Ethanol → Sodium 10-bromodecane sulfonate

HRID 76121

Reaction equation

HRID 76121 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]Br.[S:13]([O-:16])([O-:15])=[O:14].[Na+:17].[Na+].C(O)C.BrCCS([O-])(=O)=O.[Na+]>O>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][S:13]([O-:16])(=[O:15])=[O:14].[Na+:17]

Participants

6

Reactant 4

HCID 702EthanolHCID 24437Sodium SulfiteHCID 2214831,10-DibromodecaneHCID 236667972-Bromoethanesulfonic acid, sodium salt

Product 1

HCID 23667836Sodium 10-bromodecane sulfonate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1,10-Dibromodecane (7.5 g, 25 mmol), sodium sulfite (1.4 g, 11 mmol), ethanol (25 mL) and water (20 mL) were reacted and worked up analogously to sodium 2-bromoethane sulfonate. Yield: 1.8 g (23%) colorless solid, melting point 342° C., IR (ATR): {tilde over (ν)}=3541 (s), 3481 (s), 2916 (s), 2874 (m), 2853 (s), 2095 (w), 1627 (m), 1472 (m), 1307 (w), 1281 (w), 1250 (w), 1230 (m), 1197 (m), 1178 (s), 1055 (m), 1044 (m), 968 (w), 796 (m), 721 (w), 640 (w), 608 cm−1 (m). HRMS (ESI) (C10H21BrNaO3S+): calculated 323.0287. found 323.0602, Δ=31.5 mmu.

Sources & evidence

ORD record
ord-5c224bff05fe40cfb69e18587acd3747
Source dataset
uspto-grants-2014_09
Patent number
US08835484B2

Linked notes

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