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26475

Sigma-Aldrich

O-(p-Tolyl) chlorothionoformate

≥97.0%

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$186.00

About This Item

Linear Formula:
ClC(S)OC6H4CH3
CAS Number:
Molecular Weight:
186.66
Beilstein/REAXYS Number:
1448986
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$186.00


In StockDetails


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assay

≥97.0%

refractive index

n20/D 1.573 (lit.)
n20/D 1.573

bp

245 °C (lit.)
50 °C/0.2 mmHg (lit.)

density

1.225 g/mL at 25 °C (lit.)

functional group

chloro

storage temp.

2-8°C

SMILES string

Cc1ccc(OC(Cl)=S)cc1

InChI

1S/C8H7ClOS/c1-6-2-4-7(5-3-6)10-8(9)11/h2-5H,1H3

InChI key

UNCAXIZUVRKBMN-UHFFFAOYSA-N

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Application

O-(p-Tolyl) chlorothionoformate has been used in the synthesis of:
  • α-L-2′-deoxythreofuranosyl nucleoside analogs[1]
  • alkenes from hindered alcohols[2][3][4]

Other Notes

Synthesis of alkenes from hindered alcohols[2][3][4]

pictograms

Skull and crossbonesCorrosion

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Inhalation - Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

204.8 °F - closed cup

flash_point_c

96 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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A.P. Neary et al.
Journal of the Chemical Society. Chemical Communications, 1090-1090 (1989)
H. Gerlach et al.
Helvetica Chimica Acta, 55, 2277-2277 (1972)
H. Gerlach et al.
Journal of the Chemical Society. Chemical Communications, 1215-1215 (1972)
Kiran S Toti et al.
European journal of medicinal chemistry, 46(9), 3704-3713 (2011-06-15)
The synthesis of a series of α-L-2'-deoxythreofuranosyl nucleosides featuring the nucleobases A, T, C and U is described in seven steps from 1,2-O-isopropyledene-α-L-threose, involving a Vorbrüggen coupling and a Barton-McCombie deoxygenation protocol as the key steps. All analogues, including a

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