405-06-1

Basic information

• Product Name: 3-FLUORO-4-METHYLANISOLE
• Synonyms: 3-FLUORO-4-METHYLANISOLE;2-Fluoro-4-methoxytoluene;3-Fluoro-4-methylanisole 99%;3-Fluoro-4-methylanisole99%;1-Fluoro-3-methoxy-6-methylbenzene，2-Fluoro-4-methoxytoluene;2-Fluoro-4-Methoxy-1-Methylbenzene;2-Fluoro-4-methoxytoluene, 2-Fluoro-4-methoxy-1-methylbenzene, 3-Fluoro-4-methylphenyl methyl ether;3-Fluoro-4-Methylanisole[2-Fluoro-4-Methoxytoluene]
• CAS NO: 405-06-1
• Molecular Formula: C₈H₉FO
• Molecular Weight: 140.15
• EINECS: 206-959-3
• Product Categories: Aromatic Halides (substituted);Anisole;Anisoles, Alkyloxy Compounds & Phenylacetates;Fluorine Compounds
• Mol File: 405-06-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 63.5-64°C
• Flash Point: 90.6 °C
• Appearance: /
• Density: 1.123 g/cm³
• Vapor Pressure: 3.16mmHg at 25°C
• Refractive Index: 1.4909
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-FLUORO-4-METHYLANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUORO-4-METHYLANISOLE(405-06-1)
• EPA Substance Registry System: 3-FLUORO-4-METHYLANISOLE(405-06-1)

Safety Data

• Hazard Codes: F
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 405-06-1(Hazardous Substances Data)

Usage

General Description

3-Fluoro-4-methylanisole is a chemical compound with the molecular formula C8H9FO. It is an aromatic ether with a fluorine atom attached to the para position of a methyl group on the phenyl ring. 3-Fluoro-4-methylanisole is commonly used as a building block in the pharmaceutical and agrochemical industries, and it is also used in the synthesis of various organic compounds. It has a characteristic odor and is often used as a fragrance ingredient in perfumes and other scented products. Additionally, it can act as a solvent or a reagent in organic chemical reactions. Overall, 3-Fluoro-4-methylanisole is a versatile compound with various industrial and commercial applications.

InChI:InChI=1/C8H9FO/c1-6-3-4-7(10-2)5-8(6)9/h3-5H,1-2H3

Upstream product

• 104-93-8 p-methylanizole 
• 452-78-8 3-fluoro-4-methyl phenol 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 50868-72-9 5-methoxy-o-toluidine 
• 452-77-7 3-fluoro-4-methyl-phenylamine 
• 1427-07-2 2-fluoro-4-nitrotoluene 

Downstream Products

• 1262046-34-3 di-tert-butyl (2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1‘-biphenyl]-2-yl)phosphine 
• 1370737-55-5 2-iodo-2',4',6'-tricyclohexyl-3-methoxy-6-methylbiphenyl 
• 331746-01-1 3-fluoro-4-methylphenyl carbonochloridate 
• 452-78-8 3-fluoro-4-methyl phenol 
• 54788-29-3 2-fluoro-O-methyl-tyrosine 
• 7656-31-7 o-fluoro-DL-tyrosine 
• 54788-19-1 2-fluoro-4-methoxybenzyl bromide 
• 394-42-3 2-fluoro-4-methoxy-benzoic acid 

Relevant articles and documents

Pd-Catalyzed Etherification of Nitroarenes

The Pd-catalyzed etherification of nitroarenes with arenols has been achieved using a new rationally designed ligand. Mechanistic insights were used to design the ligand so that both the oxidative addition and reductive elimination steps of a plausible catalytic cycle were facilitated. The catalytic system established here provides direct access to a range of unsymmetrical diaryl ethers from nitroarenes.

A single phosphine ligand allows palladium-catalyzed intermolecular C-O bond formation with secondary and primary alcohols

Forging a bond: An efficient, general palladium catalyst for C-O bond-forming reactions of secondary and primary alcohols with a range of aryl halides has been developed using the ligand 1. Heteroaryl halides, and for the first time, electron-rich aryl halides can be coupled with secondary alcohols. A diverse set of substrate combinations are possible with just a single ligand, thus obviating the need to survey multiple ligands. Copyright

First application of ionic liquids in electrophilic fluorination of arenes; Selectfluor (F-TEDA-BF4) for "green" fluorination

The NF fluorinating agent F-TEDA-BF4 dication salt (Selectfluor) 1 dissolves in imidazolium-based ionic liquids [emim][OTf] 7, [emim][BF4] 8, [bmim][PF6] 9 and [bmim][BF4] 10 (assisted by sonication), providing a convenient medium for fluorination of arenes under essentially acid-free conditions in a simple set-up (no volatile solvent; simple extraction of the aromatics without aqueous work-up), from which the ionic liquid can be easily recycled and reused. Comparative studies in [emim][OTf] 7 with anisole as substrate show that 1 is superior to NFTh-BF4 (Accufluor) 2 and that the N-fluoropyridinium salt NFPy-B2F7 4 is least effective. The scope of the reaction has been surveyed. Substrate selectivity (k mesitylene: k durene = 10) measured in competitive experiments in 7 is clearly indicative of a conventional polar mechanism. Substrate selectivity measured without the ionic liquid in MeCN solvent is also indicative of a polar mechanism but exhibits lower magnitude (k mesitylene: kdurene = 6). Addition of dicyclohexano-24-crown-8 to the fluorination reaction mixture (1 and anisole) in 7 reduced the conversion but did not change the isomer distribution. AM1 minimization was used to model the complexation of 1 with this crown. With reactive aromatics optimal fluorination yields in ionic liquids (using 1 equivalent of the NF reagent) are around 50% (higher for naphthalene). A key control experiment suggests that the free base (produced upon transfer-fluorination) could complex to unreacted 1 (generating a bulky dimer complex which may be ineffective for fluorine transfer) in competition to N-protonation.