Fluorosulfuric acid, 1-naphthalenyl ester

Base Information

• Chemical Name: Fluorosulfuric acid, 1-naphthalenyl ester
• CAS No.: 133042-64-5
• Molecular Formula: C₁₀H₇FO₃S
• Molecular Weight: 226.228
• European Community (EC) Number: 808-733-5
• Nikkaji Number: J396.948G
• Mol file: 133042-64-5.mol

Synonyms:133042-64-5;Fluorosulfuric acid, 1-naphthalenyl ester;Naphthalen-1-ylfluoranesulfonate;1-Naphthalenyl ester fluorosulfuric acid;SCHEMBL19568195;naphthalen-1-yl fluoranesulfonate;NAPHTHALEN-1-YL SULFUROFLUORIDATE;EN300-7461514

Chemical Property of Fluorosulfuric acid, 1-naphthalenyl ester

Chemical Property:

• Refractive Index: n20/D 1.5576
• Density: 1.3674 g/mL at 25 °C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 226.00999342
• Heavy Atom Count: 15
• Complexity: 309

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Naphthalenyl ester fluorosulfuric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2OS(=O)(=O)F
• Uses: The following aryl fluorosulfate can be utilized as a cross-coupling partner in Suzuki-Miyaura reactions. The standard reaction conditions for these palladium-catalyzed C-C bond formations are ligand-free and can be performed in water, at room temperature and are not air sensitive.

Technology Process of Fluorosulfuric acid, 1-naphthalenyl ester

There total 3 articles about Fluorosulfuric acid, 1-naphthalenyl ester 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%

fluorosulfonyl fluoride (640723-20-2,2699-79-8,12769-73-2) + α-naphthol (90-15-3) → 1-<(Fluorosulfonyl)oxy>naphthalene (133042-64-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.orglett.5b00654

Reference yield: 94.0%

α-naphthol (90-15-3) → 1-<(Fluorosulfonyl)oxy>naphthalene (133042-64-5)

Guidance literature:

With fluorosulfonyl anhydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 2h;

DOI:10.1021/jo00011a010

Reference yield: 76.0%

naphthalene-1-yl 1H-imidazole-1-sulfonate (1139705-28-4) → 1-<(Fluorosulfonyl)oxy>naphthalene (133042-64-5)

Guidance literature:

With silver fluoride; In acetonitrile; at 80 ℃; for 12h;

DOI:10.1021/acs.orglett.0c01868

upstream raw materials:

α-naphthol

fluorosulfonyl fluoride

naphthalene-1-yl 1H-imidazole-1-sulfonate

Downstream raw materials:

1-vinylnaphthalene

(naphthalen-1-yl)diphenylphosphine oxide

1-naphthalenecarboxylic acid

ethyl 1-naphthoate