Halogen Derivatives Questions and Answers

Organic Chemistry
Halogen DerivativesClassify the electron donating group as one of the following.
Weak base - Poor nucleophile
Weak base - Good nucleophile
Strong base - Good nucleophile
Strong base Poor nucleophile

Organic Chemistry
Halogen DerivativesWhen (1R,2R,4S)-2-bromo-4-isopropyl-1- methylcyclohexane is reacted with sodium ethoxide only one product forms. Which alkene is it? (Chair conformations provided as a guide.)
Product 1)
Product 2)

Organic Chemistry
Halogen DerivativesWhich of the following bases is named incorrectly?
Fe(OH)3 - Iron (III) Hydroxide
KOH- Potassium Hydroxide
Ca(OH)₂ - Calcium Hydroxide
NH3 - Ammonia
Cr(OH)3 - Chromium Hydroxide

Organic Chemistry
Halogen DerivativesWhat volume of 5.16 M NaOH is needed to completely titrate 689.2 mL of 2.59 M phosphoric acid
according to the equation:
H3PO4(aq) + 3 NaOH(aq) → Na3PO4(aq) + 3 H₂O(l)
mL

Organic Chemistry
Halogen DerivativesType the following formulas in the boxes below in order of increasing boiling point: RbF, CO2, CH3OH, CH₂Br.

Organic Chemistry
Halogen DerivativesWhich is NOT part of the Kinetic Molecular theory?
Pressure of a gas is a measure of the number of hits the gas molecules have on
its container.
At the same temperature, smaller particles move more quickly that larger
particles.
The motion of particles increases as the surrounding temperature increases.
The motion of particles decreases as the surrounding temperature increases


Organic Chemistry
Halogen DerivativesIn an alkyl halide, the halogen serves 2 functions
that render the alkyl halide reactive towards
substitution and elimination processes. One is
that halgens serve as leaving groups and
substitution/elimination
reactions can only occur
when a leaving group is present. What is the other
reason?
The halogens have pką values above
zero, making them weaker acids and
more likely to participate in dissolution.
The halogen repels electron density
rendering the adjacent carbon atom
nucleophilic and therefore subject to
attack by an electrophile.
The halogen is usually in an allylic
postion and therefore does not
participate in resonance, making it less
stable and more likely to react.
The halogen withdraws electron
density rendering the adjacent carbon
atom electrophilic and therefore
subject to attack by a nucleophile.

Organic Chemistry
Halogen DerivativesWhat was the driving goal of the late nineteenth-century Can Vuong resistance
movement in what is now Vietnam?
to establish a communist republic in the region
to establish a democratic republic of ethnic Vietnamese only
to ally with the British as a means of expelling the French from the region
to bring the local king back to power and expel the French
to accept French control but extract far better terms for the local population
under French rule

Organic Chemistry
Halogen DerivativesWhich of the following most contributed to the formation of the mostly independent
Dominion of Canada?
pressure by the United States government for an end to British colonial control
in all of North America
ethnic-British nationalist sentiment after the war of 1812
voluntary British devolution of power in hopes of foregoing another war of
independence
threats by France of renewed hostilities in the Americas to protect their French-
speaking former colonists
increasingly costly battles between British troops and indigenous tribes

Organic Chemistry
Halogen DerivativesPredict the major product from the addition of HBr to the following molecules:
a) 3-methyl-1-pentene
b) 2,2-dimethyl-3-hexene

Organic Chemistry
Halogen DerivativesPredict the product(s) of each of the following reactions. If you expect a racemic mixture, draw both enantiomers.
Draw the molecule on the canvas by choosing buttons from the Tools (for bonds and charges), Atoms, and Templates toolbars.

Organic Chemistry
Halogen DerivativesAn aqueous solution of an unknown solute is tested
with litmus paper and found to be acidic. The
solution is weakly conducting compared with a
solution of NaCl of the same concentration.
Which of the following substances could the unknown be?
KOH
NH3
HNO3
KCIO₂
H3PO3
CH3COCH3

Organic Chemistry
Halogen DerivativesFor this assignment, the target compound that you should synthesize is chloro-cyclohexane. This is a substitution reaction.
List the starting materials, solvent, reagent, and products formed: cyclohexanol, Hydrochloric acid,
diethyl ether, Chlorocyclohexane, H20
Is this a substitution or an elimination reaction? Substitution reaction
What is the leaving group in this reaction? H2O
What is the nucleophile in this reaction?

Organic Chemistry
Halogen Derivatives2-Bromobutane reacts faster than 2-chlorobutane in both the Nal/acetone test and the AgNO3/EtOH test because____
bromine is a smaller atom than chlorine, allowing for a faster reaction
the conjugate of chloride has a lower pka than the conjugate of bromide
chlorine is more electronegative than bromine
bromine is a better leaving group

Organic Chemistry
Halogen DerivativesIn an SN2 reaction, how will the rate be affected if the
concentrations of substrate and nucleophile are halved
and quadrupled, respectively?
None of the answers is correct.
The rate will increase to 2 times its original value.
The rate will increase to 0.5 times its original value.
The rate will decrease to 0.5 times its original value.
The rate will decrease to 2 times its original value.