63762-79-8

Basic information

• Product Name: 2-FLUORO-5-METHYLPHENOL
• Synonyms: 2-FLUORO-5-METHYLPHENOL;6-FLUORO-M-CRESOL;BUTTPARK 13\03-06;Fluoromethylphenol1;6-Fluoro-m-methylphenol;2-Fluoro-5-methylphenol 98%;2-Fluoro-5-methylphenol98%;4-Fluoro-3-hydroxytoluene
• CAS NO: 63762-79-8
• Molecular Formula: C₇H₇FO
• Molecular Weight: 126.13
• EINECS: 264-514-9
• Product Categories: Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Fluorinated benzene series;NULL;Fluorine series
• Mol File: 63762-79-8.mol

Chemical Properties

• Melting Point: 32 °C
• Boiling Point: 173 °C(lit.)
• Flash Point: 153 °F
• Appearance: COLORLESS TO YELLOW LIQUID
• Density: 1.155 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00138mmHg at 25°C
• Refractive Index: n20/D 1.511(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.82±0.10(Predicted)
• BRN: 2433017
• CAS DataBase Reference: 2-FLUORO-5-METHYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUORO-5-METHYLPHENOL(63762-79-8)
• EPA Substance Registry System: 2-FLUORO-5-METHYLPHENOL(63762-79-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-21/22
• Safety Statements: 26-36-36/37/39
• RIDADR: 2922
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 63762-79-8(Hazardous Substances Data)

Usage

Uses

Used in Alkyne Metathesis:
2-Fluoro-5-methylphenol is used as an additive in the alkyne metathesis process for enhancing the efficiency and selectivity of the reaction. Its fluorinated nature contributes to the improved performance of the metathesis catalysts, leading to better outcomes in the synthesis of various organic compounds.
Used in Chemical Synthesis:
2-Fluoro-5-methylphenol serves as a valuable building block in the synthesis of a wide range of organic molecules, including pharmaceuticals, agrochemicals, and advanced materials. Its unique combination of fluorine and aromatic structures allows for versatile reactivity and functional group manipulation in organic synthesis.
Used in Material Science:
In the field of material science, 2-Fluoro-5-methylphenol can be utilized as a component in the development of novel materials with specific properties, such as improved thermal stability, chemical resistance, or enhanced electronic characteristics. Its fluorinated aromatic structure can contribute to the desired attributes of the final material.
Used in Pharmaceutical Industry:
2-Fluoro-5-methylphenol may also find applications in the pharmaceutical industry as a key intermediate in the synthesis of various drug molecules. The presence of the fluorine atom can significantly influence the pharmacokinetic and pharmacodynamic properties of the resulting compounds, potentially leading to improved drug candidates.
Used in Agrochemicals:
In the agrochemical industry, 2-Fluoro-5-methylphenol can be employed as a starting material or intermediate in the synthesis of new pesticides, herbicides, or insecticides. The introduction of the fluorine atom can enhance the biological activity and selectivity of these agrochemicals, leading to more effective and environmentally friendly products.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 33, p. 2408, 1990 DOI: 10.1021/jm00171a014

InChI:InChI=1/C11H13F3N2/c12-11(13,14)9-3-1-2-4-10(9)16-7-5-15-6-8-16/h1-4,15H,5-8H2

Upstream product

• 108-39-4 3-methyl-phenol 
• 95-48-7 ortho-cresol 
• 38512-82-2 3-methoxy-4-nitrotoluene 
• 39538-68-6 2-methoxy-4-methylaniline 
• 452-84-6 3-amino-4-fluorotoluene 

