PRELIM 03 - Nomenclature, Structure, and Stereochemistry Flashcards
Compounds with the same molecular formula
Isomers
Different connectivity of atoms
Constitutional
Different functional groups
Functional
Different positions of functional group
Positional
Different carbon skeleton
Skeletal
Same connectivity but different spatial orientation of atoms
Stereoisomers
Different, non-interconverting spatial arrangement of atoms
Configurational
Result from restricted rotation around a double bond or on cyclic alkanes
Geometric
Around a chiral carbon
Optical
Non-superimposable mirror images
Enantiomers
Non-mirror images
Diastereomers
Different, interconverting spatial arrangement of atoms, the result of rotation about single bonds; same compound
Conformational
Usually uses the name given when it was discovered
Common name
Names compound as a derivative of a parent compound
Derived name
Most systematic; based on the longest continuous chain of carbon atoms
IUAPC (International Union of Pure and Applied Chemistry) Name
Where and what are the substituents?
Prefix
How many carbons?
Parent
Where is the primary functional group?
Locant
What is the primary functional group?
Suffix
Number of carbon atoms: 11
Undec-
Number of carbon atoms: 12
Dodec-
Number of carbon atoms: 13
Tridec-
Number of carbon atoms: 14
Tetradec-
Number of carbon atoms: 15
Pentadec-
Number of carbon atoms: 16
Hexadec-
Number of carbon atoms: 17
Heptadec-
Number of carbon atoms: 18
Octadec-
Number of carbon atoms: 19
Nonadec-
Number of carbon atoms: 20-
Eicos-
Compounds that contain carbon and hydrogen only
Hydrocarbons
Open chain (acyclic); can either be a straight chain or branched
Aliphatic
Has a closed ring but no aromaticity
Alicyclic
Has a benzene ring
Aromatic
Contains C-C bonds
Saturated
Contains at least one C=C or C≡C bond
Unsaturated
Other name for alkanes
Paraffins
Paraffin is derived from __________, meaning “slight affinity”
L. parum affinis
Found in the waxy coating on cabbage leaves
Nonacosane
Found in wood oil of the Jeffrey pine common to the Sierra Nevada mountains of California
Heptane