130728-23-3

Usage

Fluorinated alcohol derivative

The compound is a derivative of alcohol, with fluorine atoms attached to the carbon atom, which may influence its chemical properties and reactivity.

Methoxyphenyl group

A methoxy group (-OCH3) is attached to the phenyl ring in the compound, which can affect its solubility, stability, and interaction with other molecules.

Organic synthesis and medicinal chemistry applications

2,2-difluoro-1-(4-methoxyphenyl)ethan-1-ol is used as a building block for the preparation of other compounds in the fields of organic synthesis and medicinal chemistry.

Pharmaceutical intermediate potential

Due to its unique structure and substituents, the compound may be useful as a pharmaceutical intermediate, contributing to the development of new drugs.

Organic reaction reagent potential

The presence of fluorine atoms and the methoxyphenyl group may make 2,2-difluoro-1-(4-methoxyphenyl)ethan-1-ol a valuable reagent in various organic reactions.

Need for further research

More studies are required to fully understand and exploit the potential of 2,2-difluoro-1-(4-methoxyphenyl)ethan-1-ol in various applications.

Upstream product

• 122590-87-8 2,2-difluoro-1-(4-methoxyphenyl)-2-(phenylsulfonyl)ethan-1-ol 
• 433-53-4 difluoroacetic acid methyl ester 
• 696-62-8 para-iodoanisole 
• 65864-64-4 trimethyl(difluoromethyl)silane 
• 123-11-5 4-methoxy-benzaldehyde 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 58310-28-4 (Difluoromethyl)triphenylphosphonium bromide 

Downstream Products

• 114829-07-1 ω,ω-Difluoro-4-methoxyacetophenone 
• 130728-25-5 1-(4-methoxyphenyl)-2,2-difluoroethyl chloride 

Relevant academic research and scientific papers

Direct Nucleophilic Difluoromethylation of Carbonyl Compounds

Phosphonium salt ([Ph3P+CF2H] Br-, DFPB) was found to be an efficient nucleophilic difluoromethylation reagent. Although DFPB is known as a phosphonium ylide precursor, its reaction with carbonyl compounds under traditional Wittig reaction conditions did not give the expected Wittig difluoroolefinated products, but afforded the nucleophilic difluoromethylation products, α-CF2H alcohols. Mechanistic investigation reveals that the unexpected transformation proceeded via the direct transfer of the CF2H group, which resulted from the high P-O affinity.

Nucleophilic difluoromethylation of aromatic aldehydes using trimethyl(trifluoromethyl)silane (TMSCF3)

Reaction of the Ruppert–Prakash reagent (Me3SiCF3) with aromatic aldehydes in the presence of triphenylphosphine, lithium iodide and lithium tetrafluoroborate selectively furnishes gem-difluorinated phosphonium salts. Simple alkaline

Synthesis of difluoromethylated diarylmethanesviaFe(OTf)3-catalyzed Friedel-Crafts reaction of 2,2-difluoro-1-arylethyl phosphates

The Fe(OTf)3-catalyzed Friedel-Crafts reaction of 2,2-difluoro-1-arylethyl phosphates with electron-rich (hetero)arenes afforded difluoromethylated diarylmethanes. Control experiments showed that Fe(OTf)3behaves as the Lewis acid, an

Photoredox-Catalyzed Ring-Opening Addition Reaction between Benzyl Bromides and Cyclic Ethers

A novel nucleophilic reaction between cyclic ethers and benzyl bromides is achieved under photoredox catalysis. The reaction proceeds through a single-electron-transfer (SET) pathway rather than a common SN2 mechanism. By two steps of reduction and oxidation, a benzyl bromide heterolyzes to give a carbocation and bromide ion under mild conditions, and then a cyclic ether captures both the carbocation and bromide ion to afford the addition product.

One-Pot Successive Turbo Grignard Reactions for the Facile Synthesis of α-Aryl-α-Trifluoromethyl Alcohols

A novel straightforward one-pot methodology for two successive turbo Grignard reagent (iPrMgCl·LiCl) reactions, was developed for a facile synthesis of α-aryl-α-trifluoromethyl alcohols, motifs of value in pharmaceutical chemistry. The method displayed broad functional group tolerance, including reducible groups. Dual roles of iPrMgCl·LiCl were exploited in the tandem reaction with commercially available iodoarenes or iodoheteroarenes and 2,2,2-trifluoroethyl trifluoroacetate. The process encompasses three successive reactions in a one-pot process: the iPrMgCl·LiCl-mediated iodine/magnesium-exchange reaction of iodoarenes or iodoheteroarenes; nucleophilic addition of various generated aryl or heteroarylmagnesium reagents to 2,2,2-trifluoroethyl trifluoroacetate; and the reduction of in-situ generated aryl trifluoromethyl ketones with iPrMgCl·LiCl, to produce the corresponding α-aryl or α-heteroaryl-α-trifluoromethyl alcohols bearing various substituents, including reducible functional groups in good to excellent yields.

Difluromethylphosphonium salt, and preparation method and application thereof

The invention discloses difluromethylphosphonium salt, and a preparation method and application thereof. A synthetic method of the difluromethylphosphonium salt disclosed by the invention comprises the following steps of in a solvent, carrying out a react

Organocatalytic direct difluoromethylation of aldehydes and ketones with TMSCF2H

An organic Lewis base promoted direct difluoromethylation reaction of carbonyl compounds with Me3SiCF2H has been studied. The Schwesinger's superbase can efficiently activate the Si-CF2H bond and initiate the difluoromethy

Efficient and direct nucleophilic difluoromethylation of carbonyl compounds and imines with Me3SiCF2H at ambient or low temperature

Since 1995, Me3SiCF2H has been widely believed to be an inefficient difluoromethylating agent, which requires harsh reaction conditions to cleave its rather inert Si-CF2H bond. However, it has now been found that, by using

Lewis acid-catalyzed tri- and difluoromethylation reactions of aldehydes

The first Lewis acid-catalyzed trifluoromethylation reactions of aldehydes with Me3SiCF3 under TiF4/DMF, Ti(O iPr)4/DMF and Cu(OAc)2/dppp/toluene conditions are described. We have successfu

Facile preparation of difluoromethyl- and monofluoromethyl-containing amides via Ritter reaction

Both secondary and tertiary difluoromethylated carbinols were found to readily react with acetonitrile under the catalysis of concentrated sulfuric acid to give the corresponding difluoromethylated acetamides in good yields, which is remarkably more effic