Difluoromethyl phenyl sulfone Struktur

Difluoromethyl phenyl sulfone

Bezeichnung:Difluoromethyl phenyl sulfone

CAS-Nr1535-65-5

Englisch Name:Difluoromethyl phenyl sulfone

CBNumberCB72485024

SummenformelC7H6F2O2S

Molgewicht192.18

MOL-Datei1535-65-5.mol

Difluoromethyl phenyl sulfone physikalisch-chemischer Eigenschaften

Schmelzpunkt	24-25℃
Siedepunkt	115-120 °C(Press: 7 Torr)
Dichte	1.348
Brechungsindex	1.5000
Flammpunkt	128℃
storage temp.	under inert gas (nitrogen or Argon) at 2–8 °C
Löslichkeit	Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand	liquid
Farbe	colorless
Wasserlöslichkeit	Soluble in chloroform and water.
BRN	2259218

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/38
S-Sätze:	26-24/25
WGK Germany	3
TSCA	No
HS Code	29309090

Gefahreninformationscode (GHS)

Difluoromethyl phenyl sulfone Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Difluoromethyl phenyl sulfone is a powerful nucleophilic difluoromethylation reagent due to the high reactivity of the sulfonyl-stabilized difluoromethyl anion towards many electrophiles including carbonyls, imines, alkyl halides, and cyclic sulfates and sulfamidates. In the nucleophilic reaction step, depending on the substrate structure, strong bases are used to generate the nucleophilic (phenylsulfonyl)difluoromethyl anion in situ. In the desulfonylation step, sodium/mercury amalgam and magnesium are the commonly used reductive reagents. Besides, the (phenylsulfonyl)difluoromethylated compounds can undergo β-elimination to afford gem-difluoroalkenes.
Chemische Eigenschaften
light yellow liquid
Verwenden
Efficient reagent for difluoromethylation of carbonyls and aldehydes.
Verwenden
Difluoromethyl Phenyl Sulfone has been used as a reagent for the nucleophilic difluoro(phenylsulfonyl)methylation of carbonyls
Reaktionen
(1) Difluoromethylation of alkyl halides.

(2) Difluoromethylation of aldehydes and ketones.

(3) Difluoromethylenation of aldimines and ketimines.

(4) Difluoromethylation of cyclic sulfates and sulfamidates.

(5) (Phenylsulfonyl)difluoromethylation of carboxylic acid esters.

(6) Difluoromethylenation of alkyl halides.

(7) Difluoromethylenation of aromatic aldehydes.
Einzelnachweise
[1] G. PRAKASH. Nucleophilic difluoromethylation of primary alkyl halides using difluoromethyl phenyl sulfone as a difluoromethyl anion equivalent.[J]. Organic Letters, 2004. DOI:10.1002/CHIN.200509059.
[2] G. K. SURYA PRAKASH. Difluoromethyl Phenyl Sulfone, a Difluoromethylidene Equivalent: Use in the Synthesis of 1,1-Difluoro-1-alkenes.[J]. ChemInform, 2005. DOI:10.1002/chin.200504098.
[3] G. K. SURYA PRAKASH. Nucleophilic Difluoromethylation of Primary Alkyl Halides Using Difluoromethyl Phenyl Sulfone as a Difluoromethyl Anion Equivalent[J]. Organic Letters, 2004, 6 23: 4315-4317. DOI:10.1021/ol048166i.

Difluoromethyl phenyl sulfone Upstream-Materialien And Downstream Produkte

Difluoromethyl phenyl sulfone Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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