Organic Chemistry

88 flashcards by MentisLibrary

Master the functional groups, IUPAC naming, and stereochemistry that organic chemistry is built on, then work through the reaction types and mechanisms that connect them. Built for anyone facing a first organic course.

What defines organic chemistry?
The chemistry of carbon-based compounds, especially those with carbon-hydrogen bonds
How many bonds does a neutral carbon atom form and with what geometry when fully saturated?
Four bonds, arranged tetrahedrally at about 109.5 degrees
What hybridization and geometry does a carbon in a double bond have?
sp2 hybridization with trigonal planar geometry at about 120 degrees
What hybridization and geometry does a carbon in a triple bond have?
sp hybridization with linear geometry at 180 degrees
What is the difference between a sigma and a pi bond?
Sigma bonds form by head-on overlap and allow rotation; pi bonds form by side-on p orbital overlap and lock rotation
What is a functional group?
A specific arrangement of atoms that gives a molecule its characteristic reactivity
What is the general formula and suffix for an alkane?
CnH2n+2, named with the suffix -ane
What is the general formula and suffix for an alkene?
CnH2n for a single double bond, named with the suffix -ene
What is the general formula and suffix for an alkyne?
CnH2n-2 for a single triple bond, named with the suffix -yne
What group defines an alcohol and what suffix names it?
A hydroxyl group, R-OH, named with the suffix -ol
What group defines an ether?
An oxygen bonded to two carbon groups, R-O-R
What group defines an aldehyde and where must it sit?
A carbonyl with at least one hydrogen attached, always at the end of a chain, suffix -al
What group defines a ketone and where must it sit?
A carbonyl flanked by two carbon groups, so it is never at the chain end, suffix -one
What group defines a carboxylic acid?
A carboxyl group, a carbonyl bonded to a hydroxyl, written COOH, suffix -oic acid
What group defines an ester and how is it named?
A carbonyl bonded to an oxygen bonded to carbon, named alkyl alkanoate
What group defines an amine?
A nitrogen bonded to one or more carbon groups
What group defines an amide?
A carbonyl bonded directly to nitrogen
What group defines a nitrile?
A carbon triple bonded to nitrogen, written C-N
What group defines a thiol?
A sulfur-hydrogen group, R-SH, named with the suffix -thiol
What is an acyl chloride?
A carbonyl bonded to chlorine, R-COCl
Rank the carboxylic acid derivatives from most to least reactive.
Acyl chloride, anhydride, ester, amide
What is the first step in IUPAC naming of an organic compound?
Find the longest continuous carbon chain containing the principal functional group
What are the stems for chains of one through ten carbons?
Meth, eth, prop, but, pent, hex, hept, oct, non, dec
How do you number a carbon chain in IUPAC nomenclature?
Number from the end that gives the principal functional group the lowest locant
How are multiple identical substituents indicated?
With the prefixes di, tri, and tetra, plus a locant for each occurrence
What is the correct IUPAC name for CH3CH2CH2OH?
Propan-1-ol
What is the difference between a primary, secondary, and tertiary alcohol?
The number of carbon atoms attached to the carbon bearing the hydroxyl: one, two, or three
What are constitutional isomers?
Compounds with the same molecular formula but different connectivity
What are stereoisomers?
Compounds with the same connectivity but different arrangement in space
What is a chiral center?
A carbon bonded to four different groups