61272-76-2

Basic information

• Product Name: 4-Fluoro-2-iodoaniline
• Synonyms: 2-IODO-4-FLUOROANILINE;4-FLUORO-2-INDOANILINE;4-FLUORO-2-IODOANILINE;BUTTPARK 34\07-79;4-Fluoro-2-iodoanline, 98%;4-Fluoro-2-iodoaniline 98%;BenzenaMine,4-fluoro-2-iodo-
• CAS NO: 61272-76-2
• Molecular Formula: C₆H₅FIN
• Molecular Weight: 237.01
• Product Categories: Anilines, Amides & Amines;Fluorine Compounds;Iodine Compounds;Amines;Building Blocks;C6;Chemical Synthesis;New Products for Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Fluorine series
• Mol File: 61272-76-2.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 259.8 °C at 760 mmHg
• Flash Point: 110.9 °C
• Appearance: /
• Density: 2.008 g/cm³
• Vapor Pressure: 0.0127mmHg at 25°C
• Refractive Index: 1.6340 to 1.6380
• Storage Temp.: Room temperature.
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 2.60±0.10(Predicted)
• Water Solubility: Not miscible in water.
• CAS DataBase Reference: 4-Fluoro-2-iodoaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-2-iodoaniline(61272-76-2)
• EPA Substance Registry System: 4-Fluoro-2-iodoaniline(61272-76-2)

Safety Data

• Hazard Codes: T
• Statements: 36/37/38-23/24/25
• Safety Statements: 26-36/37/39-45-36/37-24/25
• RIDADR: UN2810
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 61272-76-2(Hazardous Substances Data)

Usage

Chemical Properties

Clear yellow to deep yellow liquid

Uses

4-Fluoro-2-iodoaniline is used as an organic chemical synthesis intermediate.

InChI:InChI=1/C6H5FIN/c7-4-1-2-6(9)5(8)3-4/h1-3H,9H2

Upstream product

• 371-40-4 4-fluoroaniline 

Downstream Products

• 887903-01-7 4-fluoro-2-trimethylsilanylethynylphenylamine 
• 875930-15-7 4-fluoro-2-(phenylethynyl)aniline 
• 393509-22-3 (+/-) 2-(7-fluoro-1,2,3-trihydrocyclopenta[2,3-b]indol-3-yl)acetic acid 
• 393509-23-4 (5-bromo-7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid 
• 393509-05-2 [(3R)-5-bromo-4-(4-chlorobenzyl)-7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid 
• 571170-89-3 [5-bromo-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-yl]-acetic acid methyl ester 
• 393509-04-1 [5-bromo-4-(4-chlorobenzyl)-7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid 
• 936337-07-4 methyl [(3R)-4-(4-chlorobenzyl)-7-fluoro-5-acetyl-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetate 
• 393509-21-2 ethyl (7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetate 
• 794535-36-7 [5-acetyl-4-(4-chloro-benzyl)-7-fluoro-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-yl]-acetic acid 
• 571170-92-8 [4-(4-chloro-benzyl)-7-fluoro-5-methanesulfonyl-1,2,3,4-tetrahydro-cyclopenta[b]indol-3-yl]-acetic acid methyl ester 
• 571170-77-9 laropiprant 
• 852292-50-3 N-[4-fluoro-2-(3-oxo-prop-1-ynyl)-phenyl]-4-methyl-benzenesulfonamide 
• 852292-38-7 N-[4-fluoro-2-(3-hydroxy-prop-1-ynyl)-phenyl]-4-methyl-benzenesulfonamide 

Relevant articles and documents

Au(I)-Catalyzed 6-endo-dig Cyclizations of Aromatic 1,5-Enynes to 2-(Naphthalen-2-yl)anilines Leading to Divergent Syntheses of Benzo[α]carbazole, Benzo[c,h]cinnoline and Dibenzo[i]phenanthridine Derivatives

A gold(I)-catalyzed 6-endo-dig cyclization of aromatic 1,5-enynes was developed to synthesize 2-(naphthalen-2-yl)anilines. The functional group tolerance of this cyclization was examined systematically and a possible mechanism was proposed. The derivatization of 2-(naphthalen-2-yl)aniline was carried out to facile access to benzo[α]carbazole, benzo[c,h]cinnoline and dibenzo[i]phenanthridine derivatives in a divergent way.

A Diastereoselective Route to Benzoannelated Bridged Sultams

A practical diastereoselective method for the synthesis of benzoannelated tri- and tetracyclic bridged sultams has been developed. The synthetic route employs widely available, substituted -iodoanilines and is based on intramolecular Michael addition followed by cycloalkylation with dihaloalkanes, or vice versa. The target compounds were isolated in good yields and the diastereoselectivity of the reaction could be easily controlled by the order of Michael addition and cycloalkylation steps.

Cu(II)-Promoted Cascade Synthesis of Fused Imidazo-Pyridine-Carbonitriles

A Cu(II)-promoted synthesis of an aza-fused N-heterocycle having a benz-imidazopyridine scaffold is developed via an addition-cyclization reaction followed by an Ullmann-type C-N coupling between o-iodoanilines and γ-ketodinitriles. This protocol features a broad substrate scope, giving products in 32-84% yields. The compounds show excellent photoluminescence properties having two absorption maxima in the region between 270-280 and 338-350 nm and emission maxima in the range of 502-533 nm. The HOMO-LUMO energy gap of 3.49-3.57 eV was determined using Gaussian 09 at the B3LYP/6-31G (d, p) basis set level. We also demonstrated a few postsynthetic modifications.