2-Naphthalenesulfonyl chloride

Base Information

• Chemical Name: 2-Naphthalenesulfonyl chloride
• CAS No.: 93-11-8
• Molecular Formula: C10H7ClO2S
• Molecular Weight: 226.683
• Hs Code.: 29049020
• European Community (EC) Number: 202-219-9
• NSC Number: 133893
• UNII: W3N8WRJ279
• DSSTox Substance ID: DTXSID5059080
• Nikkaji Number: J94.937J
• Wikidata: Q72493497
• Mol file: 93-11-8.mol

Synonyms:2-naphthalenesulfonyl chloride

Chemical Property of 2-Naphthalenesulfonyl chloride

Chemical Property:

• Appearance/Colour: light yellow to beige powder
• Vapor Pressure: 2.23E-05mmHg at 25°C
• Melting Point: 74-76 °C(lit.)
• Refractive Index: 1.643
• Boiling Point: 371.3 °C at 760 mmHg
• Flash Point: 178.4 °C
• PSA: 42.52000
• Density: 1.414 g/cm³
• LogP: 3.84810
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: soluble in Toluene
• Water Solubility.: insoluble
• XLogP3: 1.9
• 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:

99% ^*data from raw suppliers

2-Naphthalenesulfonyl Chloride >98.0%(GC)(T) ^*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=C(C=CC2=C1)S(=O)(=O)Cl
• Uses: 2-Naphthalenesulfonyl chloride was employed as capping reagent for primary amine to convert histamine to a selective histamine H3-receptor antagonist. It was used for pre-column derivatization during the high-performance liquid chromatographic assay of neomycin sulfate.

Technology Process of 2-Naphthalenesulfonyl chloride

There total 19 articles about 2-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%

2-naphthylsulfonyl hydrazide (10151-46-9) → 2-Naphthalenesulfonyl chloride (93-11-8)

Guidance literature:

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

DOI:10.3390/molecules26185551

Reference yield: 98.0%

2-Naphthalenethiol (91-60-1) → 2-Naphthalenesulfonyl chloride (93-11-8)

Guidance literature:

With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide; tetrabutyl-ammonium chloride; water; In acetonitrile; at 0 - 20 ℃; for 0.333333h;

DOI:10.5012/bkcs.2011.32.10.3692

Reference yield: 98.0%

bis(2-naphthyl)disulfide (5586-15-2) → 2-Naphthalenesulfonyl chloride (93-11-8)

Guidance literature:

With dihydrogen peroxide; zirconium(IV) chloride; In water; acetonitrile; at 25 ℃; for 0.0166667h;

DOI:10.1055/s-0029-1217989

upstream raw materials:

2,2-dinaphthylsulfone

2-bromonaphthalene

naphthalene-2-sulfonate

2-naphthalenesulfonic acid sodium salt

Downstream raw materials:

N-[1]naphthyl-naphthalene-2-sulfonamide

naphthalene-2-sulfonic acid o-anisidide

naphthalene-2-sulfonic acid p-toluidide

N,N-bis-(naphthalene-2-sulfonyl)-p-toluidine

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、 Zhou, Bang,Chen, Wenqi,Yang, Yuzhong,Yang, Yuan,Deng, Guobo,Liang, Yun. "A radical cyclization cascade of 2-alkynylbenzonitriles with sodium arylsulfinates". supporting information. p. 7959 - 7963. Retrieved 2018/11/21.