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26475

Sigma-Aldrich

O-(p-Tolyl) chlorothionoformate

≥97.0%

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About This Item

Linear Formula:
ClC(S)OC6H4CH3
CAS Number:
937-63-3
Molecular Weight:
186.66
Beilstein:
1448986
EC Number:
213-333-3
MDL number:
MFCD00014466
UNSPSC Code:
12352100
PubChem Substance ID:
57648177
NACRES:
NA.22

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
  • alkenes from hindered alcohols

Other Notes

Synthesis of alkenes from hindered alcohols

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H314,H331

Hazard Classifications

Acute Tox. 3 Inhalation - Skin Corr. 1B

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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H. Gerlach et al.
Helvetica Chimica Acta, 55, 2277-2277 (1972)
A.P. Neary et al.
Journal of the Chemical Society. Chemical Communications, 1090-1090 (1989)
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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