CAS 910650-82-7 Fluorobis(phenylsulfonyl)methane (HCID 16079185)

Substructure search Find similar structures

Basic information

CAS: 910650-82-7
Standard SMILES: O=S(=O)(c1ccccc1)C(F)S(=O)(=O)c1ccccc1
InChIKey: TUZGMBZILYZZRU-UHFFFAOYSA-N
Molecular formula: C13H11FO4S2
Average molar mass: 314.4 g/mol

Overview

structure in first source

Names & identifiers

Preferred name: Fluorobis(phenylsulfonyl)methane
IUPAC: [benzenesulfonyl(fluoro)methyl]sulfonylbenzene
English name: Fluorobis(phenylsulfonyl)methane
Molecular formula: C13H11FO4S2
Molecular weight: 314.35

Names & synonyms

Fluorobis(phenylsulfonyl)methaneRefChem:921700910650-82-7(Fluoromethylenedisulfonyl)dibenzene[benzenesulfonyl(fluoro)methyl]sulfonylbenzeneBis(phenylsulfonyl)fluoromethaneSCHEMBL1357362SCHEMBL5132709fluoro-bis(phenylsulfonyl)methaneC13H11FO4S21-fluorobis(phenylsulfonyl)methaneTUZGMBZILYZZRU-UHFFFAOYSA-N

Show more names

1,1'-[(fluoromethylene)bis(sulfonyl)]bis-benzene1,1'-[(fluoromethylene)bis(sulfonyl)]bis-benzeneBenzene, 1,1'-[(fluoromethylene)bis(sulfonyl)]bis-

AKOS015913966SY008541DB-351669CS-01341821,1'-[(fluoromethanediyl)disulfonyl]dibenzene1-(fluoro(phenylsulfonyl)methylsulfonyl)benzeneG73531(Fluoromethylenedisulfonyl)dibenzene - [F90546]

Database identifiers

CAS: 910650-82-7
PubChem CID: 16079185
EC Number: 804-334-5
Nikkaji

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 85 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 20
Formal charge: 0
Complexity: 456

Physicochemical properties

Melting point: 114 · 114-115℃ (hexane )
Boiling point: 539.6 · 539.6±50.0 °C(Predicted)
Density: 1.408 · 1.408±0.06 g/cm3(Predicted)
storage temp.: 2 · Storage temp. 2-8°C
Appearance: White to off-white Solid
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319
Precautionary statements: 264 · P264-P280-P305+P351+P338-P337+P313P
Safety Statements: 24 · 24/25
HS Code: 29350090 · 29350090

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesEye Irrit. 2 (100%)

Safety data

hs_code: 29350090
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Hazard statements: H319
Precautionary statements: P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Applications · 2 items

DescriptionFluorobis(phenylsulfonyl)methane (FBSM), can be deprotonated under much milder basic conditions than those required for the deprotonation of fluoromethyl phenyl sulfone, and thus has been used as an excellent nucleophilic fluoromethylation reagent in many catalytic asymmetric reactions with allyl esters, imines, and α,β-unsaturated compounds. Stereoselctive nucleophilic substitution reaction between chiral alcohols and FBSM under Mitsunobu conditions gives the fluoromethylated products with full inversion of the configuration. Nucleophilic substitution reaction of epoxides and aziridines with FBSM gives the precursors of β-fluoromethylated alcohols and amines in high yields. As a carbon acid, FBSM can also be used in cross dehydrogenative coupling reaction.

Uses(Fluoromethylenedisulfonyl)dibenzene is a nucleophilic fluoromethylating agent.