Why is that when 3-methyl-2-butanol is treated with HBr, a
single alkyl bromide is formed that results from a hydride shift
and when 2-methyl-1-propanol is treated with HBr, no rearrangement
occurs to form an alkyl bromide ??
1. Draw two molecules that are examples of constitutional
isomers. Are your examples skeletal or positional isomers?
2. Draw the cyclohexane ring in the chair and boat
conformations.
3.What is meant by the phrase "plane of symmetry"? Do
enantiomers have a paln of symmetry? How do you justify your answer
about enantiomers?
4. What is meant by the term "optical activity"? Why is it that
only certain kinds of molecules are optically active. How do
chemists measure the optical activity...
Draw the skeletal structure for the major organic product when
4-methylpenta-1,3-diene is treated with DBr
(note, this is deuterated acid):
A) at 35oC.
B) at -80oC.
Draw the skeletal structure for the major organic product when
4-methylpenta-1,3-diene is treated with DBr
(note, this is deuterated acid):
A) at 35oC.
B) when the bromide ion attacks the most positive carbon
When ortho-bromonitrobenzene is treated with NaOH and heat one
product is formed.
a) show the mechanism
b) would the reaction occur if starting material was
para-bromotoluene
c) would the reaction occur if starting material was
meta-bromotoluene
Draw the organic products formed when allylic alcohol is treated
with each reagent
a.
H2 + Pd-C
b.
mCPBA
c.
PCC
d.
CrO3, H2SO4, H2O
e.
(CH3)3COOH, Ti[OCH(CH3)2]4, (+)-DET
f.
(CH3)3COOH, Ti[OCH(CH3)2]4, (−)-DET
g.
[1] PBr3; [2] LiAlH4; [3] H2O
h.
HCrO4−—Amberlyst A-26 resin
for the molecule (E)-3-methyl-2-penten-1-ol
One example of a 1,3-diaxial interaction is when there are two
axial methyl groups on the same side of a cyclohexane ring, called
a syn pentane interaction. For cis-1,3-dimethylcyclohexane, the
difference in energy between the two chair conformations is 5.3
kcal/mol. What is the energy value (in kcal/mol) of the
syn
pentane
interaction? Show your work, i.e. how you arrived at your
answer.
You will need to draw both chair conformations of the molecule
to properly answer the question. Chairs...