1-Iodo-4-(trifluoromethoxy)benzene

Base Information

• Chemical Name: 1-Iodo-4-(trifluoromethoxy)benzene
• CAS No.: 103962-05-6
• Molecular Formula: C7H4F3IO
• Molecular Weight: 288.008
• Hs Code.: 29093090
• European Community (EC) Number: 628-163-9
• DSSTox Substance ID: DTXSID20380457
• Nikkaji Number: J259.265G
• Wikidata: Q72482199
• Mol file: 103962-05-6.mol

Synonyms:1-Iodo-4-(trifluoromethoxy)benzene;103962-05-6;4-(Trifluoromethoxy)iodobenzene;1-Iado-4-(trifluoromethoxy)benzene;Benzene, 1-iodo-4-(trifluoromethoxy)-;MFCD00042411;4-iodotrifluoromethoxybenzene;p-(trifluoromethoxy)iodobenzene;4-(Trifluoromethoxy)-iodobenzene;4-trifluoromethoxyiodobenzene;SCHEMBL80634;4-trifluoromethoxy-iodobenzene;4-iodo trifluoromethoxy benzene;1-Iodo-4-trifluoromethoxybenzene;4-iodo-1-trifluoromethoxybenzene;RTUDBROGOZBBIC-UHFFFAOYSA-;DTXSID20380457;1-iodo-4-trifluoromethoxy-benzene;1-Iodo-4-Trifluoromethoxy Benzene;AC7894;4-(Trifluoromethoxy)iodobenzene, 97%;AKOS005259772;AC-6889;CS-W004081;PS-7177;SY016451;AM20050276;FT-0616893;T2153;EN300-140942;J-001075;InChI=1/C7H4F3IO/c8-7(9,10)12-6-3-1-5(11)2-4-6/h1-4H

Chemical Property of 1-Iodo-4-(trifluoromethoxy)benzene

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 0.00888mmHg at 25°C
• Refractive Index: n20/D 1.504(lit.)
• Boiling Point: 194.1 °C at 760 mmHg
• Flash Point: 71.2 °C
• PSA: 9.23000
• Density: 1.84 g/cm³
• LogP: 3.18980
• Storage Temp.: Refrigerator
• Sensitive.: Light Sensitive
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 287.92590
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

1-iodo-4-(trifluoromethoxy)benzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1OC(F)(F)F)I

Technology Process of 1-Iodo-4-(trifluoromethoxy)benzene

There total 9 articles about 1-Iodo-4-(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: 86.0%

1-bromo-4-(trifluoromethoxy)benzene (407-14-7) → 1-iodo-4-(trifluoromethoxy)benzene (103962-05-6)

Guidance literature:

1-bromo-4-(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: 84.0%

4-(trifluoromethoxy)aniline (461-82-5) → 1-iodo-4-(trifluoromethoxy)benzene (103962-05-6)

Guidance literature:

With N-iodo-succinimide; sodium nitrite; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1002/chem.201803347

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-4-(trifluoromethoxy)benzene

1,2,4-Triazole

4-(trifluoromethoxy)aniline

3-(4-trifluoromethoxystyryl)-1,2,4-triazole

Downstream raw materials:

2-methyl-5-(4-trifluoromethoxyphenyl)thiazole

1-[4-(trifluoromethoxy)phenyl]ethan-1-one

C₁₇H₁₄F₃NO₂

C₁₈H₁₆F₃NO₃

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、 Yoritate, Makoto,Londregan, Allyn T.,Lian, Yajing,Hartwig, John F.. "Sequential Xanthalation and O-Trifluoromethylation of Phenols: A Procedure for the Synthesis of Aryl Trifluoromethyl Ethers". . p. 15767 - 15776. Retrieved 2019/12/04.