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38 Cards in this Set

  • Front
  • Back
alkene (olefin)
A hydrocarbon with one or more carbon-carbon double bonds. (p. 279)
diene
A compound with two carbon-carbon double bonds. (p. 284)
triene
A compound with three carbon-carbon double bonds. (284)
tetraene
A compound with four carbon-carbon double bonds. (284)
allyl group
A vinyl group plus a methylene group:

CH₂=CH-CH₂- (p. 285)

Bredt's rule
A stable bridged bicyclic compound cannot have a double bond at a bridgehead position unless one of the rings contains at least eight carbon atoms. (p. 295)
bicyclic
Containing two rings.
bridged bicyclic
Having at least one carbon atom in each of the three links connecting the bridgehead carbons.
bridgehead carbons
Those carbon atoms that are part of both rings, with three bridges of bonds connecting them.
catalytic cracking
The heating of petroleum products in the presence of a catalyst (usually an aluminosilicate mineral), causing bond cleavage to form alkenes and alkanes of lower molecular weight. (p. 309)
cis-trans isomers (geometric isomers)
Isomers that differ in their cis-trans arrangement on a ring or double bond.



Cis-trans isomers are a subclass of diastereomers. (p. 285)

cis
Having similar groups on the same side of a double bond or a ring.
trans
Having similar groups on opposite sides of a double bond or a ring.
Z (stereochemical designation)
Having the higher-priority groups on the same side of a double bond.
E (stereochemical designation)
Having the higher-priority groups on opposite sides of a double bond.
dehalogenation
The elimination of a halogen (X₂) from a compound. Dehalogenation is formally a reduction. (p. 303)
dehydration
The elimination of water from a compound; usually acid-catalyzed. (p. 306)
dehydrogenation
The elimination of hydrogen (H₂) from a compound; usually done in the presence of a catalyst. (p. 309)
dehydrohalogenation
The elimination of hydrogen halide (HX) from a compound; usually base-promoted. (p. 298)
double-bond isomers
Constitutional isomers that differ only in the position of a double bond. Double-bond isomers hydrogenate to give the same alkane. (p. 291)
element of unsaturation
A structural feature that results in two fewer hydrogen atoms in the molecular formula.

A double bond or a ring is one element of unsaturation; a triple bond is two elements of unsaturation. (p. 281)

geminal dihalide
A compound with two halogen atoms on the same carbon atom.
Heteroatom
Any atom other than carbon or hydrogen (p. 282)
Hofmann product
The least highly substituted alkene product. (p. 299)
Hydrogenation
Addition of hydrogen to a molecule. The most common hydrogenation is the addition of H2 across a double bond in the presence to a catalyst (catalytic hydrogenation). The value of
(-∆H°) for this reaction is called the heat of hydrogenation. (p. 290)
olefin
An alkene (p. 279)
polymer
A substance of high molecular weight made by linking many small molecules, called monomers. (P. 289)
addition polymer
A polymer formed by simple addition of monomer units.
polyolefin
A type of addition polymer with an olefin serving as the monomer.
saturated
Having only single bonds; incapable of undergoing addition reactions. (p.281)
stereospecific reaction
A reaction in which different stereoisomers react to give different stereoisomers of the product. (p. 300).
trans-diaxial
An anti and coplanar arrangement allowing E2 elimination of two adjacent substituents on a cyclohexane ring. The substituents must be trans to each other, and both must be in axial positions on the ring. (p. 301)
unsaturated
Having multiple bonds that can undergo addition reactions. (p. 281)
vicinal dihalide
A compound with two halogens on adjacent carbon atoms. (p. 303)
vinyl group
An ethenyl group, CH₂=CH-. (p.285)
Zaitsev’s rule (Saytzeff’s rule)
An elimination usually gives the most stable alkene product, common the most substituted alkene.



Zaitsev’s rule does not always apply, especially with a bulky base or a bulky leaving group. (p. 291)

Zaitsev’s elimination
An elimination that gives the Zaitsev product.
Zaitsev product
The most substituted alkene product.