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About This Item
Linear Formula:
ClC(S)OC6F5
CAS Number:
Molecular Weight:
262.58
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
SMILES string
Fc1c(F)c(F)c(OC(Cl)=S)c(F)c1F
InChI
1S/C7ClF5OS/c8-7(15)14-6-4(12)2(10)1(9)3(11)5(6)13
InChI key
DKFQHZNKNWNZCO-UHFFFAOYSA-N
Application
Pentafluorophenyl chlorothionoformate may be used:
- as derivatizing agent during radical-chain deoxygenations of primary alcohols[1]
- as a reagent during the conversion of ribonucleoside to arabinonucleosides[2]
- 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[3]
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
188.6 °F - closed cup
Flash Point(C)
87 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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)
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