3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole

Base Information

• Chemical Name: 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole
• CAS No.: 887144-97-0
• Molecular Formula: C10H10F3IO
• Molecular Weight: 330.089
• Hs Code.: 29349990
• European Community (EC) Number: 626-754-6
• UNII: 3OK0E02MT6
• DSSTox Substance ID: DTXSID20581402
• Nikkaji Number: J2.315.731D
• Wikidata: Q27257820
• Mol file: 887144-97-0.mol

Synonyms:887144-97-0;3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole;1-Trifluoromethyl-3,3-dimethyl-1,2-benziodoxole;Togni's Reagent;1,2-Benziodoxole, 3,3-dimethyl-1-(trifluoromethyl)-;1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole;Togni Reagent;UNII-3OK0E02MT6;3OK0E02MT6;Togni's reagents dimethyl compound [MI];3,3-dimethyl-1-(trifluoromethyl)-1lambda3,2-benziodoxole;MFCD10567056;compound 1, Togni reagent I;3,3-dimethyl-1-(trifluoromethyl)-1,3-dihydro-1lambda3,2-benziodoxole;3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole (Togni inverted exclamation mark(R)s reagent I);1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Tognis Reagent;SCHEMBL1155516;SCHEMBL9935361;AMY6411;DTXSID20581402;3,3-dimethyl-1-(trifluoromethyl)-1,3-dihydro-1l3-benzo[d][1,2]iodaoxole;3,3-Dimethyl-1-(trifluoromethyl)-1,3-dihydro-1lambda~3~,2-benziodoxole;AKOS015853058;CS-7029;CS-W011964;AC-26925;SY029810;T2624;A855051;Q27257820;3,3-dimethyl-1-(trifluoromethyl)-1??3,2-benziodoxole;3,3-dimethyl-1-(trifluoromethyl)-3H-1,2-benziodaoxole;3,3-dimethyl-1-(trifluoromethyl)-1$l^{3,2-benziodoxole;3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, 95%;3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, 98%;Trifluoromethyl-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole;1-trifluoromethyl-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole;3,3-DIMETHYL-1-(TRIFLUOROMETHYL)-1?(3),2-BENZIODAOXOLE

Chemical Property of 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole

Chemical Property:

• Melting Point: 75-79 oC
• PSA: 9.23000
• LogP: 4.06270
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 329.97285
• Heavy Atom Count: 15
• Complexity: 252

Purity/Quality:

98% ^*data from raw suppliers

Togni’sReagent ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=CC=CC=C2I(O1)C(F)(F)F)C
• Description: 1,3-dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole is in the form of colorless, white solid. It is soluble in all common organic solvents. It is used as effective and very versatile reagent for trifluoromethylation reactions of a variety of compounds including secondary and primary aryland alkylphospines, phenols, peptides containing cysteine residues by SPPS and electrophilic S-trifluoromethylation, arenes and N-heterocycles, and electrophilic N-trifluoromethylation of arozoles.
• Uses: Mild, electrophilic, hypervalent iodine CF3 reagent effective for the trifluoromethylation of a wide range of substrates. Togni’s Reagent is used in trifluoromethylation reactions.

Technology Process of 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole

There total 11 articles about 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

1-chloro-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole (69352-04-1) + (trifluoromethyl)trimethylsilane (81290-20-2) → Togni's reagent (887144-97-0)

Guidance literature:

With fluoride; In acetonitrile;

DOI:10.2533/chimia.2008.260

Reference yield: 77.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + 3,3-dimethyl-1λ3-benzo[d][1,2]iodoxol-1(3H)-yl acetate (175786-58-0) → Togni's reagent (887144-97-0)

Guidance literature:

With cesium fluoride; In acetonitrile; at 23 ℃; for 16h; Inert atmosphere; Darkness;

DOI:10.1021/ja304401u

Reference yield:

1-chloro-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole (69352-04-1) + trifluoromethan (75-46-7) → Togni's reagent (887144-97-0)

Guidance literature:

trifluoromethan; With C₁₂H₂₄KO₆⁽¹⁺⁾*C₁₃H₂₅B₃N₃^(1-); In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

1-chloro-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/jacs.7b05408

upstream raw materials:

1-chloro-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole

(trifluoromethyl)trimethylsilane

3,3-dimethyl-1λ³-benzo[d][1,2]iodoxol-1(3H)-yl acetate

2-(2-iodophenyl)propan-2-ol

Downstream raw materials:

2-hydroxyphenyl trifluoromethyl sulfide

dihexadecyl disulfide

3-(trifluoromethylthio)aniline

2-aminophenyl trifluoromethyl sulfide