452-80-2

Basic information

• Product Name: 2-Fluoro-4-methylaniline
• Synonyms: 2-Fluoro-4-methyaniline;2-Fluoro-4-methylaniline,2-Fluoro-p-toluidine;2-Fluoro-4-methylani;4-Amino-3-fluorotoluene 2-Fluoro-p-toluidine;2- fluorine-4- Methylaniline;2-Fluoro-4-Methylaniline, 97+%;2-fluoro-4-methyl-benzenamin;2-fluoro-p-toluidin
• CAS NO: 452-80-2
• Molecular Formula: C₇H₈FN
• Molecular Weight: 125.14
• EINECS: 259-564-3
• Product Categories: Fluorobenzene;Aniline;Anilines, Amides & Amines;Fluorine Compounds;Aniline series
• Mol File: 452-80-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 3 °C
• Boiling Point: 70-71 °C7 mm Hg(lit.)
• Flash Point: 175 °F
• Appearance: Clear orange to orange-brown/Liquid
• Density: 1.108 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.239mmHg at 25°C
• Refractive Index: n20/D 1.533(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3?+-.0.10(Predicted)
• Water Solubility: Not miscible in water.
• BRN: 2637578
• CAS DataBase Reference: 2-Fluoro-4-methylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluoro-4-methylaniline(452-80-2)
• EPA Substance Registry System: 2-Fluoro-4-methylaniline(452-80-2)

Safety Data

• Hazard Codes: T,Xi
• Statements: 23/24/25-36/37/38
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• RTECS: XU6650000
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 452-80-2(Hazardous Substances Data)

Usage

Chemical Properties

clear orange to orange-brown liquid

Uses

Different sources of media describe the Uses of 452-80-2 differently. You can refer to the following data:
1. 2-Fluoro-4-methylaniline is used in the preparation of 6-chloro-5-fluoroindole via Leimgruber-Batcho reaction. It is also used in the preparation of an (S)-amino alcohol, 2-amino-3-(2-fluoro-4-methylphenyl)-propan-1-ol.
2. 2-Fluoro-4-methylaniline was used in the preparation of 6-chloro-5-fluoroindole via Leimgruber-Batcho reaction. It was also used in the preparation of an (S)-amino alcohol, 2-amino-3-(2-fluoro-4-methylphenyl)-propan-1-ol.

General Description

Rat liver microsomal metabolism of 2-fluoro-4-methylaniline was studied by HPLC.

InChI:InChI=1/C6H5ClFN/c7-5-2-1-4(8)3-6(5)9/h1-3H,9H2

Upstream product

• 51632-16-7 3-phenoxybenzyl bromide 
• 446-34-4 2-fluoro-4-methyl-1-nitrobenzene 
• 29418-29-9 2,4,6,4'-Tetramethyl-azobenzol 
• 501-60-0 1,2-di(p-tolyl)diazene 
• 452-74-4 4-bromo-3-fluorotoluene 
• 352-70-5 m-Fluorotoluene 
• 106-49-0 p-toluidine 

Downstream Products

• 366-45-0 chloro-acetic acid-(2-fluoro-4-methyl-anilide) 
• 259860-00-9 2-fluoro-4-methyl-5-nitro-phenylamine 
• 853109-68-9 4-((2-fluoro-4-methylphenyl)amino)-1,3,8-trimethylpyrido[2,3-d]pyridazine-2,5(1H,6H)-dione 
• 323578-27-4 (2R)-N-[1-(4-tert-butoxycarbonylamino-3-fluorobenzyl)piperidin-4-yl]-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide 
• 323578-36-5 tert-butyl (4-(bromomethyl)-2-fluorophenyl)carbamate 
• 259860-34-9 1-fluoro-2-iodo-5-methyl-4-nitro-benzene 
• 259860-35-0 5-fluoro-6-iodoindole 
• 709007-52-3 [2-(4-chloro-5-fluoro-2-nitrophenyl)vinyl]dimethylamine 
• 118664-99-6 1-chloro-2-fluoro-4-methyl-5-nitrobenzene 
• 122509-72-2 6-Chloro-5-fluoro-1H-indole 
• 62492-46-0 5-chloro-4-methoxy-2-methylaniline 
• 62492-45-9 2-nitro-4-chloro-5-methoxymethylbenzene 
• 581101-45-3 N-[2-(2-fluoro-4-methyl-phenyl)-1-hydroxymethyl-ethyl]-acetamide 
• 581101-44-2 (2S)-2-acetylamino-3-(2-fluoro-4-methylphenyl)propionic acid methyl ester 

Relevant articles and documents

Anion ligand promoted selective C-F bond reductive elimination enables C(sp2)-H fluorination

A detailed mechanism study on the anion ligand promoted selective C-H bond fluorination is reported. The role of the anion ligand has been clarified by experimental evidence and DFT calculations. Moreover, the nitrate promoted C-F bond reductive elimination enabled a selective C-H bond fluorination of various symmetric and asymmetric azobenzenes to access diverse o-fluoroanilines.

Copper(I)-catalyzed amination of aryl halides in liquid ammonia

The amination of aryl halides in liquid ammonia (LNH3) is catalyzed by a copper(I) salt/ascorbate system to yield primary aromatic amines in good to excellent yields. The low concentrations of catalyst required and the ease of product isolation suggest that this process has potential industrial applications. Commonly used ligands for analogous metal-catalyzed reactions are not effective. The rate of amination of iodobenzene in liquid ammonia is first order in copper(I) catalyst concentration. The small Hammett I? = 0.49 for the amination of 4-substituted iodobenzenes in liquid ammonia at 25 °C indicates that the C-I bond is not significantly broken in the transition state structure and that there is a small generation of negative charge in the aryl ring, which is compatible with the oxidative addition of the copper ion being rate limiting.

SUBSTITUTED QUINAZOLINE DERIVATIVES AND THEIR USE AS INHIBITORS

The use of a compound of formula (I) 1 or a salt, ester or amide thereof; where X is O, or S, S(O) or S(O)2, or NR6 where R6 is hydrogen or C1-6 alkyl,; R5 is an optionally substituted 5-membered heteroaromatic ring, R1, R2 ,R3, R4 are independently selected from various specified moieties, in the preparation of a medicament for use in the inhibition of aurora 2 kinase. Certain compounds are novel and these, together with pharmaceutical compositions containing them are also described and claimed