ochem quiz 7
(R,E)-2,4-dibromo-3-methylpent-2-ene
Name the following compound:
(R,E)-3-chlorohex-4-en-1-yne
Name the following compound:
(R,Z)-5-benzyloct-5-en-3-ol
Name the following compound:
(S,E)-3-methyl-5-phenyl-3-heptene
Name the following compound:
(S,Z)-3-bromo-4-methylhex-2-ene
Name the following compound:
(Z)-3-methoxyhex-3-ene
Name the following compound:
None of these choices.
What is the major product for the following reaction sequence?
(CH3)3C-CH=CH2
What is the major product of the reaction,
Elimination reactions are favored over nucleophilic substitution reactions
in all of these cases.
(E)-4-phenylpent-3-en-1-ol
Name the following compound:
Which is not a satisfactory procedure for the synthesis of 3-methyl-1-butene?
(CH3)2CHCHOHCH3 + conc. H2SO4
Your task is to convert 2-bromobutane to 1-butene in highest yield. Which reagents would you use?
(CH3)3COK/(CH3)3COH
Which of the following reductions of an alkyne is NOT correct?
2-Pentyne + Li/NH3(l) → Z-2-Pentene
An unknown compound, B, has the molecular formula C7H12. On catalytic hydrogenation 1 mol of B absorbs 2 mol of hydrogen and yields 2-methylhexane. B has significant IR absorption band at about 3300 and 2200 cm-1. Which compound best represents B?
5-methyl-1-hexyne
III
A compound, C6H10, which reacts with 2 mol of hydrogen over a platinum catalyst and which shows an IR absorption band at approximately 3300 cm-1 could be:
E2
By analyzing the starting material and the product(s), the following reaction is an example of what type of mechanism?
SN2
By analyzing the starting material and the product(s), the following reaction is an example of what type of mechanism?
Reaction of sodium ethoxide with 1-bromopentane at 30°C yields primarily:
CH3CH2CH2CH2CH2OCH2CH3
(E)-2-methylhex-2-en-4-yn-1-ol
Name the following compound:
A compound X with the formula C7H10 undergoes catalytic hydrogenation to produce a compound Y with the formula C7H14. What could be true of X?
More than one of these choices.
Which of the following methods could be used to synthesize 4,4-dimethyl-2-hexyne?
More than one of these choices.
II
Neopentyl alcohol, (CH3)3CCH2OH, cannot be dehydrated to an alkene without rearrangement. What is the chief product of dehydration?
What is the major product for the following reaction sequence? Cl Cl-> 1a. NaNH2 (excess) mineral oil, heat 1b. NH4Cl 2. H2 (excess), Pd/C
None of these choices.
IV
On hydrogenation with platinum, a compound C9H12 absorbs 2 mol of hydrogen. Which of the following is a possible structure for the compound?
none of these choices
Rank the following compounds from lowest to highest heat of hydrogenation:
t-butoxide, t-butanol
Suggest a reagent to perform the following transformation:
4,5-Dimethyl-3-propyl-1-hexene
The correct IUPAC name for the following compound is:
E2
The product(s) for the following reaction would mainly be dictated by which mechanism?
IV, V
Upon catalytic hydrogenation with platinum, a compound C6H6 absorbs four moles of hydrogen. Select a structure for C6H6.
I and II
What are the major product(s) formed when cis-1-bromo-2-methylcyclohexane reacts with sodium isopropoxide in isopropanol?
II
What are the major product(s) formed when trans-1-bromo-2-methylcyclohexane reacts with sodium isopropoxide in isopropanol?
I
What would be the major product(s) of the following reaction?
IV
What would be the major product(s) of the following reaction?
IV
What would you expect to be the chief organic product(s) when tert-butyl bromide reacts with sodium acetylide, i.e.,
Zaitsev's rule states that:
When a reaction forms an alkene, and several possibilities exist, the more (or most) stable isomer is the one which predominates.
E1
Which mechanism best describes the chemical process shown below?
II
Which one of the following alcohols would dehydrate most rapidly when treated with sulfuric acid?
