1184172-46-0

Basic information

• Product Name: 2-Chloro-3-fluoropyridin-4-ol
• Synonyms: 2-Chloro-3-fluoro-4-hydroxypyridine;2-Chloro-3-fluoropyridin-4-ol;2-Chloro-3-fluoro-4-pyridinol
• CAS NO: 1184172-46-0
• Molecular Formula: C5H3ClFNO
• Molecular Weight: 148
• Mol File: 1184172-46-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 351.2±37.0 °C(Predicted)
• Appearance: /
• Density: 1.517±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 6.32±0.10(Predicted)
• CAS DataBase Reference: 2-Chloro-3-fluoropyridin-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-3-fluoropyridin-4-ol(1184172-46-0)
• EPA Substance Registry System: 2-Chloro-3-fluoropyridin-4-ol(1184172-46-0)

Safety Data

• Hazardous Substances Data: 1184172-46-0(Hazardous Substances Data)

Usage

General Description

2-Chloro-3-fluoropyridin-4-ol is a chemical compound with the molecular formula C5H3ClFNO. It is a heterocyclic compound with a pyridine ring that has a chlorine atom at the 2-position, a fluorine atom at the 3-position, and a hydroxyl group at the 4-position. 2-Chloro-3-fluoropyridin-4-ol is used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and other fine chemicals. It has potential applications as an intermediate in the production of insecticides, fungicides, and herbicides. Additionally, it may have uses in medicinal chemistry for the development of new drug compounds. Overall, 2-Chloro-3-fluoropyridin-4-ol is an important chemical intermediate with diverse potential applications.

InChI:InChI=1S/C5H3ClFNO/c6-5-4(7)3(9)1-2-8-5/h1-2H,(H,8,9)

Upstream product

• 17282-04-1 2-chloro-3-fluoropyridine 

Downstream Products

• 1184172-60-8 4-ethoxy-3-fluoro-5-hydroxypyridine 

Relevant articles and documents

Prediction of 3-hydroxypyridin-4-one (HPO) hydroxyl pKa values

As an aid in optimising the design of 3-hydroxypyridin-4-ones (HPOs) intended for use as therapeutic Fe3+ chelating agents, various quantum mechanical (QM) and semi-empirical (QSAR) methods have been explored for predicting the pKa values of the hydroxyl groups in these compounds. Using a training set of 15 HPOs with known hydroxyl pKa values, reliable predictions are shown to be obtained with QM calculations using the B3LYP/6-31+G(d)/CPCM model chemistry (with Pauling radii, and water as solvent). With this methodology, the observed hydroxyl pKa values for the training set compound are closely matched by the predicted pKa values, with the correlation between the observed and predicted values giving r2 = 0.98. Predictions subsequently made by this method for a test set of 48 HPOs of known hydroxyl pKa values (11 of which were determined experimentally in this study), gave predicted pKa values accurate to within ±0.2 log units. In order to further investigate the predictive power of the method, two novel HPOs were synthesised and their hydroxyl pKa values were determined experimentally. Comparison of these predicted pKa values against the measured values gave absolute deviations of 0.13 (10.18 vs. 10.31) and 0.43 (5.58 vs. 5.15).

Novel synthetic approach to fluoro- and amido-disubstituted 3-hydroxypyridin-4-ones

Starting from fluoropyridines as a building block, with chelating functional groups being introduced, several fluoro- and amido-disubstituted 3-hydroxypyridin-4-ones have been synthesized with the intention of improving the pharmaceutical profile of 3-hydroxypyridin-4-ones.

Design and synthesis of fluorine-substituted 3-hydroxypyridin-4-ones

The presence of fluorine in an organic molecule can dramatically alter its chemical and biological properties due to its unique characteristics. Several 2- and 5-fluorine-substituted 3-hydroxypyridin-4-ones have been synthesised with the intention of improving the pharmaceutical profile of deferiprone.