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Sigma-Aldrich

1-Cyclohexenyl trifluoromethanesulfonate

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5 G
$201.40

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5 G
$201.40

About This Item

Empirical Formula (Hill Notation):
C7H9F3O3S
CAS Number:
28075-50-5
Molecular Weight:
230.20
MDL number:
MFCD06411281
UNSPSC Code:
12352100
PubChem Substance ID:
24871697
NACRES:
NA.22

$201.40

List Price$212.00
Web-Only Promotion

Available to ship onApril 15, 2025Details

Request a Bulk Order

Quality Level

100

assay

97%

bp

84-87 °C/4 mmHg (lit.)

density

1.315 g/mL at 25 °C (lit.)

functional group

fluoro
triflate

storage temp.

2-8°C

SMILES string

FC(F)(F)S(=O)(=O)OC1=CCCCC1

InChI

1S/C7H9F3O3S/c8-7(9,10)14(11,12)13-6-4-2-1-3-5-6/h4H,1-3,5H2

InChI key

WVSCRRLWRRANJY-UHFFFAOYSA-N

Related Categories

General description

1-Cyclohexenyl trifluoromethanesulfonate, also known as 1-cyclohexenyl triflate, is a cyclohexenyl sulfonate. Its trifluoromethylation reaction in the presence of different monodentate biaryl phosphine ligands has been investigated.[1] The asymmetric Heck reaction of 1-cyclohexenyl trifluoromethanesulfonate using palladium complexes of phosphine oxazoline ligand has been studied.[2]

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

160.0 °F - closed cup

flash_point_c

71.1 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR5667
MKCL9805
MKBQ5325V
MKBQ3728V
MKBN5214V

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Proline derived phosphine-oxazoline ligands in the asymmetric Heck reaction.
Gilbertson SR, et al.
Tetrahedron Letters, 42(3), 365-368 (2001)
Eun Jin Cho et al.
Organic letters, 13(24), 6552-6555 (2011-11-25)
A method for the palladium-catalyzed trifluoromethylation of cyclohexenyl sulfonates has been developed. Various cyclohexenyl triflates and nonaflates underwent trifluoromethylation under mild reaction conditions using a catalyst system composed of Pd(dba)(2) or [(allyl)PdCl](2) and the monodentate biaryl phosphine ligand (t)BuXPhos. The

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