366-99-4

Basic information

• Product Name: 3-Fluoro-4-methoxyaniline
• Synonyms: 4-AMINO-2-FLUOROANISOLE;3-FLUORO-P-ANISIDINE;3-FLUORO-4-ANISIDINE;3-FLUORO-4-METHOXYANILINE;3-Fluoro-4-Methoxyaniline 2-Fluoro-4-Aminoanisole;4-Amino-2-fluoroanisol;3-Fluoro-p-anisidine (NH2=1);3-Fluoro-4-methoxy-phenylamine
• CAS NO: 366-99-4
• Molecular Formula: C₇H₈FNO
• Molecular Weight: 141.14
• EINECS: -0
• Product Categories: Other fluorin-contained compounds;Anilines, Aromatic Amines and Nitro Compounds;Aniline;Miscellaneous;Anilines, Amides & Amines;Anisoles, Alkyloxy Compounds & Phenylacetates;Fluorine Compounds
• Mol File: 366-99-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 81-83 °C(lit.)
• Boiling Point: 135 °C18 mm Hg(lit.)
• Flash Point: >110°C
• Appearance: Light beige to yellow-brown/Crystalline Powder
• Density: 1.1382 (estimate)
• Vapor Pressure: 0.0184mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 4.18±0.10(Predicted)
• BRN: 2717083
• CAS DataBase Reference: 3-Fluoro-4-methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluoro-4-methoxyaniline(366-99-4)
• EPA Substance Registry System: 3-Fluoro-4-methoxyaniline(366-99-4)

Safety Data

• Hazard Codes: Xn,Xi,T
• Statements: 20/21/22-36/37/38-23/24/25
• Safety Statements: 26-37/39-45-38-36/37/39-28A
• RIDADR: UN2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 366-99-4(Hazardous Substances Data)

Usage

Chemical Properties

light beige to yellow-brown crystalline powder

Uses

3-Fluoro-4-methoxyaniline was used as a reagent in the synthesis of novel leucine ureido derivatives which have potent inhibitory activity againt aminopeptidase N. Also used in the synthesis of novel mGluR1 antagonists for the treatment of chronic pain.

General Description

Arrhenius parameter has been measured for the reactions of 3-fluoro-p-anisidine (3-fluoro-4-methoxyaniline) with picryl chloride.

InChI:InChI=1/C7H8FNO/c1-10-7-3-2-5(9)4-6(7)8/h2-4H,9H2,1H3

Upstream product

• 455-91-4 1-(3-fluoro-4-methoxyphenyl)ethanone 
• 590417-81-5 1-(3-fluoro-4-methoxyphenyl)ethan-1-ol 
• 452-10-8 2,4-difluoro-1-methoxybenzene 
• 2357-52-0 3-fluoro-4-methoxyphenyl bromide 
• 455-93-6 2-fluoro-1-methoxy-4-nitrobenzene 
• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 5345-54-0 3-chloro-4-methoxyaniline 
• 321-28-8 1-fluoro-2-methoxybenzene 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 195533-53-0 2-fluoro-1-methoxy-4-pentafluorophenyl-sulfonamidobenzene 
• 2105-94-4 4-bromo-2-fluorophenol 
• 348-62-9 4-chloro-2-fluorophenol 
• 2713-28-2 2-fluoro-4-iodophenol 
• 451-90-1 (4-bromo-2-fluoro-phenoxy)-acetic acid 
• 366-97-2 (2-fluoro-4-iodo-phenoxy)-acetic acid 
• 326-75-0 2-(4-chloro-2-fluorophenoxy)acetic acid 
• 502767-45-5 (4,6-dichloro-[1,3,5]triazin-2-yl)-(3-fluoro-4-methoxy-phenyl)-amine 
• 502767-14-8 N₂-cycloheptyl-N₄-[2-(dimethylamino)ethyl]-N₆-(3-fluoro-4-methoxyphenyl)-1,3,5-triazine-2,4,6-triamine 
• 890021-46-2 1-(3-fluoro-4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid 
• 146137-88-4 methyl 4-methoxybenzo[b]thiophene-2-carboxylate 
• 347893-32-7 5-[(3-Cyclopentyl-7-oxo-6,7-dihydroisoxazolo[4,5-d]pyrimidin-5-yl)methyl]-N-(3-fluoro-4-methoxyphenyl)-2-methoxybenzenesulfonamide 
• 448-26-0 N-(5-fluoro-4-methoxy-2-nitrophenyl)acetamide 
• 399-96-2 4-amino-2-fluorophenol 

Relevant articles and documents

Mechanochemical Transformation of CF3 Group: Synthesis of Amides and Schiff Bases

We communicate two mild, solvent-free mechanochemical coupling transformations of CF3 group with nitro compounds into amides or Schiff bases employing Ytterbia as a catalyst. This process proceeds via C?F bond activation, accompanied with utilisation of Si-based reductants/oxygen scavengers – reductants of the nitro group. The scope and limitations of the disclosed methodologies are thoroughly studied. To the best of our knowledge, this work is the first example of mechanical energy promoted transformation of the inert CF3 group into other functionalities. (Figure presented.).

Selective Carbon-Carbon Bond Amination with Redox-Active Aminating Reagents: A Direct Approach to Anilines?

Amines are among the most fundamental motifs in chemical synthesis, and the introduction of amine building blocks via selective C—C bond cleavage allows the construction of nitrogen compounds from simple hydrocarbons through direct skeleton modification. Herein, we report a novel method for the preparation of anilines from alkylarenes via Schmidt-type rearrangement using redox-active amination reagents, which are easily prepared from hydroxylamine. Primary amines and secondary amines were prepared from corresponding alkylarenes or benzyl alcohols under mild conditions. Good compatibility and valuable applications of the transformation were also displayed.

AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS

In one aspect, the present disclosure provides methods of preparing a primary or secondary amine and hydroxylated aromatic compounds. In some embodiments, the aromatic compound may be unsubstituted, substituted, or contain one or more heteroatoms within the rings of the aromatic compound. The methods described herein may be carried out without the need for transition metal catalysts or harsh reaction conditions.