130728-23-3

Basic information

• Product Name: 2,2-difluoro-1-(4-methoxyphenyl)ethan-1-ol
• Synonyms: 2,2-difluoro-1-(4-methoxyphenyl)ethan-1-ol
• CAS NO: 130728-23-3
• Molecular Weight: 188.174
• Mol File: 130728-23-3.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2,2-difluoro-1-(4-methoxyphenyl)ethan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-difluoro-1-(4-methoxyphenyl)ethan-1-ol(130728-23-3)
• EPA Substance Registry System: 2,2-difluoro-1-(4-methoxyphenyl)ethan-1-ol(130728-23-3)

Safety Data

• Hazardous Substances Data: 130728-23-3(Hazardous Substances Data)

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 
• 65864-64-4 trimethyl(difluoromethyl)silane 
• 123-11-5 4-methoxy-benzaldehyde 
• 433-53-4 difluoroacetic acid methyl ester 
• 696-62-8 para-iodoanisole 
• 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 articles and documents

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.

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

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.