Downstream Products

• 1256257-62-1 2-(allyloxy)-1-fluoro-4-methylbenzene 
• 1256257-64-3 6-fluoro-2-(3-hydroxypropyl)-3-methylphenol 
• 1256257-63-2 2-allyl-6-fluoro-3-methylphenol 
• 1072003-71-4 tert-butyl [2-amino-5-(2-fluoro-5-methylphenoxy)phenyl]methylcarbamate 
• 1072002-17-5 3-{[6-(2-fluoro-5-methylphenoxy)-1-methyl-1H-benzimidazol-2-yl]methoxy}benzoic acid 
• 1072003-73-6 methyl 3-{[6-(2-fluoro-5-methylphenoxy)-1-methyl-1H-benzimidazol-2-yl]methoxy}benzoate 
• 1072003-72-5 [6-(2-fluoro-5-methylphenoxy)-1-methyl-1H-benzimidazol-2-yl]methanol 

Relevant articles and documents

Phenol compound ortho-position direct fluorination method

The invention relates to a phenol compound ortho-position direct fluorination method which comprises the following steps: reacting a phenol compound shown in a formula (1A) with a fluorination reagentin a solvent under the action of a photocatalyst and a light source at room temperature, and separating and purifying a reaction mixture after the reaction to obtain a fluorinated phenol compound shown in a formula (2A). The advantages are as follows: the method for directly fluorinating phenol by organic photocatalysis is simple in operation process; raw materials are commercialized and easy toobtain; the photocatalyst is low in price, easy to obtain and environmentally friendly; the reaction condition is mild; the site selectivity is high; the reaction is efficient; and a fluorinated phenol derivative can be prepared only through one step.

Synthesis of 2 - fluoro phenol compounds

The present invention provides a method for synthetizing a 2-fluoro phenol compound shown in a formula IV. The phenol compound shown in the formula I is prepared into a 2-pyridine oxygroup arene compound shown in a formula II through an Ullmann reaction, the 2-pyridine oxygroup arene compound shown in the formula II is mixed with a palladium catalyst, a fluorinating reagent, an additive and an organic solvent, the mixture is stirred under the temperature of 30-160 DEG C to perform a fluorination reaction to obtain an ortho-position fluoridated 2-pyridine oxygroup arene compound shown in a formula III, and the ortho-position fluoridated 2-pyridine oxygroup arene compound shown in the formula III is prepared into the 2-fluoro phenol compound shown in the formula IV through the action of alkali. The method provided by the present invention has the advantages of mild reaction conditions, simplicity in operations, good substrate adaptability, high fluorination selectivity and the like. The 2-fluoro phenol compound is shown in the figure below.

Synthesis and Dopamine Receptor Affinities of 2-(4-fluoro-3-hydroxyphenyl)ethylamine and N-Substituted Derivatives

The synthesis of 2-(4-fluoro-3-hydroxyphenyl)ethylamine (26) and of some N,N-dialkyl derivatives (27-30) starting from 4-fluoro-3-hydroxytoluene and their in vitro binding affinities for dopamine (DA) receptor are reported.The amine 26 can be regarded as

DIRECT FLUORINATION OF PHENOL AND CRESOLS

A study has been made of the reaction of phenol with elemental fluorine using a variety of solvents and reaction temperatures.Yields of o- and p-fluorophenol were obtained as high as 85percent.The isomer ratio changed drastically between phenol conversions of 10percent and 56percent.The o-isomer changed to unidentified polymeric substances at higher conversion, but it might also be assumed that interconversion of some isomers is occuring.The three cresols have also been succesfully fluorinated with elemental fluorine. p-Cresol gave some expected 2-fluoroderivative but also formed a fluorocyclohexadienyl ketone.

Synthesis and evaluation of the antiovulatory activity of a variety of melatonin analogues

A series of melatonin analogues was synthesized and examined for ovulation-blocking activity. Deviation from the 5-methoxy group or substitution of the 1 position prevented activity. Activity was not particularly sensitive to minor variations in the N-acyl group nor was it significantly altered by methylation of position 2 or the α-methylene; however, a pronounced enhancement resulted from halogenation of the 6 position.

Amides as ovulation inhibitors

N-[2-(5-methoxy-6-haloindol-3-yl)ethyl]amides are valuable, orally active, ovulation inhibitors.