Nomenclature of Acids and Hydrocarbons

Context & Motivation

  • Chemists frequently work with acids because many reactions proceed faster in acidic (aqueous) media.
  • Hydrocarbons appear in the lab as fuels (e.g.
    Bunsen-burner gas); understanding their names helps classify and handle them.
  • The lesson’s mascot ("Professor Manatee") is a lighthearted anecdote—no technical content, but it reminds us the unit is meant to be short and approachable.

Acid Nomenclature

  • Acids are substances that, when dissolved in water, release H+H^+; bases release OHOH^-.
  • The H+H^+ and OHOH^- ions only exist in aqueous (water) environments; in the gas phase those ions are not present.
  • Naming depends on two decisions:
    1. Is the substance dissolved in water (aq) or not?
    2. Is the anion a binary ion (single element) or a polyatomic ion containing oxygen?

1. Gas vs. Aqueous

  • Example: HCl(g)HCl(g) → “hydrogen chloride” (uses normal ionic/covalent rules).
  • HCl(aq)HCl(aq) → “hydrochloric acid.”
  • Always look for the (aq) tag (or are told "acid" on the test).

2. Two Naming Families

a. Ternary / Oxoacids (H⁺ + polyatomic anion with O)
  • Format: (root of anion) + ic acid.
  • Steps:
    1. Identify the polyatomic anion that contains oxygen.
    2. Replace the anion’s -ate ending with -ic.
    3. Append “acid.”
  • Charge balancing: number of H+H^+ equals the anion’s negative charge; this does not affect the name.
  • Examples
    • H<em>2CO</em>3H<em>2CO</em>3 (carbonate CO32CO_3^{2-}) → carbonic acid.
    • HClO<em>3HClO<em>3 (chlorate ClO</em>3ClO</em>3^-) → chloric acid.
    • H<em>3PO</em>4H<em>3PO</em>4 (phosphate PO43PO_4^{3-}) → phosphoric acid.
  • Exception: if the polyatomic anion lacks oxygen, treat it as binary (see cyanide below).
b. Binary Acids (H⁺ + single-element anion)
  • Format: hydro + (root of element) + ic acid.
  • Applicable whenever the negative ion is a single element (or a polyatomic without O).
  • Examples (all aqueous):
    • HBrHBrhydrobromic acid.
    • HFHFhydrofluoric acid.
    • HIHIhydroiodic acid.
    • H2SeH_2Sehydroselenic acid (pronounced “sel-EN-ic”).
    • HCNHCN (anion = cyanide, no O) → hydrocyanic acid.
  • Fun aside: H2OH_2O could be called “hydroxodic acid,” but chemists simply say water.

Quick Practice Summary (from video)

FormulaAnalysisCorrect Name
HFHFBinary; F⁻hydrofluoric acid
HIHIBinary; I⁻hydroiodic acid
H2SeH_2SeBinary; Se²⁻hydroselenic acid
H2OH_2OBinary; O²⁻ (trivia)water (not used)
H<em>3PO</em>4H<em>3PO</em>4Ternary; phosphatephosphoric acid

Hydrocarbon (Alkane) Nomenclature

  • Hydrocarbon = molecules composed solely of carbon and hydrogen.
  • Focus family: alkanes (all C–C single bonds, “saturated” hydrocarbons).
  • Generic molecular formula: C<em>nH</em>2n+2C<em>nH</em>{2n+2}.
  • All names end in -ane.

Carbon-Count Prefixes (straight chains)

1 = meth 2 = eth 3 = prop 4 = but 5 = pent 6 = hex 7 = hept 8 = oct 9 = non 10 = dec
11 = undec 12 = dodec 13 = tridec 20 = icos 30 = tricos 40 = tetrac 100 = kilo

Naming Steps (Straight-Chain Alkane)

  1. Count the number of carbon atoms nn.
  2. Choose the corresponding prefix.
  3. Add the family ending “-ane.”
  4. (Optionally) write formula using C<em>nH</em>2n+2C<em>nH</em>{2n+2} to verify hydrogen count.
Examples
  • C<em>3H</em>8C<em>3H</em>8 → 3 C → propane.
  • C<em>7H</em>16C<em>7H</em>{16} → 7 C → heptane.
  • C<em>9H</em>20C<em>9H</em>{20} (displayed as CH<em>3(CH</em>2)<em>7CH</em>3CH<em>3(CH</em>2)<em>7CH</em>3) → 9 C → nonane.
  • Structural shorthand: a line-angle (“bond-line”) drawing of four connected vertices denotes butane (4 C’s).

Acceptable Structural Representations (any are credit-worthy)

  • Molecular formula: C<em>11H</em>24C<em>{11}H</em>{24} (for undecane).
  • Condensed (parenthetical) formula: CH<em>3(CH</em>2)<em>9CH</em>3CH<em>3(CH</em>2)<em>9CH</em>3.
  • Bond-line / skeletal formula: zig-zag line with 11 vertices.
  • Expanded formula with all C–H bonds shown (rarely needed).
Example Task (Undecane)
  • Asked: “Give a formula for undecane.”
    • Molecular: C<em>11H</em>24C<em>{11}H</em>{24}.
    • Condensed: CH<em>3(CH</em>2)<em>9CH</em>3CH<em>3(CH</em>2)<em>9CH</em>3.
    • Skeletal: 11-vertex zig-zag line.
    • Any one of the above is correct.

Helpful Tips & Common Pitfalls

  • Always look for the (aq) label; without water the compound is not named as an acid.
  • In oxoacids, ignore the number of hydrogens—focus on the anion name (-ate → ‑ic).
  • Cyanide is memorized as the single polyatomic exception that still uses the “hydro-” binary pattern.
  • Avoid mis-pronouncing 4-carbon roots: it is butane, not “but-ane” (video humor about “butt-anal”).
  • When counting carbons in line drawings, each corner or line end = one carbon (unless another element symbol is written).
  • For alkanes, hydrogens are assumed and often omitted in skeletal drawings—chemists rarely draw every H.

Quick Reference (Flash Cards)

  • Binary acid pattern: hydro + element-root + ic acid.
  • Ternary/oxoacid pattern: (polyatomic root w/ O) + ic acid.
  • Alkane formula: C<em>nH</em>2n+2C<em>nH</em>{2n+2}.
  • Carbon prefixes: meth–, eth–, prop–, but–, pent–, hex–, hept–, oct–, non–, dec–, (undec–, dodec–, …).

Ethical / Practical Notes

  • Safe handling: acids are corrosive; hydrocarbons are flammable—proper lab protocols are essential.
  • Environmental link: naming fuels correctly is foundational for discussions of combustion, pollution, and green chemistry.

Mini-Checklist Before the Exam

  • [ ] Distinguish gas vs aqueous forms of hydrogen halides.
  • [ ] Memorize required polyatomic ions (e.g., nitrate, sulfate, phosphate) and apply “-ic acid” rule.
  • [ ] Recall cyanide exception.
  • [ ] Master carbon prefixes up to at least 10.
  • [ ] Practice drawing and interpreting skeletal/condensed structures.
  • [ ] Verify alkane formulas with C<em>nH</em>2n+2C<em>nH</em>{2n+2} quickly.