2-Iodobenzotrifluoride

Base Information

• Chemical Name: 2-Iodobenzotrifluoride
• CAS No.: 444-29-1
• Molecular Formula: C7H4 F3 I
• Molecular Weight: 272.008
• Hs Code.: 29039990
• European Community (EC) Number: 207-147-1
• NSC Number: 88291
• DSSTox Substance ID: DTXSID6059998
• Nikkaji Number: J196.133K
• Wikidata: Q72483415
• Mol file: 444-29-1.mol

Synonyms:2-Iodobenzotrifluoride;444-29-1;1-Iodo-2-(trifluoromethyl)benzene;o-Iodobenzotrifluoride;o-Trifluoromethyliodobenzene;Benzene, 1-iodo-2-(trifluoromethyl)-;iodobenzotrifluoride;2-Iodo-alpha,alpha,alpha-trifluorotoluene;MFCD00001041;NSC 88291;alpha,alpha,alpha-Trifluoro-2-iodotoluene;EINECS 207-147-1;2-Iodobenztrifluoride;Toluene, alpha,alpha,alpha-trifluoro-o-iodo-;2-Iodo-a,a,a-trifluorotoluene;2-(TRIFLUOROMETHYL)IODOBENZENE;NSC88291;o-iodine trifluoro toluene;2-iodotrifluoromethylbenzene;2-Trifluoromethyliodobenzene;NCIOpen2_005304;2-iodo-trifluoromethylbenzene;SCHEMBL11526;2-trifluoromethylphenyl iodide;o-(trifluoromethyl)iodobenzene;1-iodo-2-trifluoromethylbenzene;1-trifluoromethyl-2-iodobenzene;A,A,A-Trifluoro-2-Iodotoluene;DTXSID6059998;1-iodo-2-trifluoromethyl-benzene;CHLORODIFLUOROACETYLFLUORIDE;NSC-88291;AKOS009156900;AC-4142;AM61980;CS-W004050;o-Iodo-alpha,alpha,alpha-trifluorotoluene;.alpha.,.alpha.-Trifluoro-o-iodo toluene;AS-11618;SY016459;Toluene,.alpha.,.alpha.-trifluoro-o-iodo-;A7055;FT-0612669;I+/-,I+/-,I+/--trifluoro-2-iodotoluene;I0383;EN300-396599;.alpha.,.alpha.,.alpha.-Trifluoro-o-iodotoluene;J-650106;W-106196;Toluene, .alpha.,.alpha.,.alpha.-trifluoro-o-iodo-;F0001-1208;1-iodo-2-(trifluoromethyl)benzene;2-(Trifluoromethyl)iodobenzene

Chemical Property of 2-Iodobenzotrifluoride

Chemical Property:

• Appearance/Colour: Clear light yellow.
• Vapor Pressure: 0.507mmHg at 25°C
• Refractive Index: n20/D 1.531(lit.)
• Boiling Point: 198.5 ºC at 760 mmHg
• Flash Point: 81 ºC
• PSA: 0.00000
• Density: 1.896
• LogP: 3.31000
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Water Solubility.: insoluble
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 271.93098
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

2-Iodobenzotrifluoride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,T,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-27-36/37/39-45-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(F)(F)F)I
• Uses: 2-Iodobenzotrifluoride acts as a reagent in the preparation, cyclooxygenase-1 inhibitory activity, and docking studies of aminoalkoxyphenylbenzamides. Prepartion and SAR of tricyclic 4,4-dimethyl-3,4-dihydrochromeno[3,4-d]imidazole derivatives as microsomal prostaglandin E2 synthase-1 (mPGES-1) inhibitors.

Technology Process of 2-Iodobenzotrifluoride

There total 30 articles about 2-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: 89.0%

iodotrifluoromethane (2314-97-8,263005-66-9) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 2-iodo(trifluoromethyl)benzene (444-29-1)

Guidance literature:

With 1,10-Phenanthroline; cesium fluoride; trifluoromethylsilver; In acetonitrile; at 20 ℃; for 12h; Reagent/catalyst; Temperature; Darkness;

DOI:10.1002/chem.201402846

Reference yield: 71.0%

2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) + trifluoromethylsilver → 2-iodo(trifluoromethyl)benzene (444-29-1)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; 1-iodo-2-phenylethyne; cesium fluoride; In acetonitrile; at 50 ℃; for 5h; Reagent/catalyst; regioselective reaction;

DOI:10.1021/ja312711c

Reference yield: 60.0%

2,2-difluoro-2-(2-iodophenyl)acetic acid → 2-iodo(trifluoromethyl)benzene (444-29-1)

Guidance literature:

With silver(I) nitrite; Selectfluor; In water; acetone; at 55 ℃; for 12h;

upstream raw materials:

2-(trifluoromethyl)benzenamine

iodobenzene

bis(trifluoromethyl)tellurium

α,α,α-trifluorotoluene

Downstream raw materials:

o-trifluoromethylphenyl bromide

methyl (E)-3-<2-(trifluoromethyl)phenyl>propenoate

5-(2-trifluoromethylphenyl)thiophene-2-carbonitrile

2,2′-bis(trifluoromethyl)-1,1′-biphenyl

Refernces

• 1、 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.
• 2、 Huang, Xin,Zhang, Yage,Zhang, Chaoshen,Zhang, Lei,Xu, Ying,Kong, Lichun,Wang, Zhi-Xiang,Peng, Bo. "The ortho-Difluoroalkylation of Aryliodanes with Enol Silyl Ethers: Rearrangement Enabled by a Fluorine Effect". supporting information. p. 5956 - 5961. Retrieved 2019/04/03.