Nomenclature

Chapter 1: Nomenclature

Updated Apr 10, 2026
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1. (1.1) IUPAC nomenclature provides:
D. A correct IUPAC name is unambiguous: given the name, one can draw exactly one structure.
2. (1.1) An IUPAC name consists of:
C. Each piece answers a question: what is attached, how long is the backbone, and what is the highest-priority functional group.
3. (1.2) The parent chain is:
B. Rule 1: main functional group lives in the parent chain. Rule 2: pick the longest such chain.
4. (1.2) When two candidate parent chains have equal length, choose the one with:
A. More substituents mean the name captures more of the structure. IUPAC also prefers the chain that places substituents at the lowest locants.
5. (1.3) The IUPAC suffix for alkanes is:
D. Ethane, propane, butane, pentane, and so on.
6. (1.3) A straight-chain alkane with 5 carbons is called:
C. Memorize meth (1), eth (2), prop (3), but (4), pent (5), hex (6), hept (7), oct (8), non (9), dec (10).
7. (1.4) Alkenes have the suffix:
B. -ene = double bond; -yne = triple bond. The locant tells where the multiple bond starts.
8. (1.4) For a double or triple bond in a chain, IUPAC gives:
A. Example: but-1-ene (double bond between C1 and C2). Higher-priority functional groups still take precedence.
9. (1.5) For cyclic compounds, "cyclo-" is:
D. Ring numbering starts at a substituent to give the lowest set of locants.
10. (1.5) A six-membered ring of carbons with all single bonds is:
C. Cyclohexane adopts a chair conformation to minimize ring strain.
11. (1.6) Benzene (C₆H₆) has:
B. Aromatic stability makes benzene much less reactive than isolated alkenes. Hückel's rule (4n+2) defines aromaticity.
12. (1.6) Ortho-, meta-, and para- for disubstituted benzenes mean:
A. "o" = next to; "m" = one apart; "p" = across from. Modern IUPAC preferred names use numeric locants, but o/m/p remains common.
13. (1.7) Which functional group has the highest IUPAC priority (named as the suffix)?
D. Priority order: carboxylic acid > ester > amide > nitrile > aldehyde > ketone > alcohol > amine > alkene/alkyne > alkyl.
14. (1.7) The hallmark of alcohols is:
C. Ethanol is CH₃CH₂OH; the -OH carbon gets the lowest locant.
15. (1.8) A ketone has the general formula R-CO-R' and is named:
B. Example: 2-butanone. Aldehydes (-al) always have the CHO at C1, so no locant is needed there.
16. (1.8) Aldehydes are named with the suffix:
A. Example: ethanal (CH₃CHO).
17. (1.9) Amines have the suffix:
D. Example: propan-1-amine (CH₃CH₂CH₂NH₂). An amide has a nitrogen attached to a carbonyl.
18. (1.9) Esters are named:
A. Example: methyl ethanoate (methyl acetate), CH₃-CO-O-CH₃.
19. (1.10) When numbering the parent chain:
B. Rule of first point of difference: compare locants in order; the set with the smaller locant at the first point of difference wins.
20. (1.10) Substituents are listed in the name:
A. "Ethyl" comes before "methyl" alphabetically, even in "dimethyl, ethyl…".
21. (1.11) The common name of CH₃COOH is:
D. Also known from vinegar. Formic acid is the one-carbon member (HCOOH).
22. (1.11) The common name of HCOOH is:
C. Latin formica = ant. The sting of fire ants contains formic acid.
23. (1.12) When naming polyfunctional compounds:
B. Example: CH₃CH(OH)COOH is 2-hydroxypropanoic acid (COOH as suffix; OH as prefix).
24. (1.12) The IUPAC name for HOCH₂CH₂COOH is:
A. COOH wins as the suffix (principal group, C1). OH becomes "hydroxy" as a prefix at C3.

There are over 100 million known organic compounds, and somehow chemists can name every single one without ambiguity. That is not magic - it is nomenclature, a systematic language built from a handful of simple rules. If you understand those rules, you can decode any IUPAC name the MCAT throws at you and instantly picture the molecule in your head.

Here is the thing most students get wrong about nomenclature: they try to memorize names. The MCAT does not ask you to name a compound from scratch. It gives you a name inside a passage and expects you to build the structure mentally, then predict how it will react. The real skill is reading a name like “3-ethyl-2-methylhexanoic acid” and immediately seeing the carbon backbone, the branching, and the carboxyl group. That is what this chapter will train you to do.

Naming is Just a Street Address

Think of IUPAC naming as writing a street address. Every address has three parts: the city tells you the general area, the street name tells you which road, and the house number tells you exactly where on that road. IUPAC names work the same way. The parent chain is the city - it tells you how many carbons form the backbone. The suffix is the street - it tells you the highest-priority functional group. The locant numbers are the house numbers - they tell you exactly where substituents and functional groups sit on the chain.

“2-methylbutane” is really just shorthand for “House 2 on Butane Street, Methyl neighborhood.” Once you see naming this way, every IUPAC name becomes a set of directions for drawing a molecule.


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