🚀 Quick Guide: How to Make Haloalkanes
Haloalkanes (alkyl halides) pop up everywhere—from anesthetics to PVC pipes. Below you’ll find student-friendly tricks to whip them up in the lab, plus NEET-worthy highlights.
1 🎯 From Alcohols (R-OH ➔ R-X)
- With Concentrated HX
R-OH + HX \(\xrightarrow[\text{ZnCl}_2]{\text{heat}}\) R-X + H2O
• ZnCl2 helps primary and secondary alcohols.
• Tertiary alcohols just shake with HCl—no heat!
• Reactivity order: 3° > 2° > 1° :contentReference[oaicite:0]{index=0} - With Phosphorus Halides
3 R-OH + PCl3 → 3 R-Cl + H3PO3
(PBr3 and PI3 form in situ from red P + Br2/I2) :contentReference[oaicite:1]{index=1} - With Thionyl Chloride (SOCl2)
R-OH + SOCl2 → R-Cl + SO2 ↑ + HCl ↑
• Both by-products are gases, so you collect almost pure R-Cl. 😊 :contentReference[oaicite:2]{index=2}
2 🔥 From Hydrocarbons
2.1 Alkanes → Haloalkanes (Free-Radical Steps)
- Cl2 or Br2 + light/heat breaks into radicals.
- You get a messy mix of mono- and poly-halogen products—separating them is tough. :contentReference[oaicite:3]{index=3}
2.2 >Alkenes → Haloalkanes
- Add HX (Markovnikov rule)
Propene + HBr gives mostly 2-bromopropane.
\( \mathrm{CH_3CH\!=\!CH_2 + HBr \rightarrow CH_3CHBrCH_3} \) :contentReference[oaicite:4]{index=4} - Add X2 (Br2/Cl2)
Bromine in CCl4 loses its brown color—hello, vic-dibromide! 🧪 :contentReference[oaicite:5]{index=5}
3 🔄 Halogen Exchange
- Finkelstein Reaction
R-Cl (or R-Br) + NaI (dry acetone) → R-I + NaCl↓ (or NaBr↓)
• Precipitated salt drives the reaction forward. :contentReference[oaicite:6]{index=6} - Swarts Reaction
R-Cl (or R-Br) + AgF → R-F + AgCl↓
• CoF2, SbF3, Hg2F2 also work. :contentReference[oaicite:7]{index=7}
🌟 High-Yield NEET Nuggets
- Thionyl chloride makes pure R-Cl because SO2 and HCl escape as gases. :contentReference[oaicite:8]{index=8}
- Order of alcohol reactivity with HX: 3° > 2° > 1°. :contentReference[oaicite:9]{index=9}
- Markovnikov addition decides the major haloalkane from alkenes. :contentReference[oaicite:10]{index=10}
- Finkelstein swaps Cl/Br for I using NaI in dry acetone—watch the precipitate. :contentReference[oaicite:11]{index=11}
- Swarts is your go-to for R-F; AgF (or similar) pulls it off smoothly. :contentReference[oaicite:12]{index=12}
Keep practicing mechanisms, and you’ll ace those haloalkane questions! 💪