Organic chemistry — how can this be made from this questions – Flashcards

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question
Describe a sequence of reactions by which hept-3-yne can be straightforwardly prepared from acetylene
answer
1. NaNH2 2. CH3CH2Br 3. NaNH2 3. CH3CH2CH2Br
question
Describe a sequence of reactions by which butylbenzene can be straightforwardly prepared from phenylacetylene
answer
1. NaNH2 2. CH3CH2Br 3. H2, Pt
question
Describe a sequence of reactions by which 1-propylcyclohexan-1-ol can be straightforwardly prepared from propyne
answer
1. NaNH2 2. cyclohexanone 3. H+, H2O 4. H2, Pt
question
What conditions could be used to isomerize help-2-yne to hept-1-yne?
answer
1. NaNH2, 150C 2. H2O
question
Describe a sequence of reactions by which (E)-5-bromopent-2-ene can be straighforwardly prepared from propyne
answer
1. NaNH2 2. ethylene oxide (oxirane) 3. H+, H2O 4. Na, NH3 5. PBr3
question
Describe a sequence of reactions by which help-1-yne can be straightforwardly prepared from hept-1-ene
answer
1. Br2 2. NaNH2, heat
question
Describe a sequence of reactions by which trans-pent-2-ene can be straightforwardly prepared from propyne.
answer
1. NaNH2 2. CH3CH2Br 3. Na, NH3
question
Describe a sequence of reactions by which racemicc 2,3,-dibromobutane can be straightforwardly prepared from propyne.
answer
1. NaNH2 2. CH3I 3. H2, Lindlar's catalyst 4. Br2, CCl4
question
Describe a sequence of reactions by which hexan-2-ol can be straightforwardly prepared from hex-1-yne.
answer
1. HgSO4, H2O, H2SO4 2. NaBH4
question
Describe a sequence of reactions by which meso -2,30 dibromobutanne can be straightforwardly prepared from propyne.
answer
1. NaNH2 2. CH3Br 3. Na, NH3 4. Br2, CCl4
question
Describe a sequence of reactions by which meso-hexane-3,4-diol can be straightofrwardly prepared from hex-3-yne.
answer
1. H2, Lindlar's catalyst 2. OsO4, H2O2
question
Describe a series of reactions by which Z-hez-3-en-1-ol can be straightofrwardly prepared form but-1-yne.
answer
1. NaNH2 2. ethylene oxide 3. H+, H2O 3. H2, Lindlar's catalyst
question
Describe a sequence of reactions by which CH3CH2CH2COCH2CH3 can be straightforwardly prepared from but-1-yne.
answer
1. NaNH2 2. CH3CH2Br 3. HgSO4, H2O, H2SO4
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