4-(Fluorosulfonyl)benzoyl chloride

Base Information

• Chemical Name: 4-(Fluorosulfonyl)benzoyl chloride
• CAS No.: 402-55-1
• Molecular Formula: C7H4ClFO3S
• Molecular Weight: 222.624
• Hs Code.: 2916399090
• European Community (EC) Number: 206-949-9
• NSC Number: 137835
• UNII: C2CX4GK6KH
• DSSTox Substance ID: DTXSID90193197
• Nikkaji Number: J213.655D
• Wikidata: Q83065906
• Mol file: 402-55-1.mol

Synonyms:4-(Fluorosulfonyl)benzoyl chloride;402-55-1;4-fluorosulfonylbenzoyl chloride;4-(fluorosulfonyl)-Benzoyl chloride;4-(Fluorosulphonyl)benzoyl chloride;C2CX4GK6KH;4-(Fluorosulfonyl)benzoylchloride;EINECS 206-949-9;NSC-137835;NSC137835;starbld0000289;UNII-C2CX4GK6KH;p-fluorosulfonylbenzoyl chloride;SCHEMBL1762291;DTXSID90193197;STR05937;MFCD00007419;STK246878;AKOS005422624;Benzoyl chloride, 4-(fluorosulfonyl)-;NSC 137835;4-(Fluorosulfonyl)benzoic acid chloride;P-(FLUOROSULFONYL)BENZOYL CHLORIDE;FT-0632095;BENZOYL CHLORIDE, P-(FLUOROSULFONYL)-;4-(Fluorosulfonyl)benzoyl chloride, technical grade, 90%

Chemical Property of 4-(Fluorosulfonyl)benzoyl chloride

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0.00279mmHg at 25°C
• Melting Point: 46-48 ºC
• Refractive Index: 1.529
• Boiling Point: 285.5 °C at 760 mmHg
• Flash Point: 130.7 °C
• PSA: 59.59000
• Density: 1.518 g/cm³
• LogP: 2.80460
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 221.9553710
• Heavy Atom Count: 13
• Complexity: 287

Purity/Quality:

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

4-(Fluorosulfonyl)benzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37-22
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)Cl)S(=O)(=O)F
• Uses: 4-(Fluorosulfonyl)benzoyl chloride was used as reagent in the synthesis of irreversible adenosine A1 antagonist 8-cyclopentyl-3-N-[3-((3-(4-fluorosulphonyl)benzoyl)-oxy)-propyl]-1-N-propyl-xanthine.

Technology Process of 4-(Fluorosulfonyl)benzoyl chloride

There total 5 articles about 4-(Fluorosulfonyl)benzoyl 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:

4-carboxybenzenesulfonyl fluoride (455-26-5) → 4-fluorosulfonylbenzoyl chloride (402-55-1)

Guidance literature:

With thionyl chloride;

Reference yield:

p-carboxyphenylsulfonyl chloride (10130-89-9) → 4-fluorosulfonylbenzoyl chloride (402-55-1)

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) → 4-fluorosulfonylbenzoyl chloride (402-55-1)

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:

4-carboxybenzenesulfonyl fluoride

p-carboxyphenylsulfonyl chloride

benzoic acid

4-amino-benzoic acid

Downstream raw materials:

5'-deoxy-5'-<4-(fluorosulfonyl)benzamido>thymidine

2',5'-dideoxy-5'-(4-(fluorosulfonyl)benzamido)uridine

4-Fluorsulfonyl-4'-methoxybenzanilid

8-cyclopentyl-N³-[3-(4-(fluorosulfonyl)benzoyloxy)propyl]- N¹-propylxanthine

Refernces

• 1、 Zhong, Tao,Pang, Meng-Ke,Chen, Zhi-Da,Zhang, Bin,Weng, Jiang,Lu, Gui. "Copper-free Sandmeyer-type Reaction for the Synthesis of Sulfonyl Fluorides". . p. 3072 - 3078. Retrieved 2020/04/10.
• 2、 -. "Phosphoramidite containing sulfonyl fluoride group". Paragraph 0023; 0024; 0025. . Retrieved 2018/07/30.