152434-88-3

Basic information

• Product Name: 2,6-Difluoro-3-hydroxybenzaldehyde
• Synonyms: Benzaldehyde, 2,6-difluoro-3-hydroxy- (9CI);2,4-Difluoro-3-formylphenol
• CAS NO: 152434-88-3
• Molecular Formula: C₇H₄F₂O₂
• Molecular Weight: 158.1022664
• Product Categories: HALIDE;ALDEHYDE;Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 152434-88-3.mol

Chemical Properties

• Melting Point: 110-114℃
• Boiling Point: 229.9°C at 760 mmHg
• Flash Point: 92.8°C
• Appearance: /
• Density: 1.464g/cm³
• Vapor Pressure: 0.0449mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.01±0.23(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2,6-Difluoro-3-hydroxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Difluoro-3-hydroxybenzaldehyde(152434-88-3)
• EPA Substance Registry System: 2,6-Difluoro-3-hydroxybenzaldehyde(152434-88-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 152434-88-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,6-Difluoro-3-hydroxybenzaldehyde is used as a key intermediate in the synthesis of imidazoline pyridine compounds. These compounds have been found to possess significant pharmacological properties, making them valuable in the development of new drugs for various medical conditions.
Used in Chemical Synthesis:
In the field of organic chemistry, 2,6-Difluoro-3-hydroxybenzaldehyde can be utilized as a starting material for the preparation of various derivatives and complex molecules. Its unique structure allows for a range of chemical reactions, making it a versatile building block in the synthesis of novel compounds with potential applications in different industries.
Used in Research and Development:
Due to its unique structure and properties, 2,6-Difluoro-3-hydroxybenzaldehyde can be employed in research and development efforts to explore new chemical reactions, mechanisms, and applications. It can serve as a valuable tool for scientists and researchers working on the development of new materials, pharmaceuticals, and other advanced technologies.

InChI:InChI=1/C7H4F2O2/c8-5-1-2-6(11)7(9)4(5)3-10/h1-3,11H

Upstream product

• 918524-36-4 3-(tert-Butyl-dimethyl-silanyloxy)-2,6-difluoro-benzaldehyde 
• 152434-87-2 3-(benzyloxy)-2,6-difluorobenzaldehyde 
• 367-27-1 2,4-difluorophenol 
• 1256478-45-1 3-ethoxymethoxy-2,6-difluoro-benzaldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 152434-86-1 1-(benzyloxy)-2,4-difluorobenzene 
• 132303-32-3 1-(tert-butyldimethylsilyloxy)-2,4-difluorobenzene 

Downstream Products

• 918524-50-2 2,6-difluoro-3-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzaldehyde 
• 866028-20-8 2,4-difluoro-3-(hydroxymethyl)phenol 

Relevant articles and documents

Substitution of terminal amide with 1H-1,2,3-triazole: Identification of unexpected class of potent antibacterial agents

3-Methoxybenzamide (3-MBA) derivatives have been identified as novel class of potent antibacterial agents targeting the bacterial cell division protein FtsZ. As one of isosteres for the amide group, 1,2,3-triazole can mimic the topological and electronic features of the amide, which has gained increasing attention in drug discovery. Based on these considerations, we prepared a series of 1H-1,2,3-triazole-containing 3-MBA analogues via isosteric replacement of the terminal amide with triazole, which had increased antibacterial activity. This study demonstrated the possibility of developing the 1H-1,2,3-triazole group as a terminal amide-mimetic element which was capable of both keeping and modulating amide-related bioactivity. Surprisingly, a different action mode of these new 1H-1,2,3-triazole-containing analogues was observed, which could open new opportunities for the development of antibacterial agents.

Practical synthesis of PC190723, an inhibitor of the bacterial cell division protein ftsz

A high-yielding and practical synthesis of the bacterial cell division inhibitor PC190723 is described. The synthesis is completed in a longest linear sequence of five steps from commercially available starting materials and can be readily executed on a m

ALPHA ARYL OR HETEROARYL METHYL BETA PIPERIDINO PROPANAMIDE COMPOUNDS AS ORL1-RECEPTOR ANTAGONIST

This invention provides the compounds of formula (I): or a pharmaceutically acceptable ester of such compound, or a pharmaceutically acceptable salt thereof, wherein Ri and R2 independently represent a hydrogen atom or the like; R3 represents a hydrogen atom, or the like; R4 represents a hydrogen atom or the like; (formula II) represents one of the following or the like; R5 represents an aryl group having from 6 to 10 ring atoms or the like; X represents an oxygen atom, or the like; Y represents an oxgen atom or the like and n represents an integer 0, 1 or 2. These compounds have ORL1-receptor antagonist activity; and therefore, are useful to treat diseases or conditions such as pain, various CNS diseases etc.

Syntheses of 2,5- and 2,6-Difluoronorepinephrine, 2,5-Difluoroepinephrine, and 2,6-Difluorophenylephrine: Effect of Disubstitution with Fluorine on Adrenergic Activity

Synthetic routes to difluorinated analogs of the adrenergic agonists, norepinephrine (NE), epinephrine (E), and phenylephrine (PE) have been developed.The syntheses were based on elaboration of the ethanolamine side chains from the appropriately polyfunctionalized benzaldehydes.The benzaldehydes were prepared from precursor difluorinated benzenes by sequential regioselective lithiations and reaction with electrophiles to introduce hydroxyl and carboxaldehyde functionalities.Binding and functional assay data demonstrate that the 2,6-difluorinated analogs are relatively inactive at both α- and β-adrenergic receptors.These results are consistent with earlier observations that 2-fluoro substitution of adrenergic agonists decreases α-adrenergic activity whereas 6-fluoro substitution decreases β-adrenergic activity.