Production Method 1

532-02-5

93-11-8

Reaction Conditions

1.1 Reagents: Thionyl chloride

Reference

Synthesis of some naphthalene sulfonohydrazides and related compounds of potential biological activity

Islam, A. M.; Abdel-Halim, A. M.; Salama, M. A., Egyptian Journal of Chemistry, 1987, 29(4), 405-31

Production Method 2

120-18-3

93-11-8

Reaction Conditions

1.1 Reagents: Hexachlorocyclotriphosphazene ;  1 min, 25 °C
1.2 Reagents: Potassium chloride ;  1 min, 25 °C

Reference

TAPC-promoted synthesis of sulfonyl chlorides from sulfonic acids

Bahrami, Kiumars, Synlett, 2011, (18), 2671-2674

Production Method 3

91-60-1

93-11-8

Reaction Conditions

1.1 Reagents: Titanium tetrachloride ,  Hydrogen peroxide Solvents: Acetonitrile ,  Water ;  2 min, 25 °C
1.2 Reagents: Water ;  rt

Reference

Synthesis of sulfonyl chlorides and thiosulfonates from H2O2-TiCl4

Bahrami, Kiumars; Khodaei, Mohammad M.; Khaledian, Donya, Tetrahedron Letters, 2012, 53(3), 354-358

Production Method 4

580-13-2

93-11-8

Reaction Conditions

1.1 Solvents: Tetrahydrofuran
1.2 Reagents: Butyllithium ,  Sulfur dioxide Solvents: Tetrahydrofuran
1.3 Reagents: Sulfuryl chloride Solvents: Hexane

Reference

An improved synthesis of arenesulfonyl chlorides from aryl halides

Hamada, Tatsuo; Yonemitsu, Osamu, Synthesis, 1986, (10), 852-4

Production Method 5

532-02-5

93-11-8

Reaction Conditions

1.1 Reagents: Cyanuric chloride Catalysts: 18-Crown-6 Solvents: Acetone ;  20 h, reflux

Reference

A new, mild preparation of sulfonyl chlorides

Blotny, Grzegorz, Tetrahedron Letters, 2003, 44(7), 1499-1501

Production Method 6

91-60-1

93-11-8

Reaction Conditions

1.1 Reagents: Acetic acid ,  1,3-Dichloro-5,5-dimethylhydantoin Solvents: Acetonitrile ,  Water ;  < 10 °C; 30 min, 10 °C → 20 °C; 1 h, 20 °C; 30 °C
1.2 Reagents: Sodium bicarbonate Solvents: Dichloromethane ;  0 °C; < 10 °C; 15 min, 5 °C

Reference

A simple and highly effective oxidative chlorination protocol for the preparation of arenesulfonyl chlorides

Pu, Yu-Ming; Christesen, Alan; Ku, Yi-Yin, Tetrahedron Letters, 2010, 51(2), 418-421

Production Method 7

16023-36-2

93-11-8

Reaction Conditions

Reference

Molecular structure and estrogenic activity. XIV. α,α-Dimethyl-β-(6-methylthio-2-naphthyl)valeric acid

Jacques, Jean, Bulletin de la Societe Chimique de France, 1955, 231, 231-6

Production Method 8

16023-36-2

93-11-8

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Dimethylformamide

Reference

A method for the catalyzed preparation of carboxylic and sulfonic acid chlorides with thionyl chloride

Bosshard, H. H.; Mory, R.; Schmid, M.; Zollinger, Hch., Helvetica Chimica Acta, 1959, 42, 1653-8

Production Method 9

10151-46-9

93-11-8

Reaction Conditions

1.1 Reagents: Chlorosuccinimide Solvents: Acetonitrile ;  2 h, rt

Reference

Facile Synthesis of Sulfonyl Chlorides/Bromides from Sulfonyl Hydrazides

Chen, Rongxiang; Xu, Shaohong; Shen, Fumin; Xu, Canran; Wang, Kaikai ; et al, Molecules, 2021, 26(18),

Production Method 10

5586-15-2

93-11-8

Reaction Conditions

1.1 Reagents: Potassium chloride ,  Potassium peroxymonosulfate sulfate (2KHSO5.KHSO4.K2SO4) Solvents: Water ;  15 min, rt

Reference

Oxyhalogenation of thiols and disulfides into sulfonyl chlorides/bromides using oxone-KX (X = Cl or Br) in water

Madabhushi, Sridhar; Jillella, Raveendra; Sriramoju, Vinodkumar; Singh, Rajpal, Green Chemistry, 2014, 16(6), 3125-3131

Production Method 11

91-60-1

93-11-8

Reaction Conditions

1.1 Reagents: Trichloroisocyanuric acid ,  Tetrabutylammonium chloride Solvents: Acetonitrile ,  Water ;  1 - 2 min, 0 °C; 20 min, rt

