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About This Item
Linear Formula:
ClC(S)OC6F5
CAS Number:
Molecular Weight:
262.58
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
Pentafluorophenyl chlorothionoformate, 96%
InChI
1S/C7ClF5OS/c8-7(15)14-6-4(12)2(10)1(9)3(11)5(6)13
SMILES string
Fc1c(F)c(F)c(OC(Cl)=S)c(F)c1F
InChI key
DKFQHZNKNWNZCO-UHFFFAOYSA-N
assay
96%
form
liquid
refractive index
n20/D 1.481 (lit.)
bp
98-102 °C/50 mmHg (lit.)
density
1.635 g/mL at 25 °C (lit.)
functional group
chloro
fluoro
Application
Pentafluorophenyl chlorothionoformate may be used:
- as derivatizing agent during radical-chain deoxygenations of primary alcohols
- as a reagent during the conversion of ribonucleoside to arabinonucleosides
- as reagent during the conversion of 6,8-diethyl-7-hydroxy-5-propyl-hexahydro-indolizin-3-one to O-6,8-diethyl-octahydro-3-oxo-5-propylindolizin-7-yl benzothioate
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
188.6 °F - closed cup
flash_point_c
87 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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Ramaiah Kumareswaran et al.
The Journal of organic chemistry, 69(26), 9151-9158 (2004-12-22)
Starting from succinamide and 1,2-heptadiene-4-ol, a racemic allene-aldehyde substrate, 20, suitable for R(3)SiSnR'(3)-mediated cyclization was synthesized in six steps and in 21% yield. Stereoselective cyclization (relative cis configuration at the new stereogenic centers of the homoallyl alcohol generated) proceeded smoothly
The invention of radical reactions. Part XXI. Simple methods for the radical deoxygenation of primary alcohols.
Barton DHR, et al.
Tetrahedron, 47(43), 8969-8994 (1991)
Wang et al.
Organic letters, 2(2), 227-230 (2000-05-18)
[structures: see text] A regio- and stereoselective glycosylation of ribose tetraester with persilylated alloxazine to give either beta-N1 or beta-N3 nucleosides is described. The N3 product is potentially of interest as a fluorescent nucleoside and is predicted to have the
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