reaction with dimethyl sulfate to obtain $\bf C$.

<Checkpoint>[$\bf B$ undergoes a methylation reaction to obtain $\bf C$](1)</Checkpoint>

The molecular formula differs by one $\rm CH_2$, and there is only one $\rm O$ in $\bf B$, so there is only 1 hydroxyl group in $\bf B$.

<Checkpoint>[There is only 1 hydroxyl group in $\bf B$](2)</Checkpoint>

$\bf C$ is oxidized by acidic potassium permanganate solution to obtain o-methoxybenzoic acid (COC1=C(C(=O)O)C=CC=C1), indicating that the aromatic ring of $\bf C$ is a benzene ring, and it is ortho-disubstituted.

<Checkpoint>[$\bf C$ contains a benzene ring, and it is ortho-disubstituted](2)</Checkpoint>

The methoxy group will not be oxidized by acidic potassium permanganate solution, while the ortho-hydrocarbon group is oxidized to a carboxyl group, and the chemical formula of the hydrocarbon group is $\rm C_4H_7$.

<Checkpoint>[The two substituents on the benzene ring in $\bf C$ are methoxy and -$\rm C_4H_7$](1)</Checkpoint>

Both $\bf A$ and $\bf B$ can undergo ozonolysis reduction reactions, which contain carbon-carbon double bonds, so the degree of unsaturation of the -$\rm C_4H_7$ group comes from a carbon-carbon double bond.

<Checkpoint>[-$\rm C_4H_7$ group contains one carbon-carbon double bond](1)</Checkpoint>

Combining the structure of $\bf B$: o-alkenylphenol, the isomerization reaction of $\bf A$ at $200^\circ\rm C$ is likely to be a Claisen rearrangement.

<Checkpoint>[$\bf A$ undergoes Claisen rearrangement to obtain $\bf B$](3)</Checkpoint>

Therefore, $\bf A, B, C$ all contain methyl-substituted allyl groups. 1-methylallyl and 2-methylallyl are obtained after ozonolysis reduction to obtain formaldehyde; 3-methylallyl (crotyl) is obtained after ozonolysis reduction to obtain acetaldehyde. It can be determined that the structure of $\bf B$ is CC=CCC1=C(O)C=CC=C1. <MultiModal>![CC=CCC1=C(O)C=CC=C1](/media/uploads/6bf0696d-4f86-450f-b918-5cb71782636a.png)</MultiModal>

<Checkpoint>[The structure of $\bf B$ is CC=CCC1=C(O)C=CC=C1](2)</Checkpoint>

The reverse reaction deduces that the structure of $\bf A$ is C=CC(C)OC1=CC=CC=C1. <MultiModal>![C=CC(C)OC1=CC=CC=C1](/media/uploads/5fa5303b-2f01-4569-b5dd-d1131d35fc8c.png)</MultiModal>

<Checkpoint>[The structure of $\bf A$ is C=CC(C)OC1=CC=CC=C1](2)</Checkpoint>
$\bf A$经过异构化反应得到$\bf B$, 则$\bf B$的分子式也是$\rm C_{10}H_{12}O$. 

<Checkpoint>[$\bf B$的分子式是$\rm C_{10}H_{12}O$](1)</Checkpoint>

$\bf B$与硫酸二甲酯进行甲基化反应, 得到$\bf C$.

<Checkpoint>[$\bf B$经过甲基化反应得到$\bf C$](1)</Checkpoint>

分子式相差一个$\rm CH_2$, $\bf B$中也只有一个$\rm O$, 因此$\bf B$中有且只有1个羟基. 

<Checkpoint>[$\bf B$中有且只有1个羟基](2)</Checkpoint>

$\bf C$经过酸性高锰酸钾溶液氧化后得到邻甲氧基苯甲酸 (COC1=C(C(=O)O)C=CC=C1), 说明$\bf C$的芳香环为苯环, 且为邻位二取代. 

<Checkpoint>[$\bf C$含有一个苯环, 且为邻位二取代](2)</Checkpoint>

甲氧基不会被酸性高锰酸钾溶液氧化, 而邻位的烃基被氧化成羧基, 烃基的化学式为$\rm C_4H_7$. 

<Checkpoint>[$\bf C$中苯环上的两个取代基为甲氧基和-$\rm C_4H_7$](1)</Checkpoint>

$\bf A$与$\bf B$均可以发生臭氧化还原反应, 其中包含碳碳双键, 因此-$\rm C_4H_7$基团的不饱和度来自一个碳碳双键. 

<Checkpoint>[-$\rm C_4H_7$基团内有一个碳碳双键](1)</Checkpoint>

结合$\bf B$的结构: 邻烯基苯酚, $\bf A$在$200^\circ\rm C$下发生的异构化反应很可能是克莱森重排. 

<Checkpoint>[ $\bf A$经过克莱森重排得到$\bf B$](3)</Checkpoint>

于是$\bf A,B,C$中均含有甲基取代的烯丙基, 经过臭氧化还原得到甲醛的有1-甲基烯丙基, 2-甲基烯丙基; 经过臭氧化还原得到乙醛的是3-甲基烯丙基 (巴豆基). 可以确定$\bf B$的结构是CC=CCC1=C(O)C=CC=C1. <MultiModal>![CC=CCC1=C(O)C=CC=C1](/media/uploads/6bf0696d-4f86-450f-b918-5cb71782636a.png)</MultiModal>

<Checkpoint>[ $\bf B$的结构是CC=CCC1=C(O)C=CC=C1](2)</Checkpoint>

逆反应推出$\bf A$的结构是C=CC(C)OC1=CC=CC=C1. <MultiModal>![C=CC(C)OC1=CC=CC=C1](/media/uploads/5fa5303b-2f01-4569-b5dd-d1131d35fc8c.png)</MultiModal>

<Checkpoint>[ $\bf A$的结构是C=CC(C)OC1=CC=CC=C1](2)</Checkpoint>