Description
5-(4-Methylphenyl)sulfonyloxypentyl 4-methylbenzenesulfonate (CAS No. 24293-28-5) is a high-purity sulfonate ester compound with the molecular formula C19H24O6S2. This specialized chemical is characterized by its dual 4-methylbenzenesulfonate (tosylate) groups linked via a pentyl spacer, making it a valuable bifunctional reagent in organic synthesis and material science. With a molecular weight of 412.52 g/mol, it is commonly employed as a crosslinking agent or alkylating agent in polymer chemistry, pharmaceutical intermediates, and advanced material applications. The compound is supplied as a white to off-white crystalline solid with ≥95% purity (HPLC), ensuring consistency for research and industrial use. Proper storage at 2-8°C in a tightly sealed container under inert atmosphere is recommended to maintain stability.
Properties
- CAS Number: 24293-28-5
- Complexity: 560
- IUPAC Name: 5-(p-tolylsulfonyloxy)pentyl 4-methylbenzenesulfonate
- InChI: InChI=1S/C19H24O6S2/c1-16-6-10-18(11-7-16)26(20,21)24-14-4-3-5-15-25-27(22,23)19-12-8-17(2)9-13-19/h6-13H,3-5,14-15H2,1-2H3
- InChI Key: GMMNFKKJUMYAPM-UHFFFAOYSA-N
- Exact Mass: 412.10143083
- Molecular Formula: C19H24O6S2
- Molecular Weight: 412.5
- SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCCCCCOS(=O)(=O)C2=CC=C(C=C2)C
- Topological: 104
- Monoisotopic Mass: 412.10143083
- Synonyms: 5-(4-methylphenyl)sulfonyloxypentyl 4-methylbenzenesulfonate, 24293-28-5, DTXSID60305205, DTXCID70256335, pentane-1,5-diyl bis(4-methylbenzenesulfonate), 5-[(4-methylbenzenesulfonyl)oxy]pentyl 4-methylbenzene-1-sulfonate, NSC169724, SCHEMBL4812770, GMMNFKKJUMYAPM-UHFFFAOYSA-N, AKOS024430048, NSC-169724, 1,5-Pentanediol, bis(4-methylbenzenesulfonate), 5-([(4-Methylphenyl)sulfonyl]oxy)pentyl 4-methylbenzenesulfonate #, 5-{[(4-methylphenyl)sulfonyl]oxy}pentyl 4-methylbenzenesulfonate
Application
This compound serves as a versatile bifunctional alkylating agent in organic synthesis, particularly for introducing pentyl-linked tosylate moieties. Researchers utilize it in polymer crosslinking reactions to modify material properties such as thermal stability and mechanical strength. It also finds application in pharmaceutical intermediate synthesis where controlled alkylation is required. The dual tosylate groups enable efficient nucleophilic substitution reactions in multi-step synthetic pathways.
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