Summary: Organic Chemistry.
I. Nomenclature.
1. Know the IUPAC systematic organic nomenclature method:
prefix - root - suffix.
2. Know the root names for from one to ten carbons.
3. Know the use of prefixes and locants for the designation of:
a. rings
b. branches
c. halogens
4. Know the use of suffixes (including priority rules), prefixes (when necessary) and locants for the naming of:
a. C,C double bonds (including cis/trans)
b. C,C triple bonds
c. C-OH groups
d. C=O groups in aldehydes, ketones and acids.
5. Know the meaning of 1º, 2º and 3º when applied to carbon atoms.
1. Sketch line structures for the following organic molecules:
a. 4-Ethyl-2,3,5-trimethyloctane
b. trans-But-2-ene
c. 3-Methylcyclopentan-1-ol.
d. 2-Chloro-3-isopropylheptanal
e. 2-Hydroxy-5-methyl-4-oxodecanoic acid
2. Name the following organic molecules according to the IUPAC method:
Be able to give examples of, predict reactants, reagents, and/or products of the following organic reactions.
| Functional Group | Reagent | Product |
| Haloalkane (not F) | OH- | Alkanol |
| Haloalkane | R-CÀC- | Alkyne |
| Haloalkane | LiAlH4 (H-) | Alkane |
| Alkene | Br2, I2, Cl2 | (1,2)-Dihaloalkane |
| Alkene | HCl, HBr, HI | Haloalkane |
| Alkene | KMnO4 (cold) | (cis)-Alkane-(1,2)-diol |
| Alkene | H2 / Pt (catalyst) | Alkane |
| Alkene | ROOR(radical) | Polyalkene |
| Alkyne | Br2, I2, Cl2 | (1,1,2,2)-Terahaloalkane |
| Alkyne | HCl, HBr, HI | (1,1)-Dihaloalkane |
| Alkyne | H2 / Pt (catalyst) | Alkane |
| Alkyne | H2 / Pd, BaSO4 | (cis)-Alkene |
| Alkanol | KMnO4 | 1º: Alkanoic acid
2º: Alkanone 3º: no reaction |
| Alkanol | ZnCl2 / HCl(aq)
or HBr or HI |
Haloalkane |
| Alkanol | Alkanoic acid / H+ | Ester (or polyester) |
| Alkanal | Tollen's (Ag mirror) | Alkanoic acid |
| Alkanal | 2,4-DNP | 2,4-DNP deriv. |
| Alkanal | LiAlH4 (H-) | Alkanol (1º) |
| Alkanal | R-CÀC- | Alk(-2-)yn(-1-)ol |
| Alkanone | 2,4-DNP | 2,4-DNP deriv |
| Alkanaone | LiAlH4 (H-) | Alkanol (2º) |
| Alkanone | R-CÀC- | Alk(-2-)yn(-1-)ol |
| Alkanoic acid | Alkanol | Ester (or polyester) |
