2-Fluoro-4-iodobenzonitrile

Base Information

• Chemical Name: 2-Fluoro-4-iodobenzonitrile
• CAS No.: 137553-42-5
• Molecular Formula: C7H3FIN
• Molecular Weight: 247.01
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID80379069
• Nikkaji Number: J433.311J
• Wikidata: Q72473584
• Mol file: 137553-42-5.mol

Synonyms:2-fluoro-4-iodobenzonitrile;137553-42-5;Benzonitrile, 2-fluoro-4-iodo-;4-iodo-2-fluorobenzonitrile;SCHEMBL171635;1-cyano-2-fluoro-4-iodobenzene;DTXSID80379069;WHQVXHBSTRFRCE-UHFFFAOYSA-N;CK2141;MFCD03094172;AKOS015853422;AC-4072;AM61315;CS-W008356;PS-7515;SB66905;PD131173;FT-0657708;EN300-3256105;J-007039;Z1269146711

Chemical Property of 2-Fluoro-4-iodobenzonitrile

Chemical Property:

• Melting Point: 103.7-104.6 °C
• Boiling Point: 264 °C at 760 mmHg
• Flash Point: 113.4 °C
• PSA: 23.79000
• Density: 1.98 g/cm³
• LogP: 2.30198
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 246.92942
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoro-4-iodobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xi
• Hazard Codes: T,Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1I)F)C#N
• Description: 2-Fluoro-4-iodo benzonitrile is a building block. It has been used in the synthesis of L. infantum trypanothione reductase (Li-TryR) dimerization and oxidoreductase activity inhibitors. 2-Fluoro-4-iodo benzonitrile has also been used in the synthesis of transient receptor potential ankyrin 1 (TRPA1) antagonists.
• Uses: Used as pharmaceutical intermediates.

Technology Process of 2-Fluoro-4-iodobenzonitrile

There total 3 articles about 2-Fluoro-4-iodobenzonitrile 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:

copper(ll) sulfate pentahydrate + diazonium salt sulfuric acid + 2-fluro-4-iodoaniline (29632-74-4) → 2-fluoro-4-iodo-benzonitrile (137553-42-5)

Guidance literature:

With sodium hydroxide; sodium hydrogencarbonate; acetic acid; sodium nitrite; In sulfuric acid; water; benzene;

Reference yield:

(4-cyano-3-fluorophenyl)boronic acid (843663-18-3) → 2-fluoro-4-iodo-benzonitrile (137553-42-5)

Guidance literature:

With copper(l) iodide; N-iodomorpholine-hydrogen iodide; In methanol; at 20 ℃; for 24h;

DOI:10.1039/c5ra18820b

Reference yield:

2-fluro-4-iodoaniline (29632-74-4) + potassium cyanide (151-50-8) → 2-fluoro-4-iodo-benzonitrile (137553-42-5)

Guidance literature:

With hydrogenchloride; copper(l) chloride; sodium nitrite; Yield given. Multistep reaction; 1) H₂O, 0 - 5 degC, 20 min., 2) toluene, pH 6.5 (adding Na₂CO₃), a) 0 degC, 30 min, b) r.t, 12 h;

upstream raw materials:

2-fluro-4-iodoaniline

potassium cyanide

(4-cyano-3-fluorophenyl)boronic acid

Refernces

• 1、 -. "Tolan derivatives, liquid crystal compositions including same, liquid crystal display devices including the compositions and method of preparation". . . Retrieved 2008/06/13.