1-Iodo-2-(trifluoromethoxy)benzene

Base Information

• Chemical Name: 1-Iodo-2-(trifluoromethoxy)benzene
• CAS No.: 175278-00-9
• Molecular Formula: C7H4F3IO
• Molecular Weight: 288.008
• Hs Code.: 29093090
• European Community (EC) Number: 671-703-3
• DSSTox Substance ID: DTXSID00380455
• Nikkaji Number: J1.490.420D
• Wikidata: Q72484704
• Mol file: 175278-00-9.mol

Synonyms:1-Iodo-2-(trifluoromethoxy)benzene;175278-00-9;2-(Trifluoromethoxy)iodobenzene;2-iodo trifluoromethoxy benzene;benzene, 1-iodo-2-(trifluoromethoxy)-;MFCD00042410;o-(trifluoromethoxy)iodobenzene;SCHEMBL934639;DTXSID00380455;2-(Trifluoromethoxy)iodobenzene, 97%;AKOS005254969;AM61372;CS-W004069;PS-7178;1-iodanyl-2-(trifluoromethyloxy)benzene;SY017707;A3888;FT-0607944;T2152;A812037;J-011098

Chemical Property of 1-Iodo-2-(trifluoromethoxy)benzene

Chemical Property:

• Vapor Pressure: 0.569mmHg at 25°C
• Refractive Index: n20/D 1.5060(lit.)
• Boiling Point: 196.1 °C at 760 mmHg
• Flash Point: 72.4 °C
• PSA: 9.23000
• Density: 1.896 g/cm³
• LogP: 3.18980
• Storage Temp.: Refrigerator
• Sensitive.: Light Sensitive
• XLogP3: 4
• 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:

98% ^*data from raw suppliers

1-Iodo-2-(trifluoromethoxy)benzene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)OC(F)(F)F)I
• Uses: 2-(Trifluoromethoxy)iodobenzene [1-Iodo-2-(trifluoromethoxy)benzene] may be used to synthesize 2-(trifluoromethoxy)biphenylyl-2′-diazonium salts.

Technology Process of 1-Iodo-2-(trifluoromethoxy)benzene

There total 15 articles about 1-Iodo-2-(trifluoromethoxy)benzene 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: 99.0%

1-trifluoromethoxybenzene (456-55-3) → 1-iodo-2-(trifluoromethoxy)benzene (175278-00-9)

Guidance literature:

1-trifluoromethoxybenzene; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran;

With iodine; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2008.08.002

Reference yield: 64.0%

trifluoromethyl 4-methylbenzenesulfonate (175676-42-3) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 1-iodo-2-(trifluoromethoxy)benzene (175278-00-9)

Guidance literature:

With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester; at 60 ℃; for 12h; Reagent/catalyst; Concentration;

DOI:10.1016/j.tetlet.2019.04.033

Reference yield:

trifluoromethyl 4-methylbenzenesulfonate (175676-42-3) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 1-trifluoromethoxybenzene (456-55-3) + 1-iodo-2-(trifluoromethoxy)benzene (175278-00-9)

Guidance literature:

With potassium fluoride; 24-crown-8; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; In acetonitrile; at 60 ℃; for 12h; Concentration; Reagent/catalyst; Solvent;

DOI:10.1016/j.tetlet.2019.04.033

upstream raw materials:

2-(trifluoromethoxy)phenyllithium

1-trifluoromethoxybenzene

benzoic acid trifluoromethyl ester

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

Downstream raw materials:

o-benzyl-α,α,α-trifluoromethoxybenzene

2-allyl(trifluoromethoxy)benzene

2-(6-(2-(trifluoromethoxy)phenyl)-3(Z)-hexen-1,5-diynyl)aniline

2-(2-(trifluoromethoxy)phenyl)pyrrolidine

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、 Zhou, Min,Ni, Chuanfa,Zeng, Yuwen,Hu, Jinbo. "Trifluoromethyl Benzoate: A Versatile Trifluoromethoxylation Reagent". supporting information. p. 6801 - 6805. Retrieved 2018/05/31.