3-(Trifluoromethoxy)iodobenzene

Base Information

• Chemical Name: 3-(Trifluoromethoxy)iodobenzene
• CAS No.: 198206-33-6
• Molecular Formula: C7H4F3IO
• Molecular Weight: 288.008
• Hs Code.: 29093090
• European Community (EC) Number: 672-153-7
• DSSTox Substance ID: DTXSID60380456
• Nikkaji Number: J1.490.427A
• Wikidata: Q72511417
• Mol file: 198206-33-6.mol

Synonyms:1-Iodo-3-trifluoromethoxybenzene;

Chemical Property of 3-(Trifluoromethoxy)iodobenzene

Chemical Property:

• Appearance/Colour: clear, very pale pink liquid
• Vapor Pressure: 0.384mmHg at 25°C
• Refractive Index: n20/D 1.5200(lit.)
• Boiling Point: 204.1 °C at 760 mmHg
• Flash Point: 77.2 °C
• PSA: 9.23000
• Density: 1.896 g/cm³
• LogP: 3.18980
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 287.92590
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

1-Iodo-3-(trifluoromethoxy)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)I)OC(F)(F)F

Technology Process of 3-(Trifluoromethoxy)iodobenzene

There total 5 articles about 3-(Trifluoromethoxy)iodobenzene 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: 74.0%

1-bromo-3-(trifluoromethoxy)benzene (2252-44-0) → 1-iodo-3-(trifluoromethoxy)benzene (198206-33-6)

Guidance literature:

1-bromo-3-(trifluoromethoxy)benzene; With n-butyllithium; In diethyl ether; hexane; at -75 ℃; for 0.75h;

With iodine; In tetrahydrofuran; diethyl ether; hexane; at -75 ℃; Further stages.;

DOI:10.1002/1099-0690(200102)2001:4<691::AID-EJOC691>3.0.CO;2-A

Reference yield: 14.0%

m-trifluoromethoxyaniline (1535-73-5) → 1-iodo-3-(trifluoromethoxy)benzene (198206-33-6)

Guidance literature:

m-trifluoromethoxyaniline; With sulfuric acid; sodium nitrite; In water; at -5 ℃; for 0.25h;

With potassium iodide; In water; at 20 ℃;

Reference yield:

iodobenzene (591-50-4) + 3-methyl-4-nitro-1-(trifluoromethoxy)-6-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-3-ium trifluoromethanesulfonate → 1-iodo-4-(trifluoromethoxy)benzene (103962-05-6) + 1-iodo-2-(trifluoromethoxy)benzene (175278-00-9) + 1-iodo-3-(trifluoromethoxy)benzene (198206-33-6)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 20 ℃; for 1h; Overall yield = 23 percentSpectr.; Inert atmosphere; Flow reactor; Irradiation;

DOI:10.3762/bjoc.16.111

upstream raw materials:

1-bromo-3-(trifluoromethoxy)benzene

m-trifluoromethoxyaniline

iodobenzene

bis(trifluoromethyl)peroxide

Downstream raw materials:

3-iodo-4-methyl-1-(3-(trifluoromethoxy)phenyl)pyridin-2(1H)-one

5-(3-trifluoromethoxy-phenyl)-pent-4-ynoic acid benzyl ester

3-Nitro-2-(4-{3-[3-(trifluoromethoxy)phenyl]prop-2-ynylidene}piperidin-1-yl)pyridine

5-(4-trifluoromethoxy-phenyl)-pent-4-yn-1-ol

Refernces

• 1、 Cendón, Borja,Gulías, Moisés,Ho, Michelle,No?l, Timothy,Nyuchev, Alexander V.,Sambiagio, Carlo,Struijs, Job J. C.,Wan, Ting,Wang, Ying. "Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow". supporting information. p. 1305 - 1312. Retrieved 2020/07/10.
• 2、 -. "SULFONYL-SUBSTITUTED BICYCLIC COMPOUNDS AS MODULATORS OF PPAR". Page/Page column 99-100. . Retrieved 2015/10/07.