1-(trifluoromethyl)-3H-1lambda3,2-benziodaoxol-3-one

EN300-136055

Product class

Building Blocks

CAS number

887144-94-7

MW

316.02

Purity

95%

Stock Availability

EU, US, UA

Lead time

1-5 days delivery time

Reagent for the nucleophilic introduction of trifluoromethyl groups

Togni reagent II is a highly effective electrophilic trifluoromethylating reagent. The reagent is a colorless, crystalline solid that soluble in polar organic solvents. It offers trifluoromethylation of carbon- and sulfur-centered nucleophiles, copper-catalyzed trifluoromethylation of unactivated olefins, trifluoromethylation of phenol derivatives, zinc-mediated formation of trifluoromethyl ethers from alcohols[1], [2]. Togni reagent II has a predictable positional selectivity and a high level of functional group compatibility[3]. But despite simple procedures and mild reaction conditions, the reagent has explosive properties that are important to remember when working with it[4].

Synonyms: 1-(Trifluoromethyl)-1,2-benziodoxol-3(1H)-one; 1-Trifluoromethyl-1,2-benziodoxol-3(1H)-one; 1-Trifluoromethyl-1,2-benziodoxol-3-(1H)-one

1. Copper‐Catalyzed Trifluoromethylation of Unactivated Olefins. Parsons A. T.; Buchwald S. L. Angewandte Chemie International Edition 2011, 50 (39), 9120–9123. DOI: 10.1002/anie.201104053 2. Mild Electrophilic Trifluoromethylation of Carbon‐ and Sulfur‐Centered Nucleophiles by a Hypervalent Iodine(III)–CF3 Reagent. Kieltsch I.; Eisenberger P.; Togni A. Angewandte Chemie International Edition 2007, 46 (5), 754–757. DOI: 10.1002/anie.200603497 3. Novel 10‐I‐3 Hypervalent Iodine‐Based Compounds for Electrophilic Trifluoromethylation. Eisenberger P.; Gischig S.; Togni A. Chemistry – A European Journal 2006, 12 (9), 2579–2586. DOI: 10.1002/chem.200501052 4. Notification about the Explosive Properties of Togni’s Reagent II and One of Its Precursors.Fiederling N.; Haller J.; Schramm H. Org Process Res Dev 2013, 17 (3), 318–319. DOI: 10.1021/op400035b

Name:

1-(trifluoromethyl)-3H-1lambda3,2-benziodaoxol-3-one

SMILES:

O=C1OI(C2=CC=CC=C12)C(F)(F)F

CAS number:

887144-94-7

CLogP:

2.203

ACD number:

MFCD18800706

Dangerous good:

Yes

Class:

Alkyl Halides

Formula:

C₈H₄F₃IO₂

Subclass:

Alkyl Halides, Fluorinated Alkyl Halides

MW:

316.02

Product class:

Building Blocks