Chapter 4: Q33P (page 233)
When it is strongly heated, methyl diazoacetate decomposes to give a nitrogen gas and a carbene. Draw a Lewis structure of the carbene.

Short Answer

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Chapter 4: Q33P (page 233)
When it is strongly heated, methyl diazoacetate decomposes to give a nitrogen gas and a carbene. Draw a Lewis structure of the carbene.


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Predict the ratios of products that result from chlorination of isopentane.
(a) Draw the reaction-energy diagram for the following reverse reaction:

(b) What is the activation energy for this reverse reaction?
(c) What is the heat of reaction (Δ H0 )for this reverse reaction?
Use the bond-dissociation enthalpies in Table 4-2 (page 203) to calculate the heats of reaction for the two possible first propagation steps in the chlorination of isobutane. Use this information to draw a reaction-energy diagram like Figure 4-8, comparing the activation energies of the two radicals.
Iodination of alkanes using iodine (I2)is usually an unfavorable reaction. (See problem 4-17, for example). Tetraiodomethane (Cl4) can be used as the iodine source for iodination in the presence of a free-radical initiator such as hydrogen peroxide. Propose a mechanism (involving mildly exothermic propagation steps) for the following proposed reaction. Calculate the value of Δ±áfor each of the steps in your proposed mechanism.

The following bond-dissociation energies may be helpful:

Question: Each of the following proposed mechanisms for the free-radical chlorination of methane is wrong. Explain how the experimental evidence disproves each mechanism.
(a)
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