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742600

Sigma-Aldrich

Difluoromethyl phenyl sulfone

≥97%

别名:

PhSO2CF2H, [(Difluoromethyl)sulfonyl]benzene

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About This Item

经验公式（希尔记法）:
C7H6F2O2S
CAS号:
1535-65-5
分子量:
192.18
Beilstein:
2259218
MDL號碼:
MFCD01050170
分類程式碼代碼:
12352101
PubChem物質ID:
329765583
NACRES:
NA.22

品質等級

100

化驗

≥97%

形狀

solid

官能基

fluoro
sulfone

SMILES 字串

FC(F)S(=O)(=O)c1ccccc1

InChI

1S/C7H6F2O2S/c8-7(9)12(10,11)6-4-2-1-3-5-6/h1-5,7H

InChI 密鑰

LRHDNAVPELLXDL-UHFFFAOYSA-N

相关类别

應用

Reagent Used for
  • Reductive silylation and the preparation of trifluoro- and difluoromethylsilanes by reductive coupling of fluoromethyl sulfones, sulfoxides and sulfides with chlorosilanes
  • Fluoroalkylation/chloroalkylation of α,β-enones, arynes, acetylenic ketones and other Michael acceptors
  • Difluoromethylation of primary alkyl halides via nucleophilic substitution-reductive desulfonylation

Reagent used in Preparation of
  • α-difluoromethyl amines via stereoselective (phenylsulfonyl)difluoromethylation of chiral sulfinyl aldimines
  • Anti-difluoropropanediols via potassium tert-butoxide-catalyzed difluoromethylenation of aldehydes
  • β-difluoromethylated and β-difluoromethylenated alcohols and amines by regioselective nucleophilic difluoromethylation of 1,2-cyclic sulfates and sulfamidates
  • Difluoroalkenes from alkyl halides via nucleophilic substitution-elimination
  • Difluoromethyl alcohol derivatives from enolizable and non-enolizable carbonyl compounds using nucleophilic phenylsulfonyldifluoromethylation-reductive desulfonylation strategy
  • Fluoromethylated vicinal ethylenediamines via fluoromethylation of chiral α-aminobutanesulfinimines with (phenylsulfonyl)fluoromethanes followed by reductive desulfonylation and alcoholysis

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315,H319

危險分類

Eye Irrit. 2 - Skin Irrit. 2

儲存類別代碼

10 - Combustible liquids

水污染物質分類（WGK）

WGK 3

閃點（°F）

264.0 °F

閃點（°C）

128.9 °C

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分析证书(COA)

Lot/Batch Number
BCBV3416
BCBP3732V
BCBM7735V
BCBL8704V
BCBK8215V

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Jun Liu et al.
The Journal of organic chemistry, 72(8), 3119-3121 (2007-03-28)
The diastereoselective nucleophilic (phenylsulfonyl)difluoromethylation and (phenylsulfonyl)monofluoromethylation of alpha-amino N-tert-butanesulfinimines (3) by using PhSO2CF2H and PhSO2CH2F reagents gave products 4 or 5 in high yields (73-99%) and with excellent diastereoselectivity (dr up to >99:1). After subsequent reductive desulfonylation and acid-catalyzed alcoholysis
A remarkably efficient fluoroalkylation of cyclic sulfates and sulfamidates with PhSO2CF2H: facile entry into beta-difluoromethylated or beta-difluoromethylenated alcohols and amines.
Chuanfa Ni et al.
Angewandte Chemie (International ed. in English), 46(5), 786-789 (2006-12-14)
Difluoromethyl phenyl sulfone as a selective difluoromethylene dianion equivalent: one-pot stereoselective synthesis of anti-2,2-difluoropropane-1,3-diols.
G K Surya Prakash et al.
Angewandte Chemie (International ed. in English), 42(42), 5216-5219 (2003-11-06)
Convenient synthesis of difluoromethyl alcohols from both enolizable and non-enolizable carbonyl compounds with difluoromethyl phenyl sulfone
Prakash, G. K. S.; et al.
European Journal of Organic Chemistry, 11, 2218-2223 (2005)
Difluoromethyl phenyl sulfone, a difluoromethylidene equivalent: use in the synthesis of 1,1-difluoro-1-alkenes.
G K Surya Prakash et al.
Angewandte Chemie (International ed. in English), 43(39), 5203-5206 (2004-09-30)
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