4-Iodobenzotrifluoride

Base Information

• Chemical Name: 4-Iodobenzotrifluoride
• CAS No.: 455-13-0
• Molecular Formula: C7H4F3I
• Molecular Weight: 272.008
• Hs Code.: 29039990
• European Community (EC) Number: 207-234-4
• UNII: QM9YCH292P
• DSSTox Substance ID: DTXSID0060012
• Nikkaji Number: J196.159D
• Wikidata: Q69757719
• Mol file: 455-13-0.mol

Synonyms:4-Iodobenzotrifluoride;455-13-0;1-Iodo-4-(trifluoromethyl)benzene;p-Iodobenzotrifluoride;Benzene, 1-iodo-4-(trifluoromethyl)-;4-(Trifluoromethyl)iodobenzene;4-Iodo-alpha,alpha,alpha-trifluorotoluene;alpha,alpha,alpha-Trifluoro-4-iodotoluene;MFCD00039398;BUTTPARK 45\01-80;EINECS 207-234-4;4-trifluoromethyl-1-iodobenzene;4-Iodobenzotrifluroide;4-iodobenzo trifluoride;p-trifluoromethyliodobenzene;p-Iodine Trifluoro Toluene;4-Trifluoromethyliodobenzene;SCHEMBL1616;QM9YCH292P;4-iodo-trifluoromethylbenzene;4-trifluoromethyl-iodobenzene;4-trifluoromethylphenyl iodide;4-Iodobenzotrifluoride, 97%;p-(Trifluoromethyl)iodobenzene;4-Iodo(trifluoromethyl)benzene;1-iodo-4-trifluoromethylbenzene;1-Trifluoromethyl-4-iodobenzene;DTXSID0060012;4-(Trifluoromethyl)phenyl iodide;SKGRFPGOGCHDPC-UHFFFAOYSA-;1-Iodo-4-trifluoromethyl-benzene;4-Iodo-1-(trifluoromethyl)benzene;1-iodanyl-4-(trifluoromethyl)benzene;1-Iodo-4-(trifluoromethyl)benzene #;AKOS005063756;AB01779;AC-4144;CS-W004060;lpha,alpha,alpha-Trifluoro-4-iodotoluene;AS-11623;SY013671;A7165;AM20060279;FT-0618784;I0550;Toluene, alpha,alpha,alpha-trifluoro-p-iodo-;EN300-202273;A826829;4-Iodobenzotrifluoride (stabilized with Copper chip);J-650046;W-106132

Chemical Property of 4-Iodobenzotrifluoride

Chemical Property:

• Appearance/Colour: clear red to pink liquid
• Vapor Pressure: 0.917mmHg at 25°C
• Melting Point: -8.3 °C
• Refractive Index: n20/D 1.516(lit.)
• Boiling Point: 186.3 °C at 760 mmHg
• Flash Point: 68.9 °C
• PSA: 0.00000
• Density: 1.857 g/cm³
• LogP: 3.31000
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 271.93098
• Heavy Atom Count: 11
• Complexity: 124

Purity/Quality:

99.9% ^*data from raw suppliers

4-Iodobenzotrifluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, T
• Hazard Codes: Xi,T
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(F)(F)F)I
• Uses: 4-Iodobenzotrifluoride may be employed as substrate with electron-deficient aromatic ring, during Mizoroki-Heck reaction with acrylic acid, to afford 4-trifluoromethylcinnnamic acid. It undergoes aminocarbonylation in DMF using phosphoryl chloride to give N,N-dimethyl-(4-trifluoromethyl)benzamide.

Technology Process of 4-Iodobenzotrifluoride

There total 44 articles about 4-Iodobenzotrifluoride 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: 84.0%

p-trifluoromethylphenyl bromide (402-43-7) → 4-Iodobenzotrifluoride (455-13-0)

Guidance literature:

With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium iodide; In acetonitrile; at 100 ℃; for 1h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/om2003706

Reference yield: 82.0%

4-trifluoromethylbenzoic acid (455-24-3) → 4-Iodobenzotrifluoride (455-13-0)

Guidance literature:

With N-iodo-succinimide; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; iodine; caesium carbonate; In 1,2-dichloro-ethane; at 50 ℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1055/s-0037-1610188

Reference yield: 81.0%

4-trifluoromethylphenylamine (455-14-1) → 4-Iodobenzotrifluoride (455-13-0)

Guidance literature:

4-trifluoromethylphenylamine; With sulfuric acid; In water; at 60 ℃; for 1h;

With sodium nitrite; In water; at 5 ℃; for 0.75h;

With potassium iodide; In water; at 40 - 50 ℃;

DOI:10.1002/jhet.4367

upstream raw materials:

4-trifluoromethylphenylamine

para-diiodobenzene

sodium 2,2,2-trifluoroacetate

α,α,α-trifluorotoluene

Downstream raw materials:

N,N-diphenylaminobenzene

tetraphenylhydrazine

N-(4-trifluoromethylphenyl)-N-methylaniline

ethyl (E)-4-trifluoromethylcinnamate

Refernces

• 1、 Demonti, Luca,Mézailles, Nicolas,Nebra, Noel,Saffon-Merceron, Nathalie. "Cross-Coupling through Ag(I)/Ag(III) Redox Manifold". . p. 15396 - 15405. Retrieved 2021/10/12.
• 2、 Tezuka, Noriyuki,Hirano, Keiichi,Peel, Andrew J.,Wheatley, Andrew E. H.,Miyamoto, Kazunori,Uchiyama, Masanobu. "Lipshutz-type bis(amido)argentates for directed: Ortho argentation". . p. 1855 - 1861. Retrieved 2020/03/03.