Alkanes
rename
Updated
2010-05-13 19:03
General
| Statement | Missing Words |
|---|---|
| In a Lewis structure, the ___ in a carbon chain don't matter | bends |
| ___ differ in the way the atoms are connected to each other | constitutional isomers |
| A ___ is bonded to one other C atom | primary carbon (1o carbon) |
| A ___ is bonded to two other C atoms | secondary carbon (2o carbon) |
| A ___ is bonded to three other C atoms | tertiary carbon (3o carbon) |
| A ___ is bonded to four other C atoms | quaternary carbon (4o carbon) |
| A ___ is on a C bonded to one other C atom | primary hydrogen (1o H) |
| A ___ is on a C bonded to two other C atoms | secondary hydrogen (2o H) |
| A ___ is on a C bonded to three other C atoms | tertiary hydrogen (3o H) |
| The general molecular formula for an acyclic alkane is ____ | CnH2n+2 |
| The general molecular formula for a cycloalkane is ___ | CnH2n |
| The suffix ___ identifies a molecule as an alkane | -ane |
| An ___ is formed by removing one hydrogen from an alkane | alkyl group |
| methyl is abbreviated ___ | Me |
| ethyl is abbreviated ___ | Et |
| butyl is abbreviated ___ | Bu |
| tert-butyl is abbreviated ___ | t-Bu |
| secondary is abbreviated ___ | sec- |
| tertiary is abbreviated ___ | tert- |
| ___ means a ring is present | cyclo- |
| ___ are biomolecules that are soluble in organic solvents and insoluble in water | lipids |
| ___ are biomolecules composed of many nonpolar C-H and C-C bonds, and have few polar functional groups | lipids |
Energy and Conformations
| Statement | Missing Words |
|---|---|
| ___ are different arrangements of atoms that are interconverted by rotation about single bonds | conformations |
| In the ___ conformation, the C-H bonds on one carbon are directly aligned with the C-H bonds on the adjacent carbon | eclipsed |
| In the ___ conformation, the C-H bonds on one carbon bisect the H-C-H bond angle on the adjacent carbon | staggered |
| The staggered conformations are ___ than the eclipsed conformations | more stable (lower in energy) |
| ___ is an increase in energy caused by eclipsing interactions | torsional strain |
| Conformations that are neither staggered nor eclipsed are ___ | intermediate in energy |
| A staggered conformation with two larger groups 180o from each other is called ___ | anti |
| A staggered conformation with two larger groups 60o from each other is called ___ | gauche |
| ___ is an increase in energy resulting when atoms are forced too close to one another | steric strain |
| Gauche conformations are generally ___ than anti conformations because of steric strain | higher in energy |
| Staggered conformations are at ___ | energy minima |
| Eclipsed conformations are at ___ | energy maxima |
| Unfavorable steric interactions increase ___ | energy |
| The energy difference between the lowest and highest energy conformations is called the ___ | barrier to rotation |
| ___ is an increase in energy when bond angles deviate from the optimum tetrahedral angle of 109.5o | angle strain |
| Statement | Missing Words |
|---|---|
| In cyclohexane, ___ hydrogens are located above and below the ring (along a perpendicular axis) | axial |
| In cyclohexane, ___ hydrogens are located in the plane of the ring (around the equator) | equatorial |
| In cyclohexane, axial and equatorial H atoms are interconverted during a ___ | ring flip |
| In cyclohexane, the equatorial position has ___ than the axial position | more room |
| In cyclohexane, larger substituents are more stable in the ___ position | equatorial |
| Larger ___ substituents create unfavorable 1,3-diaxial interactions, destabilizing a cyclohexane conformation | axial |
| ___ are isomers that differ only in the way the atoms are oriented in space | stereoisomers |
| In disubstituted cycloalkanes, the ___ isomer has two groups on the same side of the ring | cis |
| In disubstituted cycloalkanes, the ___ isomer has two groups on opposite sides of the ring | trans |
| A ___ isomer has two substituents on the same side, either both on up bonds or both on down bonds | cis |
| A ___ isomer has two substituents on opposite sides, one up and one down | trans |
Reactions
In the following table, Z stands for an element (like O, N, or a halide X) more electronegative than C (carbon).
Alkanes have only nonpolar C-C and C-H bonds and no functional group, so they undergo few reactions
| Statement | Missing Words |
|---|---|
| ___ is the loss of electrons | oxidation |
| ___ is the gain of electrons | reduction |
| ___ results in an increase in the number of C-Z bonds | oxidation |
| ___ results in a decrease in the number of C-H bonds | oxidation |
| ___ results in a decrease in the number of C-Z bonds | reduction |
| ___ results in an increase in the number of C-H bonds | reduction |
| Loss of electron density is ___ | oxidation |
| Compounds with many C-H bonds and few C-Z bonds are said to be in a ___ state | reduced |
| Compounds with few C-H bonds and more C-Z bonds are said to be in a more ___ state | oxidized |
| CH4 is in a highly ___ state | reduced |
| CO2 is in a highly ___ state | oxidized |
| Alkanes undergo ___, which means they burn in the presence of oxygen to form carbon dioxide and water | combustion |
Reference: Chapter 4 of Janice Gorzynski Smith's "Organic Chemistry" 2nd Edition,
McGraw-Hill, 2008 (ISBN=978-0-07-304986-1).
McGraw-Hill, 2008 (ISBN=978-0-07-304986-1).





