b. Adiastereomerically pureform of 3,4-dihydroxyoctane from 3-octyne (hint: to stereospecifically prepare this diol you need to havea stereochemically pureprecursor-look at the reactions in Chapters7, 8, and9 that generate compoundsstereospecifically) one reaction in the summary in Chapter 8 added two -OH groups syn (or cis) to a C8H16 stereodefined alkene Use this CgH16 reagent/catalyst over the retrosynthetic arrow and the appropriate C8H16 alkene starting material. You can imagine which diastereomeric alkene you need with this product drawing if you were to just erase the two -OH groups and put in a pi bond the only way you know to make a stereo- defined alkene is by reduction of an alkyne so you draw an alkyne and reagents or catalysts over a retro- synthetic arrow that will form the diastereo- meric octene you need from 3-octyne tereospecifically HO OH C8H14 H one one an stereo- isomeric stereo- C2H5 H. isomeric octene appropriate 8-carbon octene alkyne is one example, the other being the meso diastereomer
b. Adiastereomerically pureform of 3,4-dihydroxyoctane from 3-octyne (hint: to stereospecifically prepare this diol you need to havea stereochemically pureprecursor-look at the reactions in Chapters7, 8, and9 that generate compoundsstereospecifically) one reaction in the summary in Chapter 8 added two -OH groups syn (or cis) to a C8H16 stereodefined alkene Use this CgH16 reagent/catalyst over the retrosynthetic arrow and the appropriate C8H16 alkene starting material. You can imagine which diastereomeric alkene you need with this product drawing if you were to just erase the two -OH groups and put in a pi bond the only way you know to make a stereo- defined alkene is by reduction of an alkyne so you draw an alkyne and reagents or catalysts over a retro- synthetic arrow that will form the diastereo- meric octene you need from 3-octyne tereospecifically HO OH C8H14 H one one an stereo- isomeric stereo- C2H5 H. isomeric octene appropriate 8-carbon octene alkyne is one example, the other being the meso diastereomer
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Electronic Effects
The effect of electrons that are located in the chemical bonds within the atoms of the molecule is termed an electronic effect. The electronic effect is also explained as the effect through which the reactivity of the compound in one portion is controlled by the electron repulsion or attraction producing in another portion of the molecule.
Drawing Resonance Forms
In organic chemistry, resonance may be a mental exercise that illustrates the delocalization of electrons inside molecules within the valence bond theory of octet bonding. It entails creating several Lewis structures that, when combined, reflect the molecule's entire electronic structure. One Lewis diagram cannot explain the bonding (lone pair, double bond, octet) elaborately. A hybrid describes a combination of possible resonance structures that represents the entire delocalization of electrons within the molecule.
Using Molecular Structure To Predict Equilibrium
Equilibrium does not always imply an equal presence of reactants and products. This signifies that the reaction reaches a point when reactant and product quantities remain constant as the rate of forward and backward reaction is the same. Molecular structures of various compounds can help in predicting equilibrium.
Question
Transcribed Image Text:b. Adiastereomerically pureform of 3,4-dihydroxyoctane from 3-octyne (hint: to stereospecifically prepare this diol
you need to havea stereochemically pureprecursor- look at the reactions in Chapters7, 8, and9 that generate
compoundsstereospecifically)
one reaction in the summary in
Chapter 8 added two -OH
groups syn (or cis) to a
C3H16 stereodefined alkene Use this C8H16
reagent/catalyst over the
retrosynthetic arrow and the
appropriate C3H16 alkene
starting material. You can
imagine which diastereomeric
alkene you need with this
product drawing if you were to
just erase the two -OH groups
and put in a pi bond
the only way you know
to make a stereo-
defined alkene is by
reduction of an alkyne
so you draw an alkyne
and reagents or
catalysts over a retro-
synthetic arrow that
will form the diastereo-
meric octene you
need from 3-octyne
tereospecifically
Но он
C8H14
one
one
an
stereo-
C2H5
stereo-
isomeric
appropriate
8-carbon
H.
isomeric
octene
octene
alkyne
is one example, the
other being the meso
diastereomer
the only way you know
to make a terminal
alkene is to use a
the only way you know
to make a primary alkyl
bromide is to use a terminal
alkene and carry out an anti-
Markovnikov addition of H-Br
c. 1-bromooctane from 1-octyne
terminal alkyne and
carry out a reduction
with a poisoned
catalyst.so you draw
H2 and poisoned
catalyst over the arrow
and draw a 3-carbon
alkyne starting material
Br
using peroxides so you draw a
8-carbon terminal alkene and
the reagents (H-Br, peroxides,
(light or heat) over the arrow
an 8-carbon alkyne
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