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1-Naphthalenesulfonyl chloride

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1-Naphthalenesulfonyl chloride Basic information

Product Name:
1-Naphthalenesulfonyl chloride
Synonyms:
  • 1-Naphthalenesulfonic acid chloride
  • Naphthalene-1-sulfonic acid chloride
  • 1-Naphthalenesulfonyl chloride,99%
  • Naphthalenesulfonyl chlorid
  • 1-Naphthalenesulfonyl chloride 97%
  • NAPHTHALENE-1-SULFONYL CHLORIDE
  • NAPHTHALENE-1-SULPHONYL CHLORIDE
  • NAPHTHOSULFOCHLORIDE
CAS:
85-46-1
MF:
C10H7ClO2S
MW:
226.68
EINECS:
201-609-6
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Organic Building Blocks
  • Sulfonyl Halides
  • Sulfur Compounds
  • Indazoles
  • Organic Building Blocks
  • Sulfonyl Halides
  • Sulfur Compounds
Mol File:
85-46-1.mol
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1-Naphthalenesulfonyl chloride Chemical Properties

Melting point:
64-67 °C (lit.)
Boiling point:
194-195 °C/13 mmHg (lit.)
Density 
1.3661 (estimate)
Flash point:
194-195°C/13mm
storage temp. 
Inert atmosphere,Room Temperature
solubility 
chloroform: soluble25mg/mL, clear to very slightly hazy, colorless to yellow
form 
powder to crystal
color 
White to Almost white
Water Solubility 
insoluble
Sensitive 
Moisture Sensitive
BRN 
2099333
CAS DataBase Reference
85-46-1(CAS DataBase Reference)
NIST Chemistry Reference
1-Naphthalenesulfonyl chlorine(85-46-1)
EPA Substance Registry System
1-Naphthalenesulfonyl chloride (85-46-1)
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Safety Information

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-36/37/39-45-27
RIDADR 
UN 3261 8/PG 2
WGK Germany 
3
10-21
Hazard Note 
Corrosive
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29049090

MSDS

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1-Naphthalenesulfonyl chloride Usage And Synthesis

Chemical Properties

white to beige crystalline powder

Uses

1-Naphthalenesulfonyl chloride has been used in the preparation of 5?-O-naphthaleneiulfonyldeoxyuridine and 1-sulfonylindazole derivatives. The derivatives of this compound is used for quantitative metabolome analysis New set of isotope reagents, 12C4-, 12C213C2-, and 13C4-5-diethylamino-naphthalene-1-sulfonyl chloride (DensCl), in combination with liquid chromatography Fourier-transform ion cyclotron resonance mass spectrometry (LC-FTICR-MS) is used for improved analysis of the amine- and phenol-containing submetabolome.

General Description

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

Purification Methods

If the IR indicates the presence of OH, then treat it with an equal weight of PCl5 and heat it at ca 100o for 2hours, cool and pour onto ice + H2O, stir well and filter off the solid. Wash the solid with cold H2O and dry the solid in a vacuum desiccator over P2O5 + solid KOH. Extract the solid with pet ether (b 40-60o), filter off any insoluble solid and cool. Collect the crystalline sulfonyl chloride and recrystallise it from dry Et2O, pet ether or *C6H6/pet ether. If large quantities are available, then it can be distilled under high vacuum. [Fierz-Davaid & Weissenbach Helv Chim Acta 3 2312 1920.] The sulfonamide crystallises from EtOH (m 150.5o) or H2O (m 153o). [Beilstein 11 H 175, 11 II 93, 11 IV 383.]

1-Naphthalenesulfonyl chloride Preparation Products And Raw materials

Raw materials

1-Naphthalenesulfonyl chlorideSupplier

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