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Question

Isomer of diethyl ether is

The correct answer is

(CH3)3C-OH

Understanding Isomers

Isomers are different compounds that have the same molecular formula but different structural formulas. To find the isomer of a given compound, we first need to determine its molecular formula and then find which of the options has the same molecular formula but a different arrangement of atoms.

Molecular Formula of Diethyl Ether

Diethyl ether has the structure $(C_2H_5)_2O$. Let's calculate its molecular formula:

  • Carbon atoms: $2 \times 2 = 4$
  • Hydrogen atoms: $5 \times 2 = 10$
  • Oxygen atoms: $1$

The molecular formula of diethyl ether is $C_4H_{10}O$. Now, we need to check the molecular formula of each given option.

Analyzing Options for Isomers

Let's analyze the molecular formula for each of the provided options:

  1. $(CH_3)_3C-OH$ (tert-butyl alcohol or 2-methylpropan-2-ol)

    This molecule has a central carbon atom bonded to three methyl ($CH_3$) groups and one hydroxyl ($OH$) group.

    • Carbon atoms: $1$ (central) $+ 3 \times 1$ ($CH_3$ groups) $= 4$
    • Hydrogen atoms: $3 \times 3$ ($CH_3$ groups) $+ 1$ ($OH$ group) $= 9 + 1 = 10$
    • Oxygen atoms: $1$ ($OH$ group) $= 1$

    Molecular formula: $C_4H_{10}O$. This molecular formula is the same as diethyl ether.

  2. $(CH_3)_2CHOH$ (isopropyl alcohol or propan-2-ol)

    This molecule has a central carbon atom bonded to two methyl ($CH_3$) groups, one hydrogen ($H$) atom, and one hydroxyl ($OH$) group.

    • Carbon atoms: $1$ (central) $+ 2 \times 1$ ($CH_3$ groups) $= 3$
    • Hydrogen atoms: $3 \times 2$ ($CH_3$ groups) $+ 1$ ($CH$ group) $+ 1$ ($OH$ group) $= 6 + 1 + 1 = 8$
    • Oxygen atoms: $1$ ($OH$ group) $= 1$

    Molecular formula: $C_3H_8O$. This is different from $C_4H_{10}O$.

  3. $(C_2H_5)_2CHOH$

    This structural representation is unusual in standard chemistry notation and implies a carbon atom bonded to two ethyl groups and one hydroxyl group, requiring 5 bonds around the central carbon, which is not possible. However, if interpreted literally based on the sum of atoms:

    • Carbon atoms: $2 \times 2$ ($C_2H_5$ groups) $+ 1$ ($CH$ group) $= 4 + 1 = 5$
    • Hydrogen atoms: $5 \times 2$ ($C_2H_5$ groups) $+ 1$ ($CH$ group) $+ 1$ ($OH$ group) $= 10 + 1 + 1 = 12$
    • Oxygen atoms: $1$ ($OH$ group) $= 1$

    Molecular formula: $C_5H_{12}O$. This is different from $C_4H_{10}O$.

Identifying the Correct Isomer

We found that $(CH_3)_3C-OH$ has the same molecular formula ($C_4H_{10}O$) as diethyl ether but a different structure. Therefore, $(CH_3)_3C-OH$ is an isomer of diethyl ether.

The other options, $(CH_3)_2CHOH$ and $(C_2H_5)_2CHOH$, have different molecular formulas ($C_3H_8O$ and $C_5H_{12}O$ respectively), so they are not isomers of diethyl ether.

Thus, the isomer of diethyl ether among the given options is $(CH_3)_3C-OH$.

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Important Questions from Alcohols, Phenols And Ethers

  1. Among the following statements, choose the correct statements.

    A. Boiling point of alcohols increases with increase in the number of carbon atoms.

    B. In alcohols, boiling points increases with increase of branching in carbon chain.

    C. Boiling points of alcohols are lesser in comparison to haloalkanes of comparable molecular mass.

    D. Boiling points of alcohols are higher in comparison to hydrocarbons of comparable molecular mass.

    E. The high boiling points of alcohols are mainly due to the presence of intramolecular hydrogen bonding.

    Choose the correct answer from the options given below:

  2. Which of the following compounds is most acidic in character?

  3. What is aspirin?

  4. The reactivity of primary, secondary and tertiary hydrogen for bromination is ____________.

  5. Diethyl ether is _________.

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