4-IODO-2-(TRIFLUOROMETHYL)BENZONITRILE

Base Information

• Chemical Name: 4-IODO-2-(TRIFLUOROMETHYL)BENZONITRILE
• CAS No.: 101066-87-9
• Molecular Formula: C8H3F3IN
• Molecular Weight: 297.018
• Hs Code.: 2926909090
• Mol file: 101066-87-9.mol

Synonyms:4-Cyano-3-trifluoromethyl-1-iodobenzene;

Chemical Property of 4-IODO-2-(TRIFLUOROMETHYL)BENZONITRILE

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0.00339mmHg at 25°C
• Melting Point: 50-55 °C
• Refractive Index: 1.561
• Boiling Point: 282.3 °C at 760 mmHg
• Flash Point: 124.5 °C
• PSA: 23.79000
• Density: 1.95g/cm³
• LogP: 3.18168
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: Chloroform, Ethyl Acetate (Slightly)
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

98% ^*data from raw suppliers

4-Iodo-2-(trifluoromethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Iodo-2-(trifluoromethyl)benzonitrile is used as pharmaceutical intermediates

Technology Process of 4-IODO-2-(TRIFLUOROMETHYL)BENZONITRILE

There total 4 articles about 4-IODO-2-(TRIFLUOROMETHYL)BENZONITRILE 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: 80.0%

4-amino-2-trifluoromethylbenzonitrile (654-70-6) → 4-iodo-2-(trifluoromethyl)benzonitrile (101066-87-9)

Guidance literature:

4-amino-2-trifluoromethylbenzonitrile; With hydrogenchloride; sodium nitrite; at 0 ℃; for 0.333333h;

With potassium iodide; at 0 - 20 ℃; for 4h; Further stages.;

DOI:10.1016/j.bmcl.2007.08.034

Reference yield: 55.0%

→ 4-iodo-2-(trifluoromethyl)benzonitrile (101066-87-9)

Guidance literature:

Reference yield:

iodopentafluorobenzene bis(trifluoroacetate) (14353-88-9) + 4-iodobenzonitrile (3058-39-7) → 4-iodo-2-(trifluoromethyl)benzonitrile (101066-87-9) + 4-iodo-3-trifluoromethylbenzonitrile (161320-00-9)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 35 ℃; for 12h; Overall yield = 51 %; Irradiation; Inert atmosphere;

DOI:10.1021/acscatal.7b03990

upstream raw materials:

4-amino-2-trifluoromethylbenzonitrile

4-iodobenzonitrile

trifluoroacetic acid

iodopentafluorobenzene bis(trifluoroacetate)

Downstream raw materials:

4-(1-(5-(3-hydroxy-2-oxopyridin-1(2H)-yl)pentyl)-1H-1,2,3-triazol-4-yl)-2-(trifluoromethyl)benzonitrile

methyl 4-iodo-2-(trifluoromethyl)benzoate

4-iodo-2-(trifluoromethyl)benzoic acid

4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)-2-fluoro-N-methylbenzamide

Refernces

• 1、 Van Camp, Jennifer A.,Hu, Lain-Yen,Kostlan, Catherine,Lefker, Bruce,Li, Jie,Mitchell, Lorna,Wang, Zhi,Yue, Wen-Song,Carroll, Matthew,Dettling, Danielle,Du, Daniel,Pocalyko, David,Wade, Kimberly. "Preparation of 4-aryl-2-trifluoromethylbenzonitrile derivatives as androgen receptor antagonists for topical suppression of sebum production". . p. 5529 - 5532. Retrieved 2007.
• 2、 Shi, Guangfa,Shao, Changdong,Pan, Shulei,Yu, Jingxun,Zhang, Yanghui. "Silver-Catalyzed C-H Trifluoromethylation of Arenes Using Trifluoroacetic Acid as the Trifluoromethylating Reagent". supporting information. p. 38 - 41. Retrieved 2015/07/28.