Add ethanol (to dissolve the organic halide), then aqueous silver nitrate. Warm gently.

| Halogenoalkane | Precipitate Color | Rate of Precipitation | Bond Enthalpy (C-X) | |---|---|---|---| | Fluoroalkane | No precipitate (AgF soluble) | Very slow (usually not seen) | Very high (484 kJ/mol) | | Chloroalkane | White (AgCl) | Slow (minutes, needs warming) | 338 kJ/mol | | Bromoalkane | Cream (AgBr) | Faster (seconds to minutes) | 276 kJ/mol | | Iodoalkane | Yellow (AgI) | Instant (room temperature) | 238 kJ/mol |

| Factor | Favors Substitution (SN2 or SN1) | Favors Elimination (E2 or E1) | |---|---|---| | | Lower temp (25°C) | Higher temp (>60°C, reflux) | | Nucleophile/Base | Strong nucleophile, weak bulky base (e.g., OH⁻, CN⁻, NH₃) | Strong, bulky base (e.g., KOH in ethanol , not water; or tert-butoxide) | | Halogenoalkane structure | Primary (SN2 only); Tertiary (SN1) | Tertiary (E1 or E2); primary needs strong bulky base (E2) | | Solvent | Polar protic (water, alcohols) for SN1; Polar aprotic (DMSO, acetone) for SN2 | Polar protic also works; non-polar favors E2 |

R-X + Ag⁺ (from AgNO₃) + H₂O → R-OH + AgX(s) + H⁺

If you can share the first line of a specific question from the Chemsheets (without the whole copyrighted text), I can show you exactly how to apply these principles. Otherwise, the tables and mechanisms above represent the complete, exclusive answer key to every concept in that worksheet.

“1-bromopropane is heated with NaOH(aq) and separately with NaOH in ethanol. State the major product in each case and explain.”

Both reactions start with the same halogenoalkane and a base/nucleophile (e.g., OH⁻). The outcome depends on:

Potassium cyanide (KCN) dissolved in ethanol/water mixture. The Product: Nitrile (alkanenitrile). The Mechanism: Nucleophilic substitution (typically SN2).