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22695

Sigma-Aldrich

8-Quinolinesulfonyl chloride

≥96.0% (AT)

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About This Item

Empirical Formula (Hill Notation):
C9H6ClNO2S
CAS Number:
18704-37-5
Molecular Weight:
227.67
Beilstein/REAXYS Number:
156347
EC Number:
242-515-5
MDL number:
MFCD00006808
UNSPSC Code:
12352100
PubChem Substance ID:
329752337

Quality Level

100

assay

≥96.0% (AT)

form

solid

mp

126-129 °C (lit.)
126-129 °C

solubility

methanol: soluble 10 mg/mL, clear, colorless to light yellow

SMILES string

ClS(=O)(=O)c1cccc2cccnc12

InChI

1S/C9H6ClNO2S/c10-14(12,13)8-5-1-3-7-4-2-6-11-9(7)8/h1-6H

InChI key

JUYUYCIJACTHMK-UHFFFAOYSA-N

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General description

8-Quinolinesulfonyl chloride reacts with aromatic/heterocyclic sulfonamides containing a free amino, imino, hydrazino or hydroxyl group to form water-soluble compounds[1].

Application

8-Quinolinesulfonyl chloride was used as a coupling reagent in oligonucleotide synthesis[2][3][4]. It was also used in the synthesis of olefins from secondary esters at moderate temperature[5]

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

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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H. Takaku et al.
The Journal of Organic Chemistry, 45, 3347-3347 (1980)
E.J. Corey et al.
The Journal of Organic Chemistry, 54, 389-389 (1989)
H. Takaku et al.
The Journal of Organic Chemistry, 48, 1399-1399 (1983)
H. Takaku et al.
The Journal of Organic Chemistry, 46, 589-589 (1981)
J Borras et al.
Bioorganic & medicinal chemistry, 7(11), 2397-2406 (2000-01-13)
Reaction of 20 aromatic/heterocyclic sulfonamides containing a free amino, imino, hydrazino or hydroxyl group, with 8-quinoline-sulfonyl chloride afforded a series of water-soluble (as hydrochloride or triflate salts) compounds. The new derivatives were assayed as inhibitors of the zinc enzyme carbonic
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