alkane
hydrocarbon containing only single bonds and hydrogen with CnH2n+2 stoichiometry
alkene
hydrocarbon containing at least one carbon-carbon double bond () with CnH2n stoichiometry
alkyne
hydrocarbon that contains at least one carbon-carbon triple bond () with CnH2n-2 stoichiometry
angle strain
molecular instability resulting from carbon atoms bonded in alkanes at angles less than 109.5°
anti-conformation
staggered conformation that exhibits no steric strain due to two groups on adjacent atoms having a dihedral angle of 180°
axial
position in which a substituent is parallel to the axis of the ring
bicyclic compound
molecule containing two rings
boat conformation
less stable, nonplanar conformation seen in cyclohexane rings
chair conformation
stable, nonplanar conformation seen in cyclohexane rings
cis-trans isomerism
one of two or more molecules that have the same molecular formula and bond structure but differ in the positions of their substituents around a rigid part of the molecule
conformational analysis
three-dimensional analysis of molecules to find the least-strained conformation or arrangement in three-dimensional space
cyclic
describes a molecule containing a ring with at least three carbons
dihedral angle
angle between two atoms on adjacent carbons in a Newman conformation
eclipsed conformation
conformation of an alkane where the dihedral angle is 0°
equatorial
position in which a substituent is perpendicular to the axis of the ring
flip-chair conformation
conversion of one cyclohexane chair conformation to another by rotation around the carbon-carbon single bonds
gauche conformation
staggered conformation that exhibits steric strain due to two groups on adjacent atoms having a dihedral angle of 60°
locant
position or location of a substituent in an organic molecule
Newman projection
projection that depicts the molecular conformation and is particularly useful for determining the best conformation of the molecule around a bond
ring strain
combination of angle and torsional strain that determines a molecule's stability
sawhorse projection
representation of a molecule from an angle that resembles a carpenter's sawhorse
staggered conformation
conformation of an alkane where the dihedral angle is 60°
steric strain
strain resulting from nonbonded atoms being forced close to each other
substituent
atom or group of atoms (functional group) that replaces a bond in an organic compound
torsional strain
resistance to bond rotation due to electronic repulsion that results from nonbonded atoms being forced close to each other
wedge-and-dash projection
way to represent molecular conformation with solid and dashed wedges to indicate the position of substituents