Question

Cram’s rule describes the conditions in which this property can be “induced” in additions. For 10 points each:
[10m] Name this property of reactions which preferentially form one of the R or S isomers. The degree of this property is often measured as a quantity abbreviated “ee” (“E-E”), and it results in a nonzero optical activity.
ANSWER: stereoselective [or enantioselective; or asymmetric; or word forms; accept stereospecific; prompt on chiral or selective]
[10h] In Cram’s original experiment, 1,2-diphenyl-1-propanone (“one two die-FEEN-ul one PRO-puh-known”) reacted with this compound, which produced the erythro isomer. This very powerful reducing agent named for two metals is stronger than sodium borohydride.
ANSWER: lithium aluminum hydride [or LAH; or LiAlH4]
[10e] Conversely, when Cram used a benzene substituted with this element to produce the same product, it favored the threo isomer. This halogen is uniquely a reddish-brown liquid at room temperature.
ANSWER: bromine [or Br]
<Chemistry>

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Summary

Data

Notre DameWashU D001010
UIUC BPurdue A001010
Indiana BPurdue D0000
SIUE AUChicago B0101020
UChicago DUIUC D0101020
UIUC AIndiana A001010
UChicago AUIUC C001010
WashU BUChicago C10101030
Northwestern AWashU C10101030