1-Fluoro-3,3-dimethyl-1,2-benziodoxole

Base Information

• Chemical Name: 1-Fluoro-3,3-dimethyl-1,2-benziodoxole
• CAS No.: 1391728-13-4
• Molecular Formula: C₉H₁₀FIO
• Molecular Weight: 280.081
• Hs Code.: 2934999090
• Mol file: 1391728-13-4.mol

Synonyms:1-fluoro-3,3-dimethyl-1,3-dihydro-1λ³-benzo[d][1,2]iodaoxole

Chemical Property of 1-Fluoro-3,3-dimethyl-1,2-benziodoxole

Chemical Property:

• Melting Point: 85.0 to 89.0 °C
• Solubility.: soluble in Methanol

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Fluoro-3,3-dimethyl-1,2-benziodoxole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Fluoro-3,3-dimethylbenziodoxole is a crystalline, off-white solid which can be handled under air for extended periods without noticeable hydrolytic decomposition. In the presence of excess fluoride ions (provided by triethylamine-hydrogen fluoride complexes), it can effectively function as an electrophilic fluorination reagent for easily enolizable diketo substrates, or it can engage in silver catalyzed difluorination of styrenes.

Technology Process of 1-Fluoro-3,3-dimethyl-1,2-benziodoxole

There total 13 articles about 1-Fluoro-3,3-dimethyl-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: 96.0%

1-chloro-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole (69352-04-1) → 1-fluoro-3,3-dimethyl-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole (1391728-13-4)

Guidance literature:

With potassium fluoride; In acetonitrile; at 25 ℃; for 48h;

DOI:10.1002/hlca.201700059

Reference yield: 94.0%

1-hydroxy-3,3-dimethyl-1,3-dihydro-λ3-benzo[d][1,2]iodoxole (69429-70-5) → 1-fluoro-3,3-dimethyl-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole (1391728-13-4)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In dichloromethane; at 20 ℃; for 4h;

DOI:10.1039/c3cc44792h

Reference yield: 89.0%

2-(2-iodophenyl)propan-2-ol (69352-05-2) → 1-fluoro-3,3-dimethyl-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole (1391728-13-4)

Guidance literature:

With silver(II) fluoride; In acetonitrile; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.cclet.2022.01.070

upstream raw materials:

o-iodo-methyl-benzoic acid

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

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

2-carbomethoxyaniline

Downstream raw materials:

Togni's reagent

5-Methyl-3-phenyl-6H-[1,2]oxazine

Refernces

• 1、 Matousek, Vaclav,Pietrasiak, Ewa,Schwenk, Rino,Togni, Antonio. "One-pot synthesis of hypervalent iodine reagents for electrophilic trifluoromethylation". . p. 6763 - 6768. Retrieved 2013.
• 2、 H?fliger, Joel,Pitts, Cody Ross,Bornemann, Dustin,K?ser, Roland,Santschi, Nico,Charpentier, Julie,Otth, Elisabeth,Trapp, Nils,Verel, René,Lüthi, Hans Peter,Togni, Antonio. "Substituent-controlled, mild oxidative fluorination of iodoarenes: Synthesis and structural study of aryl I(iii)- and I(v)-fluorides". . p. 7251 - 7259. Retrieved 2019/08/07.