3-Chloro-2-methyl-1-propene → Sodium Chloride

HRID 983670Notes

Reaction equation

HRID 983670 reaction equation
[CH2:1]([Cl:5])[C:2](=[CH2:4])[CH3:3].[S:6]([O-:9])([O-:8])=[O:7].[Na+:10].[Na+]>>[CH2:1]([S:6]([O-:9])(=[O:8])=[O:7])[C:2](=[CH2:4])[CH3:3].[Na+:10].[Cl-:5].[Na+:10]

Participants

4

Reactant 2

HCID 112413-Chloro-2-methyl-1-propeneHCID 24437Sodium Sulfite

Product 2

HCID 5234Sodium ChlorideHCID 23663624Sodium 2-methylprop-2-ene-1-sulfonate

Procedure

In the first synthetic route, isobutene is reacted with chlorine to form the intermediate methallyl chloride. This compound reacts with sulfites to give the target products. For example, the reaction of methallyl chloride with sodium sulfite gives sodium methallylsulfonate and sodium chloride. Disadvantages of this synthesis are that the molar yield of target product is only 85% based on isobutene and inorganic chlorides are formed as coproducts and organic chlorine compounds are formed as by-products.

Workup

  1. customto give the target products

Sources & evidence

ORD record
ord-8c6e055a6b254dd286e1372d5bdc60d9
Source dataset
uspto-grants-2005_03
Patent number
US06864388B2

Reaction notes

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