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O chem unit 3 T/F questions
Terms in this set (27)
heptatriene absorbs at a lower wavelegth on light compared to butadiene
the highest energy antibonding molecular orbital of benzene has 5 nodes
HOMO of ethylene is a higher energy molecular orbital as compared to its LUMO
Robbinson Annulation consists of an aldol condensation followed by michael addition
high temperature generally favors the kinetic product over the thermodynamic product
enamines can react with acid chlorices to form a beta-diketone
a pericyclic reaction occurs in a single step without intermediates
a phenol has a pKa of 16 because the phenoxide anion is stabilized by resonance
the relationship between absorbance, concentration, and length of the sample cell is known as Beer-Lambert law. The absorbance of a solution increases as the length of the sample decreases
a substance will appear to our eyes as the combination of reflected wavelength
UV-visible absorption peaks are broad as the electronic excitation in the molecule is accompanied by changed in the vibrational or rotational energy of the molecule
What are the huckel criteria for aromaticity
molecule must be cyclic, flat, have a close loop of 4n+2 pi electrons (NOT all atoms must have p orbital with one e)
The greater the extent of conjugation is an unsaturated compounds
the less energy required for a pi to pi* transition
In michael addition the nucleophile is
an enolate, enamine, gilman reagent
diene and dieneophile
conjugated molecules absorb light in what region of the electromagnetic spectrum
UV and visible light
Increasing conjugation would decrease the gap between the HOMO and LUMO, thus a molecule with more conjugation would absorb light of ----- energy than a molecule with less conjugation
Conjugated dienes have double bends present between what types of carbons?
Is the following statement true or false: In butadiene the electrons forming the conjugated system are present
only in the double bonds.
False, the electrons are spread across the whole molecule.
When light is absorbed, electrons are promoted from the --- to the --
1,4 addition of HBr to butadiene results in the formation of the
Which type of product, kinetic or thermodynamic, has a lower barrier of formation?
Addition of HBr to butadiene results in two products. What kind of isomers are they with respect to one
Explain in one sentence why the kinetic product upon addition of HBr to butadiene forms the fastest.
The secondary carbocation is more stable and contributes more to the overall structure, therefore the bromine
anion is more likely to attack there faster.
In the two structures drawn below, circle the one that would absorb light of longer wavelength in the UVvisible range. Explain your choice in a sentence or two below.
The boxed molecule has a 5 pi bonds in conjugation with each other
while the second option only has 4 bonds in conjugation. Increased
conjugation = shorter distance between the HOMO-LUMO gap, so it
will absorb at a longer wavelength.
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