3438-52-6

Basic information

• Product Name: 5-BROMO-6-METHYLPYRIMIDIN-4-OL
• Synonyms: 5-BROMO-6-METHYLPYRIMIDIN-4-OL;5-BroMo-4-hydroxy-6-MethylpyriMidine;5-Bromo-6-methyl-4(1H)-pyrimidinone
• CAS NO: 3438-52-6
• Molecular Formula: C₅H₅BrN₂O
• Molecular Weight: 189.02
• Mol File: 3438-52-6.mol

Chemical Properties

• Melting Point: 269 °C(Solv: water (7732-18-5))
• Boiling Point: 225.5 °C at 760 mmHg
• Flash Point: 90.1 °C
• Appearance: /
• Density: 1.84 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 7.70±0.50(Predicted)
• CAS DataBase Reference: 5-BROMO-6-METHYLPYRIMIDIN-4-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-6-METHYLPYRIMIDIN-4-OL(3438-52-6)
• EPA Substance Registry System: 5-BROMO-6-METHYLPYRIMIDIN-4-OL(3438-52-6)

Safety Data

• Hazardous Substances Data: 3438-52-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
5-Bromo-6-methylpyrimidin-4-ol is used as a building block in the synthesis of pharmaceutical compounds and agrochemicals. Its unique structure allows for the creation of various chemical entities with potential applications in different industries.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 5-Bromo-6-methylpyrimidin-4-ol is utilized in the development of new chemical entities. Its presence in the molecular structure can contribute to the discovery of novel drugs with improved therapeutic properties.
Used as a Reagent in Chemical Reactions:
5-Bromo-6-methylpyrimidin-4-ol also serves as a reagent in various chemical reactions. Its functional groups enable it to participate in a range of reactions, facilitating the synthesis of complex organic molecules.
Used in Medicinal Chemistry and Drug Discovery:
Due to its potential biological and pharmacological activities, 5-Bromo-6-methylpyrimidin-4-ol is a valuable compound in medicinal chemistry and drug discovery. Researchers can explore its properties to identify new therapeutic agents and enhance existing drug formulations.

Upstream product

• 3524-87-6 4-hydroxy-6-methylpyrimidine 

Downstream Products

• 3438-55-9 5-bromo-4-chloro-6-methylpyrimidine 

Relevant articles and documents

Scalable synthesis of 4-substituted 5-bromo-6-methylpyrimidines

Small halogenated heteroaromatic ring systems are valuable monomers, which can enable rapid access to novel and desirable chemical space, in part because of their ability to participate in established cross coupling chemistry such as the Heck, Stille, and Suzuki reactions. Described is a practical, scalable synthetic route towards the construction of a diverse array of 4-substituted 5-bromo-6-methylpyrimidine monomers. Georg Thieme Verlag Stuttgart · New York.

TAUTOMERIC EQUILIBRIA OF 2(4)-MONOOXOPYRIMIDINES IN THE GAS PHASE, IN LOW-TEMPERATURE MATRICES AND IN SOLUTION

IR absorption spectra, including the NH, OH and C=O stretching regions, have been recorded for 4-oxo-6-methyl- and 2-oxo-4,6-dimethyl pyrimidines and several related derivatives, in the gas phase, in low-temperature inert matrices, and in several liquid solvents.All the 4-oxopyrimidines in the gas phase, and 4-oxo-6-methylpyrimidine in low-temperature matrices, exhibit comparable populations of the keto and enol forms.By contrast the 2-oxopyrimidines are predominantly in the enol forms.Both classes of compounds are predominantly in the keto form in liquid solvent systems.The tautomeric equilibrium constant (KT) in the vapour phase for 4-oxo-2,6-dimethylpyrimidine is about 2, and for the other 4-oxopyrimidines is about 1.For 4-oxo-6-methylpyrimidine, the equilibrium constant in inert matrices varies slightly with the activity of the matrix gas, with the keto tautomer favoured in the more active matrix.From the temperature-dependence of KT, the free energy difference between the two tautomeric forms of 4-oxo-6-methylpyrimidine in the vapour phase has been calculated.Heats of vaporization have also been calculated for the various compounds and related to their abilities to associate by hydrogen bonding in the condensed phase.The UV absorption spectra of some of the foregoing have also been recorded in the gas phase, but these were of only limited value in studies of tautomeric equilibria, as compared to the IR spectra.