Skip to Content
MilliporeSigma
All Photos(1)

Documents

347973

Sigma-Aldrich

Pentafluorophenyl chlorothionoformate

96%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
ClC(S)OC6F5
CAS Number:
135192-53-9
Molecular Weight:
262.58
MDL number:
MFCD00075405
UNSPSC Code:
12352100
PubChem Substance ID:
24861540
NACRES:
NA.22

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.)

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
  • 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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service