Naphthalene-1-sulfonyl fluoride

Base Information

• Chemical Name: Naphthalene-1-sulfonyl fluoride
• CAS No.: 317-55-5
• Molecular Formula: C10H7FO2S
• Molecular Weight: 210.229
• European Community (EC) Number: 809-001-8
• DSSTox Substance ID: DTXSID80605835
• Nikkaji Number: J3.662.909F
• Wikidata: Q82504243
• Mol file: 317-55-5.mol

Synonyms:1-Naphthalenesulfonyl fluoride;naphthalene-1-sulfonyl fluoride;317-55-5;naphthalenesulfonyl fluoride;1-Naphthalenesulfonylfluoride;SCHEMBL3239658;DTXSID80605835;1-Naphthalenesulfonyl fluoride, 95%;MFCD00457017;HS-6529;EN300-727349

Chemical Property of Naphthalene-1-sulfonyl fluoride

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 210.01507880
• Heavy Atom Count: 14
• Complexity: 294

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Naphthalene-1-sulfonyl fluoride

There total 13 articles about Naphthalene-1-sulfonyl fluoride 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: 97.0%

1-Naphthalenesulfonyl chloride (85-46-1) → naphthalene-1-sulfonyl fluoride (317-55-5)

Guidance literature:

With potassium hydrogen difluoride; tetrabutyl-ammonium chloride; In dichloromethane; water; at 20 ℃; for 48h;

DOI:10.1055/s-0037-1610877

Reference yield: 91.0%

1-Naphthylboronic acid (13922-41-3) → naphthalene-1-sulfonyl fluoride (317-55-5)

Guidance literature:

With potassium phosphate; sulfur dioxide; C₁₄H₉BiF₄O₂S*BF₃; Selectfluor; In chloroform-d1; [D₃]acetonitrile; at 70 ℃; for 16h; under 1125.11 Torr; Glovebox; Schlenk technique; Molecular sieve;

DOI:10.1021/jacs.1c11463

Reference yield: 80.0%

1-naphthyldiazonium tetrafluoroborate (28912-93-8) → naphthalene-1-sulfonyl fluoride (317-55-5)

Guidance literature:

With sodium metabisulfite; N-fluorobis(benzenesulfon)imide; In water; acetonitrile; at 60 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.jfluchem.2020.109653

upstream raw materials:

naphthalene

fluorosulphonic acid

1-Bromonaphthalene

1-Iodonaphthalene

Downstream raw materials:

1-naphthalenesulfonic acid phenyl ester

Refernces

• 1、 He, Yunlu,Liu, Qiang,Pan, Xi,Peng, Sanwen,Qin, Hua-Li,Song, Xuyan,Tang, Haolin,Wang, Bo,Wei, Min. "Synthesis of aryl sulfonyl fluorides from aryl sulfonyl chlorides using sulfuryl fluoride (SO2F2) as fluoride provider". supporting information. . Retrieved 2022/02/02.
• 2、 Chen, Qing-Yun,Guo, Yong,Hu, Xiaojun,Liu, Chao,Liu, Yongan,Ma, Xiaoyu,Pan, Qijun,Pang, Wan,Wu, Jingjing. "Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides". supporting information. p. 8999 - 9003. Retrieved 2021/11/04.