CHEBI:51094 - tosyl group

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ChEBI Name tosyl group
ChEBI ID CHEBI:51094
Definition A group, usually derived from the compound 4-toluenesulfonyl chloride, which forms esters and amides of toluenesulfonic acid; often used as a protecting group for alcohols and amines in organic synthesis reactions.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C7H7O2S
Net Charge 0
Average Mass 155.19400
Monoisotopic Mass 155.01668
SMILES Cc1ccc(cc1)S(-*)(=O)=O
Roles Classification
Application(s): protecting group
A group that is introduced into a molecule by chemical modification of a functional group in order to obtain chemoselectivity in a subsequent chemical reaction.
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ChEBI Ontology
Outgoing tosyl group (CHEBI:51094) has role protecting group (CHEBI:51087)
tosyl group (CHEBI:51094) is a sulfonyl groups (CHEBI:51100)
tosyl group (CHEBI:51094) is substituent group from toluene-4-sulfonic acid (CHEBI:27849)
IUPAC Names
(4-methylphenyl)(dioxido)-λ6-sulfanyl
(4-methylphenyl)sulfonyl
Synonyms Sources
p-tolylsulfonyl ChEBI
p-tolylsulfonyl group ChEBI
Ts group ChEBI
Citation Waiting for Citations Type Source
13867017 PubMed citation Europe PMC
Last Modified
20 October 2014