61855-71-8

Basic information

• Product Name: Benzenesulfonic acid, 4-chloro-, 2-bromoethyl ester
• CAS NO: 61855-71-8
• Molecular Formula: C8H8BrClO3S
• Molecular Weight: 299.573
• Mol File: 61855-71-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzenesulfonic acid, 4-chloro-, 2-bromoethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonic acid, 4-chloro-, 2-bromoethyl ester(61855-71-8)
• EPA Substance Registry System: Benzenesulfonic acid, 4-chloro-, 2-bromoethyl ester(61855-71-8)

Safety Data

• Hazardous Substances Data: 61855-71-8(Hazardous Substances Data)

Upstream product

• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 540-51-2 2-bromoethanol 
• 98-66-8 4-chloro-benzenesulfonic acid 

Downstream Products

• 20443-71-4 ethyl chlorobenzene-p-sulphonate 
• 1875-88-3 2-(4-Chlorophenyl)ethanol 

Relevant articles and documents

Smiles-type free radical rearrangement of aromatic sulfonates and sulfonamides: Syntheses of arylethanols and arylethylamines

Smiles-type free radical rearrangements of arenesulfonates and arenesulfonamides are exploited for synthetic purposes. 4-Substituted benzenesulfonates cause Smiles-type rearrangement only when substituted by an electron withdrawing group. Therefore, ipso-sttack by an alkyl radical on arenesulfonates takes place in an electrophilic manner. Arenesulfonamides rearrange only when the amide nitrogen is substituted by an alkoxycarbonyl group, due to the electron withdrawing nature of this group. Sulfonates and the N-ethoxycarbonylsulfonamide derivatives of naphthalene, quinoline, and thiophene cause more rearrangement and show synthetic utility. Aromatic amino acid analogues were synthesized by Smiles-type rearrangement with moderate yields. The radical Smiles-type rearrangement of sulfonate and sulfonamide derivatives can be a useful synthetic route when we understand the electronic character of these reactions.