1-Naphthalenesulfonyl chloride

  • Name: 1-Naphthalenesulfonyl chloride
  • CAS: 85-46-1
  • Purity: 99%
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Details

Factory supply good quality 1-Naphthalenesulfonyl chloride 85-46-1 with stock

  • Molecular Formula: C10H7ClO2S
  • Molecular Weight: 226.683
  • 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 

1-Naphthalenesulfonyl chloride(Cas 85-46-1) Usage

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.]

General Description

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

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

85-46-1 Relevant articles

Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides

Chen, Rongxiang,Xu, Shaohong,Shen, Fumin,Xu, Canran,Wang, Kaikai,Wang, Zhanyong,Liu, Lantao

, (2021/09/20)

A simple and rapid method for efficient ...

High yielding protocol for direct conversion of thiols to sulfonyl chlorides and sulfonamides

Sohrabnezhad, Samira,Bahrami, Kiumars,Hakimpoor, Farahman

, p. 256 - 264 (2019/02/06)

In this paper, a new method for oxidativ...

Synthesis of aryl sulfonamides via palladium-catalyzed chlorosulfonylation of arylboronic acids

Debergh, J. Robb,Niljianskul, Nootaree,Buchwald, Stephen L.

supporting information, p. 10638 - 10641 (2013/08/23)

A palladium-catalyzed method for the pre...

One-pot synthesis of sulfonamides and sulfonyl azides from thiols using chloramine-T

Maleki, Behrooz,Hemmati, Saba,Tayebee, Reza,Salemi, Sirous,Farokhzad, Yasaman,Baghayeri, Mehdi,Zonoz, Farrokhzad Mohammadi,Akbarzadeh, Elahe,Moradi, Rohollah,Entezari, Azam,Abdi, Mohammad Reza,Ashrafi, Samaneh Sedigh,Taimazi, Fereshteh,Hashemi, Majid

, p. 2147 - 2151 (2013/12/04)

A convenient synthesis of sulfonamides a...

85-46-1 Process route

phosphorus pentachloride
10026-13-8,874483-75-7

phosphorus pentachloride

naphthalene-1-sulfonic acid ethyl ester
67199-40-0

naphthalene-1-sulfonic acid ethyl ester

chloroethane
75-00-3

chloroethane

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

trichlorophosphate
10025-87-3,12599-09-6,63736-95-8,39380-77-3

trichlorophosphate

Conditions
Conditions Yield
naphthalene
91-20-3,71998-51-1,72931-45-4

naphthalene

1-naphthalenesulfonic acid
85-47-2

1-naphthalenesulfonic acid

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
Conditions Yield
With tetrachloromethane; chlorosulfonic acid; at -5 ℃;

85-46-1 Upstream products

  • 91-20-3
    91-20-3

    naphthalene

  • 130-14-3
    130-14-3

    sodium 1-naphthalenesulfonate

  • 85-47-2
    85-47-2

    1-naphthalenesulfonic acid

  • 134-32-7
    134-32-7

    1-amino-naphthalene

85-46-1 Downstream products

  • 92-52-4
    92-52-4

    biphenyl

  • 13249-96-2
    13249-96-2

    1-(phenylsulfonyl)naphthalene

  • 108-90-7
    108-90-7

    chlorobenzene

  • 876483-30-6
    876483-30-6

    naphthalene-1-sulfonic acid menthyl ester

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