3-Fluoro-4-iodoaniline

Base Information

• Chemical Name: 3-Fluoro-4-iodoaniline
• CAS No.: 656-66-6
• Molecular Formula: C6H5FIN
• Molecular Weight: 237.015
• Hs Code.: 2921420090
• European Community (EC) Number: 690-811-1
• DSSTox Substance ID: DTXSID90573117
• Nikkaji Number: J1.361.147E
• Wikidata: Q72480230
• Mol file: 656-66-6.mol

Synonyms:3-Fluoro-4-iodoaniline;656-66-6;Benzenamine, 3-fluoro-4-iodo-;3-fluoro-4-iodophenylamine;3-fluoro-4-iodo-aniline;MFCD07774187;EN300-93288;4-iodo 3-fluoro aniline;3-Fluoro-4-iodobenzenamine;SCHEMBL239924;DTXSID90573117;KUVVJHBHRIXJKI-UHFFFAOYSA-N;BDBM626231;CL8426;AKOS005063866;AB42340;AC-3679;AM61629;CS-W012864;PS-7631;SY014663;A19761;J-512487;Z1266874961;(1)benzothieno(2,3-d)pyrimidin-4(1h)-one,2,3,5,6,7,8-hexahydro-3-ethyl-2-thiox

Chemical Property of 3-Fluoro-4-iodoaniline

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Melting Point: 76-77 °C
• Refractive Index: 1.657
• Boiling Point: 273.722 °C at 760 mmHg
• PKA: 2.79±0.10(Predicted)
• Flash Point: 119.343 °C
• PSA: 26.02000
• Density: 2.009 g/cm³
• LogP: 2.59370
• Storage Temp.: Refrigerated.
• Sensitive.: Light Sensitive
• Water Solubility.: Slightly soluble in water (228.3 mg/L at 25°C).
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 236.94507
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

3-Fluoro-4-iodoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)F)I
• Uses: 3-Fluoro-4-iodoaniline is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Technology Process of 3-Fluoro-4-iodoaniline

There total 2 articles about 3-Fluoro-4-iodoaniline 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: 74.0%

meta-fluoroaniline (372-19-0) → 3-fluoro-4-iodoaniline (656-66-6) + 5-fluoro-2,4-diiodoaniline + 5-fluoro-2-iodoaniline (255724-71-1)

Guidance literature:

With iodine; sodium hydrogencarbonate; In water; at 20 ℃; for 0.5h;

DOI:10.1016/j.jfluchem.2015.07.006

Reference yield: 62.0%

meta-fluoroaniline (372-19-0) → 3-fluoro-4-iodoaniline (656-66-6)

Guidance literature:

With iron(III) chloride; N-iodo-succinimide; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02345

Reference yield: 97.0%

3-fluoro-4-iodoaniline (656-66-6) + trimethylsilylacetylene (1066-54-2) → 3-fluoro-4-[(trimethylsilyl)ethynyl]aniline (2146146-58-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In triethylamine; at 20 ℃; for 46h; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0036-1591504

upstream raw materials:

meta-fluoroaniline

Downstream raw materials:

N-(3-fluoro-4-iodophenyl)acetamide

4-(5-((benzyloxy)methyl)-4-(benzyloxy)-2,5-dihydro-β-L-furan-2-yl)-3-fluoroaniline

3-fluoro-4-(β-D-glycero-pentofuran-3-ulos-1-yl)aniline

4-(cyclopropylethynyl)-3-fluoroaniline

Refernces

• 1、 Politanskaya, Larisa,Tretyakov, Evgeny. "P -Toluenesulfonic Acid Induced Conversion of Fluorinated Trimethylsilylethynylanilines into Aminoacetophenones: Versatile Precursors for the Synthesis of Benzoazaheterocycles". . p. 555 - 564. Retrieved 2017/11/03.
• 2、 Politanskaya, Larisa V.,Chuikov, Igor P.,Tretyakov, Evgeny V.,Shteingarts, Vitalij D.,Ovchinnikova, Ludmila P.,Zakharova, Olga D.,Nevinsky, Georgy A.. "An effective two-step synthesis, fluorescent properties, antioxidant activity and cytotoxicity evaluation of benzene-fluorinated 2,2-dimethyl-2,3-dihydro-1H-quinolin-4-ones". . p. 142 - 153. Retrieved 2015/08/06.