Methanesulfonyl chloride → HCID 86596594, compound

HRID 899938Notes

Reaction equation

HRID 899938 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[OH:6][CH2:7][CH2:8][CH2:9][Si:10]([CH3:38])([CH3:37])[O:11][Si:12]([O:29][Si:30]([CH3:36])([CH3:35])[CH2:31][CH2:32][CH2:33][OH:34])([O:21][Si:22]([CH3:28])([CH3:27])[CH2:23][CH2:24][CH2:25][OH:26])[O:13][Si:14]([CH3:20])([CH3:19])[CH2:15][CH2:16][CH2:17][OH:18]>N1C=CC=CC=1>[CH3:1][S:2]([O:6][CH2:7][CH2:8][CH2:9][Si:10]([CH3:37])([CH3:38])[O:11][Si:12]([O:29][Si:30]([CH3:35])([CH3:36])[CH2:31][CH2:32][CH2:33][O:34][S:2]([CH3:1])(=[O:4])=[O:3])([O:13][Si:14]([CH3:19])([CH3:20])[CH2:15][CH2:16][CH2:17][O:18][S:2]([CH3:1])(=[O:4])=[O:3])[O:21][Si:22]([CH3:28])([CH3:27])[CH2:23][CH2:24][CH2:25][O:26][S:2]([CH3:1])(=[O:4])=[O:3])(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 86596595HCID 86596595, compound

Product 1

HCID 86596594HCID 86596594, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Tetrakis(bromopropyldimethylsiloxy)silane was synthesized by the following reactions starting from tetrakis(dimethylsiloxy)silane. Thus, allyloxytrimethylsilane was reacted with tetrakis(dimethylsiloxy)silane in the presence of a platinum 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex as catalyst to produce tetrakis(trimethylsiloxypropyldimethylsiloxy)silane, from which the trimethylsiloxy group was subsequently eliminated by the action of excess methanol to give tetrakis(hydroxypropyldimethylsiloxy)silane. Methanesulfonyl chloride was then reacted in pyridine with the tetrakis(hydroxypropyldimethylsiloxy)silane to give tetrakis(methanesulfonyloxypropyldimethylsiloxy)silane, which was subsequently reacted with sodium bromide in DMF to give tetrakis(bromopropyldimethylsiloxy)silane:

Sources & evidence

ORD record
ord-a0725009ce614a9e9191ffecb9742058
Source dataset
uspto-grants-2008_04
Patent number
US07354982B2

Reaction notes

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