480584
1-Cyclohexenyl trifluoromethanesulfonate
97%
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About This Item
Empirical Formula (Hill Notation):
C7H9F3O3S
CAS Number:
Molecular Weight:
230.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
1-Cyclohexenyl trifluoromethanesulfonate, 97%
InChI
1S/C7H9F3O3S/c8-7(9,10)14(11,12)13-6-4-2-1-3-5-6/h4H,1-3,5H2
SMILES string
FC(F)(F)S(=O)(=O)OC1=CCCCC1
InChI key
WVSCRRLWRRANJY-UHFFFAOYSA-N
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
Quality Level
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. The asymmetric Heck reaction of 1-cyclohexenyl trifluoromethanesulfonate using palladium complexes of phosphine oxazoline ligand has been studied.
Storage Class
10 - Combustible liquids
wgk
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)
Regulatory Information
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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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