Alkane: Only C-C single bonds; saturated hydrocarbon (CnH2n+2) Alkene: Contains a C=C double bond Alkyne: Contains a C-C triple bond Aromatic ring: Cyclic ring with delocalized pi electrons, like benzene Alkyl halide: R-X where X is F, Cl, Br or I Alcohol: R-OH; a hydroxyl on a saturated carbon Phenol: OH group attached directly to an aromatic ring Ether: R-O-R'; oxygen between two carbons Epoxide: A three-membered ring containing oxygen Thiol: R-SH; sulfur analog of alcohol Sulfide (thioether): R-S-R' Disulfide: R-S-S-R' Aldehyde: RCHO; carbonyl at the end of a carbon chain Ketone: R-CO-R'; carbonyl between two carbons Carboxylic acid: R-COOH Ester: R-COO-R' Amide: R-CO-NR2; carbonyl bonded to nitrogen Acid chloride: R-COCl; very reactive acid derivative Acid anhydride: Two acyl groups joined through an oxygen Nitrile: R-C triple bond N Amine: Nitrogen bonded to carbon with lone pair; basic Primary amine: RNH2 Secondary amine: R2NH Tertiary amine: R3N Quaternary ammonium: N bonded to four carbons with positive charge Imine: C=N double bond Nitro group: R-NO2 Azide: R-N3 Carbonyl: C=O double bond Hydroxyl: -OH group Carboxyl: -COOH group Amino: -NH2 group Methyl: -CH3 Ethyl: -CH2CH3 Propyl: -CH2CH2CH3 Isopropyl: -CH(CH3)2 Butyl: Four-carbon chain group tert-Butyl: -C(CH3)3 Vinyl: -CH=CH2 Allyl: -CH2-CH=CH2 Phenyl: -C6H5 Benzyl: -CH2-C6H5 Acetyl: -COCH3 Cycloalkane: Alkane arranged in a ring Diene: Two double bonds Conjugated diene: Double bonds separated by one single bond Cumulene: Consecutive double bonds Enol: A C=C bonded to an OH Enolate: Anion formed by removing the alpha proton from a carbonyl Hemiacetal: A carbon bonded to both OH and OR Acetal: A carbon bonded to two OR groups Lactone: A cyclic ester Lactam: A cyclic amide Peptide bond: Amide bond linking amino acids Glycosidic bond: Linkage between sugar units Phosphate ester: Ester formed with phosphoric acid Sulfonic acid: R-SO3H Isocyanate: R-N=C=O Hydrazine: N-N single bond derivative Carbamate: R-O-CO-NR2 Urea: Carbonyl bonded to two nitrogens Heterocycle: A ring containing at least one atom other than carbon Pyridine: Six-membered aromatic ring with one nitrogen Furan: Five-membered aromatic ring with one oxygen Pyrrole: Five-membered aromatic ring with one nitrogen Thiophene: Five-membered aromatic ring with one sulfur Priority of groups in naming: Acids > esters > amides > nitriles > aldehydes > ketones > alcohols > amines IUPAC suffix -ol: Alcohol IUPAC suffix -al: Aldehyde IUPAC suffix -one: Ketone IUPAC suffix -oic acid: Carboxylic acid IUPAC suffix -oate: Ester IUPAC suffix -amide: Amide IUPAC suffix -amine: Amine IUPAC suffix -nitrile: Nitrile IUPAC suffix -ene: Alkene IUPAC suffix -yne: Alkyne Chirality center: A carbon bonded to four different groups Enantiomers: Non-superimposable mirror image molecules Diastereomers: Stereoisomers that are not mirror images Constitutional isomers: Same formula, different connectivity R/S configuration: Labels for chirality using CIP priority rules E/Z configuration: Labels for alkene geometry using CIP rules Hydrogen bond donor: N-H or O-H group Hydrophilic group: A polar group that interacts with water Hydrophobic group: A nonpolar group that avoids water Degree of unsaturation: Rings plus pi bonds in a molecule Markovnikov's rule: In HX addition to alkenes, H adds to the carbon with more hydrogens Free flashcards from Peabody at peabody.kids/flashcards/tp-orgchem-functional-groups