OC Ch 01 · Introduction · Panic Mode

5 Minute Cram

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Walking into the hall. Names + numbers only. Hybridization angles, functional-group letters, isomer counts. If you need the "why", it's too late.

1. The 5 sentences you must know

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Wöhler1828 made urea from ammonium cyanatedisproved Vital Force Theory.
Organic =C-containing, mostly C/H/O/N/S/P/X, covalent, low m.p., low water-solubility. Except CO, CO₂, H₂CO₃, carbonates, cyanides, cyanates.
ValencesC=4, O=2, N=3, H/X=1 in stable neutral organics.
RotationSingle (σ) rotates freely. Double + triple do NOT rotate (π would break).
Polar ≠ polarPolar bonds can cancel by symmetry: CCl₄ nonpolar, CHCl₃ polar.

2. Hybridization Triplet — memorise the row

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StateMixShapeAngleσ / πExample
sp³1s+3p→4Tetrahedral109.5°4 / 0CH₄, R–OH
sp²1s+2p→3 +1pTrigonal planar120°3 / 1C=C, C=O, benzene
sp1s+1p→2 +2pLinear180°2 / 2C≡C, HCN, CO₂
C–C 154 pmC=C 134 pmC≡C 120 pmshorter = stronger

3. Functional Groups — symbol → family

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GroupFamilyExample
NoneAlkane CnH2n+2CH₃CH₃
C=CAlkene CnH2nCH₂=CH₂
C≡CAlkyne CnH2n-2HC≡CH
–OH (sp³ C)AlcoholCH₃CH₂OH
–OH (Ar)PhenolC₆H₅OH
R–O–R′EtherCH₃OCH₃
–CHOAldehydeCH₃CHO
>C=OKetoneCH₃COCH₃
–COOHCarboxylic acidCH₃COOH
–COO–R′EsterCH₃COOCH₂CH₃
–NH₂AmineCH₃NH₂
–CONH₂AmideCH₃CONH₂
–SHThiolCH₃CH₂SH

4. Isomerism — three types only (this chapter)

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ChainC₄H₁₀ → n-butane + isobutane (2 isomers)
PositionalC₃H₈O → 1-propanol vs 2-propanol
Functional-groupC₂H₆O → ethanol (alcohol) vs dimethyl ether (ether)
C₅H₁₂3 isomers: n-pentane, isopentane, neopentane

5. The T/F traps from past papers

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F"Wöhler proved Vital Force." — he DISPROVED it.
F"C=C is two identical π bonds." — it's 1σ + 1π.
F"All C-containing compounds are organic." — CO, CO₂, carbonates etc. are inorganic.
T"Hybridization = recombining s/p orbitals to make new orbitals with different shape, energy & direction."
T"σ bonds rotate freely; π bonds do not."
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McMurry & Ballantine 8e Ch 12 · TMU Slide pp.1–55 · Past Papers 2019–2022