CHEBI:61544 - 5,5-dimethyl-3-[2-(tosyloxy)ethyl]dihydro-2(3H)-furanone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 5,5-dimethyl-3-[2-(tosyloxy)ethyl]dihydro-2(3H)-furanone
ChEBI ID CHEBI:61544
ChEBI ASCII Name 5,5-dimethyl-3-[2-(tosyloxy)ethyl]dihydro-2(3H)-furanone
Definition A butan-4-olide having a 2-(tosyloxy)ethyl group at the 3-position and two methyl substituents at the 5-position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C15H20O5S
Net Charge 0
Average Mass 312.38100
Monoisotopic Mass 312.10314
InChI InChI=1S/C15H20O5S/c1-11-4-6-13(7-5-11)21(17,18)19-9-8-12-10-15(2,3)20-14(12)16/h4-7,12H,8-10H2,1-3H3
InChIKey LKJRANIILUHHJW-UHFFFAOYSA-N
SMILES Cc1ccc(cc1)S(=O)(=O)OCCC1CC(C)(C)OC1=O
ChEBI Ontology
Outgoing 5,5-dimethyl-3-[2-(tosyloxy)ethyl]dihydro-2(3H)-furanone (CHEBI:61544) is a butan-4-olide (CHEBI:22950)
5,5-dimethyl-3-[2-(tosyloxy)ethyl]dihydro-2(3H)-furanone (CHEBI:61544) is a tosylate ester (CHEBI:83351)
IUPAC Name
2-(5,5-dimethyl-2-oxotetrahydrofuran-3-yl)ethyl 4-methylbenzenesulfonate
Synonyms Sources
3-[2-(tosyloxy)ethyl]-5,5-dimethylbutyrolactone ChEBI
3-[2-(tosyloxy)ethyl]-5,5-dimethyldihydro-2(3H)-furanone ChEBI
5,5-dimethyl-3-[(tosyloxy)ethyl]dihydro-2(3H)-furanone ChEBI
Citation
Franot C, Roberts DW, Smith RG, Basketter DA, Benezra C, Lepoittevin JP (1994)
Structure-activity relationships for contact allergenic potential of gamma,gamma-dimethyl-gamma-butyrolactone derivatives. 1. Synthesis and electrophilic reactivity studies of alpha-(omega-substituted-alkyl)-gamma,gamma-dimethyl-gamma-butyrolacton es and correlation of skin sensitization potential and cross-sensitization patterns with structure.
Chemical research in toxicology 7, 297-306 [PubMed:8075360]
[show Abstract]
Last Modified
20 October 2014