CAS 433-06-7|2,2,2-Trifluoroethyl 4-toluenesulphonate 98%|2,2,2-trifluoroethyl 4-methylbenzenesulfonate|2,2,2-trifluoroethyl 4-methylbenzene-1-sulfonate|2,2,2-trifluoroethyl 4-methylbenzenesulfonate...

General Information

Structure

Molecular Formula

C₉H₉F₃O₃S

Molecular Mass

254.2261696

Exact Mass

254.02244981

Charge

InChI

InChI=1S/C9H9F3O3S/c1-7-2-4-8(5-3-7)16(13,14)15-6-9(10,11)12/h2-5H,6H2,1H3

InChIKey

IGKCQDUYZULGBM-UHFFFAOYSA-N

Canonic Smiles

FC(COS(=O)(=O)c1ccc(cc1)C)(F)F

Isomeric Smiles

S(=O)(=O)(c1ccc(cc1)C)OCC(F)(F)F

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

3.0006309

LogD (pH = 7.4)

3.0006309

Log P

3.0006309

Molar Refractivity

51.6541

Polarizability

20.136341

Polar Surface Area

43.37

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC Traditional name

2,2,2-trifluoroethyl 4-methylbenzenesulfonate

Synonyms

2,2,2-Trifluoroethyl 4-toluenesulphonate 98%2,2,2-trifluoroethyl 4-methylbenzenesulfonate2,2,2-Trifluoroethyl p-toluenesulfonate2,2,2-三氟乙基对甲苯磺酸酯2,2,2-三氟乙基对甲苯磺酸酯p-Toluenesulfonic acid 2,2,2-trifluoroethyl ester

IUPAC name

2,2,2-trifluoroethyl 4-methylbenzene-1-sulfonate

Names and Identifiers

Registration numbers

MDL Number

CAS Number

PubChem SID

EC Number

PubChem CID

Beilstein Number

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Apollo Scientific

PC7376

Useful reagent for introduction of trifluoroethyl group

Sigma Aldrich

177822

Packaging
50 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Alkylating agent for introduction of the trifluoroethyl group.

• Metallation by LDA leads to 2,2-difluoro-1-tosyloxyvinyllithium, which adds quantitatively to carbonyl groups. Acid hydrolysis leads to ɑ-tosyloxy acrylates, which can be hydrolyzed to ɑ-keto acids by base: Tetrahedron Lett., 4809 (1978):

• n-BuLi at -78^o has also been used by Ichikawa's group to generate the vinyllithium intermediate, which undergoes boron or copper mediated reactions yielding 2,2-difluorovinyl ketones and other products. See, e.g.: Tetrahedron Lett., 33, 337 (1992); Tetrahedron, 50, 11637 (1994); J. Org. Chem., 60, 2320 (1995).

References

Bioactivity

PubChem BioAssay

Bioactivity