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Chapter 12: Q9P. (page 354)

Predict the products of the following polar reaction, a step in the citric acid cycle for food metabolism, by interpreting the flow of electrons indicated by the curved arrows:

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01

Flow of electrons

Electrons flow from less electron density to higher electron density. In a simple way, electrons flow from the nucleophile to the electrophile. Also, bond and non-bonding electrons are also denoted.

02

Flow of electrons in citric acid cycle

The nonbonding electrons of oxygen attack the carbon double bond carbon. In the next step, carbon double bond carbon abstracts hydrogen atom of hydronium ion and we get the resultant product, the mechanism of which is as shown below.

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Most popular questions from this chapter

Question: Write molecular formulas for compounds that show the following molecular ions in their high-resolution mass spectra, assuming that C, H, N, and O might be present. The exact atomic masses are: 1.00783 (H1), 12.00000 (C12), 14.00307 (N14), 15.99491 (O16).

a)M+=98.0844b)M+=123.0320

Which is stronger, the C=O bond in an ester () or the C=O bond in a saturated ketone ()? Explain

Question: Camphor, a saturated monoketone from the Asian camphor tree, is used among other things as a moth repellent and as a constituent of embalming

fluid. If camphor has M+=152.1201 by high-resolution mass spectrometry,

what is its molecular formula? How many rings does camphor

have?

Question: At what approximate positions might the following compounds show

IR absorptions?

(c)


Beginning with acetylene and any alkyl halide needed, how would you synthesize the following compounds?

(a)Decane

(b)2,2-Dimethylhexane

(c)Hexanal

(d)2-Heptanone
See all solutions

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