1-Naphthalenesulfonyl chloride

Base Information

• Chemical Name: 1-Naphthalenesulfonyl chloride
• CAS No.: 85-46-1
• Molecular Formula: C10H7ClO2S
• Molecular Weight: 226.683
• Hs Code.: 29049090
• European Community (EC) Number: 201-609-6
• NSC Number: 74636
• UNII: 3WYX4I0SJR
• DSSTox Substance ID: DTXSID6058922
• Nikkaji Number: J60.081D
• Wikidata: Q72493499
• Mol file: 85-46-1.mol

Synonyms:1-Naphthalenesulfonyl chloride;85-46-1;naphthalene-1-sulfonyl chloride;Naphthalenesulfonyl chloride;1-Naphthylsulfonyl chloride;1-naphthalenesulfonylchloride;Naphthalene-1-sulphonyl chloride;alpha-Naphthalenesulfonyl chloride;NSC 74636;3WYX4I0SJR;1-Chlorosulfonylnaphthalene;26588-36-3;alpha-Naphthalenesulfochloride;1-Naphthalenesulfonyl chlorine;.alpha.-Naphthalenesulfochloride;.alpha.-Naphthalenesulfonyl chloride;EINECS 201-609-6;NSC-74636;AI3-19494;MFCD00003984;Naphthalinsulfochlorid;naphthylsulfonylchloride;naphthylsulfonyl chloride;naphthylsulphonyl chloride;naphthalenesulfonylchloride;1-naphthylsulfonylchloride;UNII-3WYX4I0SJR;1-naphtylsulfonyl chloride;1-napthalenesufonylchloride;1-napthalenesulfonylchloride;naphthalen-1-sulfonylchlorid;naphthalene-sulfonyl chloride;1-naphtalenesulfonyl chloride;SCHEMBL57524;l-naphthalenesulfonyl chloride;1-naphthalene sulfonylchloride;naphthalene-1-sulfonylchloride;naphtalene-1-sulfonyl chloride;Naphthalene-1-sulfonyl chlorde;1-naphthalene sulfonyl chloride;1-Naphthalene-sulfonyl chloride;alpha-naphthalenesulfonylchloride;DTXSID6058922;1 -naphthalene sulfonyl chloride;1-naphthalenesulfonic acid chloride;NSC74636;STR06124;Naphthalene-1-sulfonic acid chloride;naphthalene-4-sulfonic acid chloride;1-Naphthalenesulfonyl chloride, 97%;NAPHTHALEN-1-SULFONYL CHLORIDE;AKOS002669428;alpha-naphthalenesulfonic acid chloride;CS-W004124;FT-0608107;N0017;EN300-100371;A841335;J-523449;F0001-2143

Chemical Property of 1-Naphthalenesulfonyl chloride

Chemical Property:

• Appearance/Colour: white to beige crystalline powder
• Vapor Pressure: 0.000143mmHg at 25°C
• Melting Point: 64-67 °C(lit.)
• Refractive Index: 1.643
• Boiling Point: 343.1 °C at 760 mmHg
• Flash Point: 161.3 °C
• PSA: 42.52000
• Density: 1.414 g/cm³
• LogP: 3.84810
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• Solubility.: chloroform: soluble25mg/mL, clear to very slightly hazy, colorle
• Water Solubility.: insoluble
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 225.9855283
• Heavy Atom Count: 14
• Complexity: 294

Purity/Quality:

1-Naphthalenesulfonyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2S(=O)(=O)Cl
• 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.

Technology Process of 1-Naphthalenesulfonyl chloride

There total 15 articles about 1-Naphthalenesulfonyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

α-naphthylsulfonyl hydrazide (65227-54-5) → 1-Naphthalenesulfonyl chloride (85-46-1)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 2h;

DOI:10.3390/molecules26185551

Reference yield: 94.0%

sodium 1-naphthalenesulfonate (130-14-3) → 1-Naphthalenesulfonyl chloride (85-46-1)

Guidance literature:

With trichlorophosphate; In sulfolane; acetonitrile; at 68 - 72 ℃; for 0.666667h;

DOI:10.1055/s-1982-29823

Reference yield: 92.0%

→ 1-Naphthalenesulfonyl chloride (85-46-1)

Guidance literature:

upstream raw materials:

naphthalene

sodium 1-naphthalenesulfonate

1-naphthalenesulfonic acid

1-amino-naphthalene

Downstream raw materials:

3-(3-Cyano-phenyl)-2-(naphthalene-1-sulfonylamino)-propionic acid

Nα-(1-Naphthylsulfonyl)-3-carbamoylphenylalanin

Nα-(1-Naphthylsulfonyl)-4-cyanphenylalanin

2-(Naphthalene-1-sulfonylamino)-3-phenyl-propionic acid

Refernces

• 1、 Sohrabnezhad, Samira,Bahrami, Kiumars,Hakimpoor, Farahman. "High yielding protocol for direct conversion of thiols to sulfonyl chlorides and sulfonamides". . p. 256 - 264. Retrieved 2019/02/06.
• 2、 Debergh, J. Robb,Niljianskul, Nootaree,Buchwald, Stephen L.. "Synthesis of aryl sulfonamides via palladium-catalyzed chlorosulfonylation of arylboronic acids". supporting information. p. 10638 - 10641. Retrieved 2013/08/23.