792764
Difluoromethyl triflate
95%
Sinonimo/i:
Difluoromethyl trifluoromethanesulfonate, Trifluoromethanesulfonic acid difluoromethyl ester
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About This Item
Formula empirica (notazione di Hill):
C2HF5O3S
Numero CAS:
Peso molecolare:
200.08
Numero MDL:
Codice UNSPSC:
12352108
ID PubChem:
NACRES:
NA.22
Prodotti consigliati
Livello qualitativo
Saggio
95%
Forma fisica
liquid
Densità
1.584 g/mL at 25 °C
Gruppo funzionale
fluoro
triflate
Temperatura di conservazione
2-8°C
Stringa SMILE
O=S(OC(F)F)(C(F)(F)F)=O
InChI
1S/C2HF5O3S/c3-1(4)10-11(8,9)2(5,6)7/h1H
DAANAKGWBDWGBQ-UHFFFAOYSA-N
Descrizione generale
Difluoromethyl triflate (HCF2OTf) is an easy to handle, air-stable and non-ozone-depleting liquid reagent for difluoromethylation. It can be prepared by reacting trifluoromethyltrimethylsilane (TMSCF3) and triflic acid in the presence of titanium tetrachloride (TiCl4).
Applicazioni
Difluoromethyl triflate (TfO-CHF2) can be used as a reagent:
It allows for a simple method toward the preparation of difluoromethyl ethers and thioethers under basic conditions from alcohols and thiols. Difluoromethyl phenols can also be obtained in a single pot from boronic acids and C-H activation of arenes.
- In difluoromethylation reaction.
- To prepare difluoromethoxylated heterocycles by reacting with hydroxylated N-based heterocycles.
- To synthesize trifluoromethylated arenes by treating with diaryliodonium salts in the presence of copper and tetrabutylammonium difluorotriphenylsilicate (TBAT).
It allows for a simple method toward the preparation of difluoromethyl ethers and thioethers under basic conditions from alcohols and thiols. Difluoromethyl phenols can also be obtained in a single pot from boronic acids and C-H activation of arenes.
Avvertenze
Danger
Indicazioni di pericolo
Consigli di prudenza
Classi di pericolo
Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B
Codice della classe di stoccaggio
3 - Flammable liquids
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
135.0 °F
Punto d’infiammabilità (°C)
57.22 °C
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I clienti hanno visto anche
Synthesis of difluoromethyl ethers with difluoromethyltriflate.
Patrick S Fier et al.
Angewandte Chemie (International ed. in English), 52(7), 2092-2095 (2013-01-12)
Difluoromethoxylation of N-Heteroaromatics
Snieckus V and Richardson P
Synfacts, 14(03), 0239-0239 (2018)
Difluoromethyl Triflate
Besset T
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 203(03), 1-1 (2001)
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