Chapter 18: 4P (page 912)
Use equations to show the fragmentation leading to each numbered peak in the mass spectrum of octane-2-one .
Chapter 18: 4P (page 912)
Use equations to show the fragmentation leading to each numbered peak in the mass spectrum of octane-2-one .
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Get started for free(a) Simple aminoacetals hydrolyze quickly and easily in dilute acid. Propose a mechanism for hydrolysis of the following aminoacetal:
(b) The nucleosides that make up DNA have heterocyclic rings linked to deoxyribose by an aminoacetal functional group. Point out the aminoacetal linkages in deoxycytidine and deoxyadenosine.
(c) The stability of our genetic code depends on the stability of DNA. We are fortunate that the aminoacetal linkages of DNA are not easily cleaved. Show why your mechanism for part (a) does not work so well with deoxycytidine and deoxyadenosine.
Rank the following carbonyl compounds in order of increasing equilibrium constant for hydration:
Show how would you accomplish the following syntheses. You may use whatever additional reagents you need.
(a)
(b)
(c)
(d)
(e)
(f)
Draw the structures of the following derivatives.
(a) the 2,4-dinitrophenylhydrazone of acetone
(b) the semicarbazone of cyclopentanone
(c) cyclcobuanone oxime
(d) the ethylene acetal of hexan-2-one
(e) acetaldehyde diethyl acetal
(f) the ethyl hemiacetal of acetaldehyde
(g) the (Z) isomer of the ethyl imine of propiophenone
(h) the hemiacetal form of 6-hydroxyhexanal
Question: Within each set of structures, indicate which will react fastest, and which slowest, toward nucleophilic addition in basic conditions.
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