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235881

Sigma-Aldrich

1-Naphthalenesulfonyl chloride

97%

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Empirical Formula (Hill Notation):
C10H7ClO2S
CAS Number:
85-46-1
Molecular Weight:
226.68
Beilstein:
2099333
EC Number:
201-609-6
MDL number:
MFCD00003984
UNSPSC Code:
12352100
PubChem Substance ID:
24854123
NACRES:
NA.22

Quality Level

100

Assay

97%

bp

194-195 °C/13 mmHg (lit.)

mp

64-67 °C (lit.)

solubility

chloroform: soluble 25 mg/mL, clear to very slightly hazy, colorless to yellow

SMILES string

ClS(=O)(=O)c1cccc2ccccc12

InChI

1S/C10H7ClO2S/c11-14(12,13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

InChI key

DASJFYAPNPUBGG-UHFFFAOYSA-N

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General description

1-Naphthalenesulfonyl chloride undergoes desulfitative carbonylative Stille cross-coupling reaction with tinglucal derivative.

Application

1-Naphthalenesulfonyl chloride has been used in the preparation of:
  • 5′-O-naphthaleneiulfonyldeoxyuridine
  • 1-sulfonylindazole derivatives

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A simple method for the synthesis of O2, 5′-cyclodeoxyuridine.
Tang SS and Roth JS.
Tetrahedron Letters, 9(17), 2123-2125 (1968)
Aryl and arylmethyl C-glycosides through desulfitative stille and carbonylative stille cross-coupling of tinglycals and sulfonyl chlorides.
Dubbaka SR, et al.
Synlett, 2004(07), 1235-1238 (2004)
Kevin G Liu et al.
Bioorganic & medicinal chemistry letters, 19(9), 2413-2415 (2009-04-07)
As part of our continuing efforts to identify therapeutics for CNS diseases, such as schizophrenia and Alzheimer's disease (AD), we have been focused on the 5-HT(6) receptor in an attempt to identify ligands as a potential treatment for cognitive dysfunction.
Alaa Khedr et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1160, 122383-122383 (2020-09-20)
A sensitive liquid chromatography-tandem mass spectrometry (LC-MS) method was developed for the screening of five β-blockers (BBs), including atenolol, metoprolol, bisoprolol, propranolol, and betaxolol, in rabbit plasma. An inhouse prepared hydrazonoyl chloride compound (UOSA54) and dansyl chloride (DNS) were successfully

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