> #spectroscopy , #chemistry , #organic-chemistry > Compound T have an isomer of C_{4}*H_{8}*C*l_{2} produces a ^ 1 H NMR spectrum which consists only of two singlets with Determine the structures of S and of T.. an integration ratio of 3:1 ?
Anonymous
more than 3 weeks ago

Compound T have an isomer of C_{4}*H_{8}*C*l_{2} produces a ^ 1 H NMR spectrum which consists only of two singlets with Determine the structures of S and of T.. an integration ratio of 3:1 ?

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ChatGPT
more than 3 weeks ago
To determine the structures of S and T, we first need to analyze the ^1H NMR spectrum provided.

The fact that the spectrum consists only of two singlets with an integration ratio of 3:1 suggests that compound T is a symmetric molecule with two equivalent sets of protons. This means that compound T is likely a dihalogenated alkane with two equivalent methyl groups.

Given the molecular formula of the isomer of C4H8Cl2, we can deduce that it has 4 carbon atoms, 8 hydrogen atoms, and 2 chlorine atoms. The only possible structure that fits this formula is 1,1-dichlorobutane.

Now, let's determine the structure of compound S. Since the integration ratio is 3:1, compound S must have three equivalent protons and one proton that is not equivalent to the others. This suggests that compound S is likely a methyl group attached to a carbon atom that is not part of a symmetric structure.

Putting it all together, the structures of S and T are as follows:

Compound S: CH3-CH2-Cl
Compound T: CH3-CH2-CH2-CH2-Cl
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Google Gemini AI
more than 3 weeks ago
Structure of S

Since the isomer of T has the formula C₄H₈Cl₂, it must contain a double bond or a ring. The ^¹H NMR spectrum shows only two singlets, which means that all the protons are equivalent. This suggests that the isomer is a symmetrical molecule.

The only symmetrical molecule that fits the formula C₄H₈Cl₂ is 1,1-dichloro-2,2-dimethylcyclopropane. The structure of S is therefore:

```
CH3

C─C─C
│ │ │
Cl Cl CH3
```

Structure of T

Since S is 1,1-dichloro-2,2-dimethylcyclopropane, T must be an isomer of this compound. The only other isomer of C₄H₈Cl₂ is 1,2-dichloro-2-butene. The structure of T is therefore:

```
CH3─CH=C(Cl)─CH2Cl
```
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