2357-33-7

Basic information

• Product Name: Benzenemethanol, 5-fluoro-2-hydroxy-
• Synonyms: Benzenemethanol, 5-fluoro-2-hydroxy- ;4-FLUORO-2-(HYDROXYMETHYL)PHENOL
• CAS NO: 2357-33-7
• Molecular Formula: C₇H₇FO₂
• Molecular Weight: 142.13
• Mol File: 2357-33-7.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: Benzenemethanol, 5-fluoro-2-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 5-fluoro-2-hydroxy-(2357-33-7)
• EPA Substance Registry System: Benzenemethanol, 5-fluoro-2-hydroxy-(2357-33-7)

Safety Data

• Hazardous Substances Data: 2357-33-7(Hazardous Substances Data)

Usage

Description

Benzenemethanol, 5-fluoro-2-hydroxyis an organic compound with the molecular formula C7H7FO2. It is characterized by the presence of a hydroxyl (-OH) group and a fluorine atom at the 5th position of the benzene ring, attached to a benzyl alcohol (benzenemethanol) structure. Benzenemethanol, 5-fluoro-2-hydroxyis known for its potential applications in the pharmaceutical and chemical industries due to its unique structural features.

Uses

Used in Pharmaceutical Industry:
Benzenemethanol, 5-fluoro-2-hydroxyis used as a key intermediate in the synthesis of various naphthyridine derivatives. These derivatives serve as chemokine receptor antagonists, which are crucial in the treatment of pain. The compound's structural properties allow for the development of targeted therapies that can effectively manage pain without causing significant side effects.
Used in Chemical Synthesis:
In the chemical industry, Benzenemethanol, 5-fluoro-2-hydroxycan be utilized as a building block for the creation of more complex molecules with specific applications. Its unique combination of functional groups makes it a valuable component in the synthesis of various organic compounds, potentially leading to the development of new materials and products with diverse uses.

Upstream product

• 850567-57-6 2-(bromomethyl)-4-fluorophenylboronic acid pinacol ester 
• 345-16-4 5-fluoro-2-hydroxybenzoic acid 
• 347-54-6 5-fluoro-2-hydroxybenzaldehyde 
• 391-92-4 methyl 5-fluoro-2-hydroxybenzoate 
• 50-00-0 formaldehyd 
• 371-41-5 4-Fluorophenol 
• 1998-90-9 2-acetoxy-5-fluoro benzyl acetate 

Downstream Products

• 934753-13-6 {2-[(4-bromophenyl)(difluoro)methoxy]-5-fluorophenyl}methanol 
• 1620847-64-4 2-((5-fluoro-2-hydroxybenzyl)oxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)-4-(trifluoromethyl)benzamide 
• 1620847-62-2 2-(4-fluoro-2-(hydroxymethyl)phenoxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)-4-(trifluoromethyl)benzamide 
• 934738-25-7 (5-fluoro-2-hydroxybenzyl)(triphenyl)phosphonium bromide 
• 934818-60-7 [5-Fluoro-2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]methanol 
• 345-16-4 5-fluoro-2-hydroxybenzoic acid 
• 347-54-6 5-fluoro-2-hydroxybenzaldehyde 

Relevant articles and documents

Asymmetric Retro-Claisen Reaction by Synergistic Chiral Primary Amine/Palladium Catalysis

We described herein a chiral primary amine/palladium catalyzed asymmetric retro-Claisen reaction of β-diketones with salicylic carbonates. A series of chiral α-alkylated ketones and macrolides were obtained with good yields and excellent enantioselectivities upon a sequence of decarboxylative benzylation, retro-Claisen cleavage, and enamine protonation. This strategy features broad substrate scope, mild conditions, as well as high atom economy with salicylic carbonates as the o-quinone methide precursors.

Water-promoted ortho-selective monohydroxymethylation of phenols in the NaBO2 system

Water-promoted ortho-selective monohydroxymethylation of phenols in the NaBO2 system generates salicyl alcohols in 65-97% yields. A remarkable rate-enhancement by water was observed, and NaBO2 appeared to serve the dual role of a suitable base and an efficient chelating reagent. This protocol possesses many advantages such as short reaction times, expanded substrate scope, and high mono- and regio-selectivities. The experimental results were explained by the calculations based on local ionisation energy minima, leading to a possible reaction mechanism.

Fluorinated benzofuran derivatives for PET imaging of β-amyloid plaques in alzheimer's disease brains

A series of fluorinated benzofuran derivatives as potential tracers for positron emission tomography (PET) targeting β-amyloid plaques in the brains of patients with Alzheimer's disease (AD) were synthesized and evaluated. The derivatives were produced using an intramolecular Wittig reaction. In experiments in vitro, all displayed high affinity for Aβ(1-42) aggregates with Ki values in the nanomolar range. Radiofluorinated 17, [ 18F]17, in particular labeled β-amyloid plaques in sections of Tg2576 mouse brain and displayed high uptake (5.66% ID/g) at 10 min postinjection, sufficient for PET imaging. In addition, in vivo β-amyloid plaque labeling can be clearly demonstrated with [18F]17 in Tg2576 mice. In conclusion, [18F]17 may be useful for detecting β-amyloid plaques in patients with AD.