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Draw an acceptable Lewis structure from each condensed structure, such that all atoms

Chapter 1, Problem 1.45

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QUESTION:

Draw an acceptable Lewis structure from each condensed structure, such that all atoms have zero formal charge. a. diethyl ether, (CH3CH2)2O, the fi rst general anesthetic used in medical procedures b. acrylonitrile, CH2CHCN, starting material used to manufacture synthetic Orlon fi bers c. dihydroxyacetone, (HOCH2)2CO, an ingredient in sunless tanning products d. acetic anhydride, (CH3CO)2O, a reagent used to synthesize aspirin

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QUESTION:

Draw an acceptable Lewis structure from each condensed structure, such that all atoms have zero formal charge. a. diethyl ether, (CH3CH2)2O, the fi rst general anesthetic used in medical procedures b. acrylonitrile, CH2CHCN, starting material used to manufacture synthetic Orlon fi bers c. dihydroxyacetone, (HOCH2)2CO, an ingredient in sunless tanning products d. acetic anhydride, (CH3CO)2O, a reagent used to synthesize aspirin

ANSWER:

Step 1 of 4

(a)

Diethyl ether

Arrange atoms next to each other. Hydrogen atoms are always on the periphery because they form only one bond each.

Count the electrons.

Add bonds and lone pairs.

Assign formal charges.

Certain bonding patterns always result in the same formal charge. For example, any  atom with four bonds (and, thus no lone pairs) has a zero formal charge. Any  atom with two bonds and two lone pairs has a zero formal charge.

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