3-Fluorosulfonylbenzoyl chloride

Base Information

• Chemical Name: 3-Fluorosulfonylbenzoyl chloride
• CAS No.: 454-93-3
• Molecular Formula: C7H4 Cl F O3 S
• Molecular Weight: 222.624
• European Community (EC) Number: 207-231-8
• NSC Number: 87547
• UNII: DYV6ESP32C
• DSSTox Substance ID: DTXSID5060011
• Nikkaji Number: J150.120H
• Wikidata: Q81989029
• Mol file: 454-93-3.mol

Synonyms:3-Fluorosulfonylbenzoyl chloride;454-93-3;Benzoyl chloride, 3-(fluorosulfonyl)-;3-(fluorosulfonyl)benzoyl chloride;m-(Fluorosulfonyl)benzoyl chloride;3-(fluorosulfonyl)-Benzoyl chloride;Benzoyl chloride,3-(fluorosulfonyl)-;Benzoyl chloride, m-(fluorosulfonyl)-;3-(Fluorosulphonyl)benzoyl chloride;DYV6ESP32C;EINECS 207-231-8;NSC 87547;NSC-87547;UNII-DYV6ESP32C;m-Fluorsulfonyl-benzoylchlorid;SCHEMBL6517138;DTXSID5060011;3-(fluorosulfonyl)benzoylchloride;3-Fluorosulphonylbenzoyl chloride;ZYZOMPZZWUWKLH-UHFFFAOYSA-;m-(Fluorosulphonyl)benzoyl chloride;NSC87547;ES-2118;Benzoyl chloride, 3-(fluorosulphonyl)-;EN300-697564;Z1726112259

Chemical Property of 3-Fluorosulfonylbenzoyl chloride

Chemical Property:

• Vapor Pressure: 0.00238mmHg at 25°C
• Boiling Point: 288.1°Cat760mmHg
• Flash Point: 136°C
• PSA: 59.59000
• Density: 1.518g/cm³
• LogP: 2.80460
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 221.9553710
• Heavy Atom Count: 13
• Complexity: 295

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)S(=O)(=O)F)C(=O)Cl

Technology Process of 3-Fluorosulfonylbenzoyl chloride

There total 4 articles about 3-Fluorosulfonylbenzoyl 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:

3-carboxybenzenesulfonyl fluoride (454-95-5) → 3-fluorosulfonyl-benzoyl chloride (454-93-3)

Guidance literature:

With phosphorus pentachloride;

Reference yield:

3-Carboxybenzenesulfonyl chloride (4025-64-3) → 3-fluorosulfonyl-benzoyl chloride (454-93-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydrogen bifluoride / 1,4-dioxane; water / 0.5 h / 20 °C / Inert atmosphere

2: thionyl chloride / 2 h / 75 °C / Inert atmosphere

With thionyl chloride; potassium hydrogen bifluoride; In 1,4-dioxane; water;

DOI:10.1021/ja311729d

Reference yield:

benzoic acid (65-85-0,8013-63-6) → 3-fluorosulfonyl-benzoyl chloride (454-93-3)

Guidance literature:

Multi-step reaction with 3 steps

1: chlorosulfonic acid / 1 h / 120 °C / Inert atmosphere

2: potassium hydrogen bifluoride / 1,4-dioxane; water / 0.5 h / 20 °C / Inert atmosphere

3: thionyl chloride / 2 h / 75 °C / Inert atmosphere

With chlorosulfonic acid; thionyl chloride; potassium hydrogen bifluoride; In 1,4-dioxane; water;

DOI:10.1021/ja311729d

upstream raw materials:

3-carboxybenzenesulfonyl fluoride

3-Carboxybenzenesulfonyl chloride

benzoic acid

Downstream raw materials:

bis-[4-(3-fluorosulfonyl-benzoylamino)-phenyl]-sulfone

3-carbamoyl-benzenesulfonyl fluoride

3-(3-Hydroxymethyl-phenylcarbamoyl)-benzenesulfonyl fluoride

3-(4-Methoxymethyl-phenylcarbamoyl)-benzenesulfonyl fluoride

Refernces

• 1、 -. "Sulfur(VI) fluoride compounds and methods for the preparation thereof". Page/Page column 43. . Retrieved 2018/11/23.
• 2、 Grimster, Neil P.,Connelly, Stephen,Baranczak, Aleksandra,Dong, Jiajia,Krasnova, Larissa B.,Sharpless, K. Barry,Powers, Evan T.,Wilson, Ian A.,Kelly, Jeffery W.. "Aromatic sulfonyl fluorides covalently kinetically stabilize transthyretin to prevent amyloidogenesis while affording a fluorescent conjugate". supporting information. p. 5656 - 5668. Retrieved 2013/06/04.