1-Naphthalenesulfonyl chloride

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
1-Naphthalenesulfonyl chloride Structure
1-Naphthalenesulfonyl chloride Chemical Properties
Melting point 64-67 °C (lit.)
Boiling point 194-195 °C/13 mmHg (lit.)
density 1.3661 (estimate)
Fp 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 Reference85-46-1(CAS DataBase Reference)
NIST Chemistry Reference1-Naphthalenesulfonyl chlorine(85-46-1)
EPA Substance Registry System1-Naphthalenesulfonyl chloride (85-46-1)
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 Information
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1-Naphthalenesulfonyl chloride Usage And Synthesis
Chemical Propertieswhite to beige crystalline powder
Uses1-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 Description1-Naphthalenesulfonyl chloride undergoes desulfitative carbonylative Stille cross-coupling reaction with tinglucal derivative.
Purification MethodsIf 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.]
Methylene Chloride Benzyl chloride 2-NAPHTHALENESULFONYL CHLORIDE,b-Naphthalenesulfonyl chloride Calcium chloride 1-Naphthalenesulfonyl chloride Sodium chloride N-Acetylsulfanilyl chloride Acetyl chloride Dansyl chloride Choline chloride Methanesulfonyl chloride Tosyl chloride Sulfuryl chloride Benzenesulfonyl chloride Ammonium chloride 4-Nitrobenzenesulfonyl chloride Polyvinyl chloride 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile

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