Ethanol → 5-Bromo-1-pentanesulfonic Acid Sodium Salt

HRID 76120Notes

Reaction equation

HRID 76120 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]Br.[S:8]([O-:11])([O-:10])=[O:9].[Na+:12].[Na+].C(O)C.BrCCS([O-])(=O)=O.[Na+]>O>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][S:8]([O-:11])(=[O:10])=[O:9].[Na+:12]

Participants

6

Reactant 4

HCID 702EthanolHCID 81001,5-DibromopentaneHCID 24437Sodium SulfiteHCID 236667972-Bromoethanesulfonic acid, sodium salt

Product 1

HCID 236678325-Bromo-1-pentanesulfonic Acid Sodium Salt

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1,5-Dibromopentane (16.4 g, 71 mmol), sodium sulfite (3 g, 24 mmol), ethanol (25 mL) and water (20 mL) were reacted and worked up analogously to sodium 2-bromoethane sulfonate. Yield: 7.4 g (41%) colorless solid. IR (ATR): {tilde over (ν)}=3485 (m), 3411 (w), 2978 (w), 2930 (m), 2908 (w), 2895 (w), 2867 (w), 2851 (w), 1636 (w), 1616 (w), 1487 (w), 1466 (m), 1410 (w), 1390 (w), 1329 (w), 1314 (w), 1293 (w), 1262 (w), 1224 (m), 1207 (s), 1180 (s), 1044 (s), 988 (w), 938 (w), 823 (w), 804 (w), 792 (w), 729 (w), 618 cm−1 (w). HRMS (ESI) (C5H11BrNaO3S+): calculated 252.9504. found 252.9820, Δ=31.6 mmu.

Sources & evidence

ORD record
ord-3ad49e98dde24727a4f3de9f60e14995
Source dataset
uspto-grants-2014_09
Patent number
US08835484B2

Reaction notes

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