ChemicalBook CAS DataBase List 1-Iodohexane

1-Iodohexane synthesis

10synthesis methods

Product Name:1-Iodohexane
CAS Number:638-45-9
Molecular formula:C6H13I
Molecular Weight:212.07

544-10-5 Synthesis

544-10-5
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$13.00/5g

638-45-9
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$6.00/5g

Yield:-

Reaction Conditions:

with sodium iodide in acetone at 80; under 1500.15 Torr; for 0.166667 h;Microwave irradiation;

Steps:

12.2
Method 2 1-Chlorohexane (183 mg, 1.52 mmol) was dissolved together with Sodium iodide (271 mg, 1.81 mmol) in acetone (3 mL) and treated with microwave (180 Watt, 2 bar, 80° C, 10 min). The Sodium-chloride was removed by filtration and to the clear solution containing 1-lodo-hexane was added compound (3) (230 mg, 0.99 mmol) and K₂CO₃ (1.10 g, 8.0 mmol) and treated with 1 mL acetone and then with microwave (180 Watt, max. 5 bar, 100°C, 40 min) Following the reaction the mixture was filtrated, washed with CH₂Cl₂ and the solvent removed in vacuo. The crude product was purified by ftash-chromatography seperating the diastereomers (2 cm, 10 mL, Petrolether:Ethylacetat = 8:2, (12): R_f= 0.28, (13): R_f= 0.23). Total yield 276 mg (88 %).(12): Slightly yellow oil C₂₀H₃₁NO₂ (317.5) E:Ber.: C 75.67; H 9.84; N 4.41 Gef.: C 75.79; H 10.13; N 4.37. MS(El):m/z (%) = 317 [M⁺], 286 [M⁺ -OCH₃], 246 [M⁺ -(CH₂)₄ CH₃]. IR:v (cm^-1) = 2925 (v C-H), 1445 (δ -CH₂-), 1386 (δ -CH₃), 1077 (v C-O), 752 (δ C-H). ¹H-NMR (CDCl₃): δ (ppm) = 0.84 - 0.87 (m, 3 H, (CH₂)₅CH₃), 1.20 - 1.32 (m, 6 H, CH₂CH₂(CH₂)₃CH₃), 1.42 - 1.51 (m, 2 H, CH₂CH₂(CH₂)₃CH₃), 1.63 - 1.66 (m, 1 H, CH₂CH₂CH₂N), 1.76 - 1.84 (m, 1 H, CH₂CH₂CH₂N), 1.95 - 2.10 (m, 3 H, CH₂CH₂CH₂N (2 H), CH₂CH₂CH₂N (1 H)), 2.15 - 2.29 (m, 2 H, CH₂CH₂CH₂N, NCH₂(CH₂)₄CH₃), 2.39 - 2.47 (m, 1 H, NCH₂(CH₂)₄CH₃), 2.85 - 3.06 (m, 4 H, (CH₂)₃NCH₂, ArCH₂CH), 3.49 (s, 3 H, OCH₃), 5.08 (t, J = 3.9 Hz, 1 H, ArCH₂CH), 7.09 - 7.21 (m, 4 H, aromat. H).