Reference

Trichloroisocyanuric acid (TCCA) and N-chlorosuccinimide (NCS) as efficient reagents for the direct oxidative conversion of thiols and disulfides to sulfonyl chlorides

Veisi, Hojat; Sedrpoushan, Alireza; Hemmati, Saba; Kordestani, Davood, Phosphorus, 2012, 187(6), 769-775

Production Method 12

5586-15-2

93-11-8

Reaction Conditions

1.1 Reagents: Tetrabutylammonium chloride ,  N1,N1,N3,N3-Tetrachloro-1,3-benzenedisulfonamide Solvents: Acetonitrile ,  Water ;  1 - 2 min, 0 °C; 0 °C → rt; 20 min, rt

Reference

Poly(N,N'-dichloro-N-ethyl-benzene-1,3-disulfonamide) and N,N,N',N'-tetrachlorobenzene-1,3-disulfonamide as efficient reagents to direct oxidative conversion of thiols and disulfide to sulfonyl chlorides

Veisi, Hojat; Ghorbani-Vaghei, Ramin; Mahmoodi, Jafar, Bulletin of the Korean Chemical Society, 2011, 32(10), 3692-3695

Production Method 13

5586-15-2

93-11-8

Reaction Conditions

1.1 Reagents: Hydrogen peroxide ,  Zirconium chloride (ZrCl4) Solvents: Acetonitrile ,  Water ;  < 1 min, 25 °C

Reference

A novel, practical synthesis of sulfonyl chlorides from thiol and disulfide derivatives

Bahrami, Kiumars; Khodaei, Mohammad Mehdi; Soheilizad, Mehdi, Synlett, 2009, (17), 2773-2776

Production Method 14

91-60-1

93-11-8

Reaction Conditions

1.1 Reagents: Hexachlorocyclotriphosphazene ,  Hydrogen peroxide Solvents: Acetonitrile ,  Water ;  12 min, 25 °C

Reference

A Practical Method for the Preparation of Sulfonyl Chlorides and Sulfonamides from Thiols using H2O2-TAPC Reagent System

Parnian, Rouhallah; Soleimani, Ebrahim; Bahrami, Kiumars, ChemistrySelect, 2019, 4(29), 8554-8557

Production Method 15

91-60-1

93-11-8

Reaction Conditions

1.1 Reagents: Thionyl chloride ,  Hydrogen peroxide Solvents: Acetonitrile ,  Water ;  1 min, 25 °C
1.2 Reagents: Water Solvents: Water

Reference

Direct Conversion of Thiols to Sulfonyl Chlorides and Sulfonamides

Bahrami, Kiumars; Khodaei, Mohammad M.; Soheilizad, Mehdi, Journal of Organic Chemistry, 2009, 74(24), 9287-9291

Production Method 16

91-60-1

93-11-8

Reaction Conditions

1.1 Reagents: Acetic acid ,  Diethylamine ,  1,3-Dichloro-5,5-dimethylhydantoin ,  Water Solvents: Acetonitrile ;  41 s, 4 bar, 40 °C
1.2 Reagents: Acetonitrile

Reference

A continuous flow investigation of sulfonyl chloride synthesis using N-chloroamides: optimization, kinetics and mechanism

Polterauer, Dominik; Roberge, Dominique M.; Hanselmann, Paul; Littich, Ryan; Hone, Christopher A.; et al, Reaction Chemistry & Engineering, 2022, 7(12), 2582-2592

Production Method 17

532-02-5

93-11-8

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  6 h, 70 °C

Reference

Method for synthesis of 2-naphthalenesulfonyl chloride from sodium 2-naphthalenesulfonate and phosphorus oxychloride

, China, , ,

Production Method 18

91-60-1

93-11-8

Reaction Conditions

1.1 Reagents: Sodium dodecyl sulfate ,  Hydrogen peroxide ,  Phosphorus oxychloride Solvents: Water ;  40 min, 25 °C

Reference

Synthesis of sulfonyl chlorides and sulfonic acids in SDS micelles

Bahrami, Kiumars; Khodaei, Mohammad M.; Abbasi, Jamshid, Synthesis, 2012, 44(2), 316-322

Production Method 19

91-60-1

93-11-8

Reaction Conditions

1.1 Reagents: Chlorotrimethylsilane ,  Hydrogen peroxide Solvents: Acetonitrile ,  Water ;  3 min, rt

Reference

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

Sohrabnezhad, Samira; Bahrami, Kiumars; Hakimpoor, Farahman, Journal of Sulfur Chemistry, 2019, 40(3), 256-264

Production Method 20

532-02-5

93-11-8

Reaction Conditions

1.1 Reagents: Phosphorus pentachloride ,  Calcium chloride ;  1 h, 100 °C

Reference

Polymer side-chain modification in methacrylate and styrene copolymers through thiol-thioester dynamic exchange

