1,3-diphenyl-2-propen-1-one
mix benzaldehyde with
NaOH and slowly add acetophenone
Pentaerythritol, a compound used to make
explosives, can be prepared by reacting acetaldehyde with formaldehyde in a
basic solution. The reaction successively yields three compounds of formulae C3H6O2,
C4H8O3, and C5H10O4.
Compound C5H10O4, in the presence of
concentrated NaOH, is converted into two compounds, pentaerythritol, C5H12O4,
and a sodium salt, C5H9O5Na. What is the
structure of pentaerythritol?
Pentaerythritol
3-methyl-2-butenal reacts with dilute NaOH to
yield dehydrocitral, C10H14O. Deduce the structure of
dehydrocitral.
Intramolecular aldol cyclization of
2,5-heptanedione with dilute NaOH yields two enone products in the approximate
ratio of 9:1. The major product has two singlet absorptions in its 1H
NMR spectrum at d = 1.65 ppm and d = 1.90 ppm. There are no
absorptions in the range d = 3 – 10 ppm.
- What is the structure of the major product?
What is the structure of the minor product?
3-cyclohexenone reacts with dilute NaOH to
form an equilibrium mixture with 2-cyclohexenone.
Propose a mechanism for this reaction.
Treatment of compound "A" with Br2/NaOH
followed by acidification gives bromoform and pivalic acid, (CH3)3CCO2H.
What is the structure of "A"?
1,3-diphenyl-2-propanone, in the presence of
alcoholic KOH, reacts with diphenylethanedione to yield a dark purple, cyclic
ketone (C29H20O). What is the structure of this ketone.
Do
a double Aldol and double dehydration………
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University of Alberta |
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Blackburn (Ed.Blackburn@UAlberta.CA),
course instructor.
