Chapter 9: Q3P (page 469)
What reaction would acetylene likely to undergo if it were kept at for too long?
Short Answer
When acetylene is kept at for too long, it will decompose into carbon (C) and hydrogen (H) elements.
Chapter 9: Q3P (page 469)
What reaction would acetylene likely to undergo if it were kept at for too long?
When acetylene is kept at for too long, it will decompose into carbon (C) and hydrogen (H) elements.
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Get started for freeQuestion:When treated with hydrogen and a platinum catalyst, an unknown compound X absorbs 5 equivalents of hydrogen to give n-butylcyclohexane. Treatment of X with an excess of ozone, followed by dimethyl sulfide and water, gives the following products:
Propose a structure for the unknown compound X. Is there any uncertainty in your structure?
In the addition of just 1 mole of bromine to 1 mole of hept-1-yne, should the hept-1-yne be added to a bromine solution or should the bromine be added to the hept-1-yne? Explain your answer.
Question:Show how you would accomplish the following synthetic transformations. Show all intermediates.
(a)2,2-dibromobutane→but-1-yne
(b)2,2-dibromobutane→but-2-yne
(c)but-1-yne→oct-3-yne
(d)trans-hex-2-ene→hex-2-yne
(e)2,2-dibromohexane→hex-1-yne
(f)cyclodecyne→cis-cyclodecene
(g)cyclodecyne→trans-cyclodecene
(h)hex-1-yne→hexan-2-one, CH3COCH2CH2CH2CH3
(i)hex-1-yne→hexanal, CH3(CH2)4CHO
(j)trans-hex-2-ene→cis-hex-2-ene
For each molecular formula, draw all the isomeric alkynes, and give their IUPAC names. Circle the acetylenic hydrogen of each terminal alkyne.
(a) (three isomers)
(b) (seven isomers)
Deduce the structure of each compound from the information given. All unknown in this problem have molecular formula C8H12.
(a)Upon catalytic hydrogenation, unknown Wgives cyclooctane. Ozonolysis of W,followed by reduction with dimethylsulfide, gives octanedioic acid,HOOC-(CH2) 6-COOH . Draw the structure of W.
(b)Upon catalytic hydrogenation, unknown Xgives cyclooctane. Ozonolysis of X,followed by reduction with dimethyl sulfide, gives two equivalents of butanedial , O =CH -CH2 CH 2-CH = O. Draw the structure of X.
(c) Upon catalytic hydrogenation, unknown Y gives cyclooctane. Ozonolysis of Y, followed by reduction with dimethyl sulfide, gives a three-carbon dialdehyde and a five-carbon dialdehyde. Draw the structure of Y.
(d) Upon catalytic hydrogenation, unknown Z gives cis-bicyclo[4.2.0]octane. Ozonolysis of Z, followed by reduction with dimethyl sulfide, gives a cyclobutane with a three-carbon aldehyde (-CH2-CH2-CHO ) group on C1 and a one-carbon aldehyde (CHO) group on C2. Draw the structure of Z.
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