Fila, Karolina; Goliszek, Marta; Podkoscielna, Beata; Podgorski, Maciej, European Polymer Journal, 2020, 136,

Production Method 21

93-11-8

85-46-1

Reaction Conditions

1.1 Reagents: Chlorosulfonic acid Solvents: 1,2-Dichloroethane ;  50 °C; 50 °C → 80 °C; 1 h, 80 °C

Reference

Preparation and characterization of thiophenol compounds

Feng, Baicheng; et al, Qingdao Keji Daxue Xuebao, 2011, 32(3), 252-255

Naphthalene-2-sulfonyl chloride Raw materials

• 2-Naphtalenethiol
• 2-Naphthalene Sulfonic Acid
• 2-Bromonaphthalene
• 2-Naphthalenesulfonic Acid Sodium Salt
• Naphthalene-2-sulfonohydrazide
• Disulfide,1,2-di-2-naphthalenyl

Naphthalene-2-sulfonyl chloride Preparation Products

• Naphthalene-2-sulfonyl chloride (93-11-8)
• Naphthalene-1-sulfonyl chloride (85-46-1)

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• Solvents and Organic Chemicals Organic Compounds Benzenoids Naphthalenes Naphthalene sulfonic acids and derivatives 2-naphthalene sulfonic acids and derivatives

Comprehensive Guide to Naphthalene-2-sulfonyl chloride (CAS No. 93-11-8): Properties, Applications, and Industry Insights

Naphthalene-2-sulfonyl chloride (CAS No. 93-11-8) is a specialized organic compound widely utilized in pharmaceutical synthesis, dye manufacturing, and advanced material research. This sulfonated derivative of naphthalene exhibits unique reactivity due to its sulfonyl chloride functional group, making it a versatile intermediate for nucleophilic substitution reactions. With growing interest in high-performance organic intermediates, this compound has gained attention in academic and industrial circles for its role in creating complex molecular architectures.

The compound's molecular structure combines a naphthalene backbone with a reactive sulfonyl chloride moiety at the 2-position, offering distinct advantages in synthetic chemistry. Researchers frequently search for "Naphthalene-2-sulfonyl chloride solubility" and "93-11-8 reaction conditions," reflecting the practical challenges in handling this moisture-sensitive reagent. Recent studies highlight its importance in developing fluorescent probes and photoactive materials, aligning with current trends in optoelectronic device research.

In pharmaceutical applications, Naphthalene-2-sulfonyl chloride serves as a key building block for sulfonamide drugs, with researchers investigating its potential in targeted drug delivery systems. The compound's ability to form stable covalent bonds with amines makes it valuable for creating bioconjugates and protein modification reagents. Industry professionals often query "93-11-8 purity specifications" and "Naphthalene sulfonyl chloride storage," emphasizing the need for proper handling protocols to maintain reagent quality.

The material science sector has explored Naphthalene-2-sulfonyl chloride derivatives for creating advanced polymers with enhanced thermal stability. Its incorporation into polymeric membranes has shown promise for gas separation technologies, addressing current environmental concerns about carbon capture. Searches for "Naphthalene sulfonyl chloride derivatives" and "CAS 93-11-8 applications" have increased by 42% year-over-year, reflecting growing industrial interest.

Analytical chemists value 93-11-8 as a derivatization agent for HPLC analysis of amines and alcohols, with particular utility in chiral separation techniques. The compound's strong UV absorbance characteristics make it suitable for creating chromatographic standards and analytical markers. Recent publications discuss its role in developing sensitive detection methods for environmental pollutants, connecting to broader discussions about water quality monitoring.

Manufacturers of Naphthalene-2-sulfonyl chloride have responded to market demands by developing improved synthesis routes that reduce byproduct formation. The compound's regioselective reactivity continues to attract attention in green chemistry initiatives, with researchers exploring catalytic alternatives to traditional chlorination methods. Questions about "Naphthalene sulfonyl chloride safety data" and "93-11-8 alternative synthesis" frequently appear in technical forums, indicating the compound's evolving role in sustainable chemistry.

In academic settings, Naphthalene-2-sulfonyl chloride serves as an excellent model compound for teaching electrophilic aromatic substitution principles and sulfonation chemistry. Its crystalline form and well-characterized properties make it ideal for undergraduate laboratory experiments, with many educators searching for "93-11-8 teaching applications" and "Naphthalene sulfonyl chloride demonstration." The compound's balanced reactivity profile allows students to safely explore important synthetic concepts.

The future outlook for Naphthalene-2-sulfonyl chloride appears promising as new applications emerge in materials science and biotechnology. Ongoing research explores its potential in creating molecular sensors and smart materials responsive to environmental stimuli. With increasing digitalization of chemical data, searches for "93-11-8 spectral data" and "Naphthalene sulfonyl chloride computational chemistry" have become more frequent, reflecting the compound's importance in both experimental and theoretical chemistry.

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