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2-Pyrimidinemethanol

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CAS Registry Number: 42839-09-8
MF: C5H6N2O
MW: 110.11
Purity: 98%HPLC

Description

Description

CAS Registry Number 42839-09-8
Molecular Formula C5H6N2O
Molecular Weight 110.11
Purity 98%HPLC

2-Pyrimidinemethanol is an organic compound belonging to the pyrimidine derivatives. Its molecular formula is C₆H₇N₃O, and its structure consists of a pyrimidine ring connected to a methanol group. This compound is commonly used as an intermediate in the synthesis of various pharmaceuticals, pesticides, and other organic compounds.

Synonyms: 2-Pyrimidinylmethanol, 2-Aminopyrimidine Methanol, 2-Pyrimidinemethanol

Chemical Properties

Property Description
Molecular Structure Pyrimidine ring + hydroxymethyl group (combines aromatic polarity and hydroxyl reactivity)
Solubility Soluble in water, alcohols (e.g., methanol/ethanol), and polar organic solvents (DMF, DMSO)
Acid-Base Nature Weakly basic (pyrimidine nitrogen can be protonated); hydroxyl group shows weak acidity
Stability Relatively stable to light/heat, but the hydroxyl group may oxidize (store sealed in the dark)

Key Features

  • Bifunctional Reactivity:
    • Pyrimidine ring acts as a hydrogen bond acceptor (target binding site in drug design)
    • Hydroxymethyl group can undergo derivatization (esterification, etherification, oxidation to aldehyde/carboxylic acid, etc.)
  • Biocompatibility: Commonly used in pharmaceutical intermediates with low cytotoxicity
  • Coordination Ability: Forms complexes with metal ions (e.g., Cu²⁺, Pd²⁺) for catalytic systems

Primary Applications

Field Examples
Pharmaceutical Synthesis – Intermediate for antiviral/anticancer drugs (e.g., HIV protease inhibitors)
– Antibiotic structural modification (enhancing solubility or activity)
Materials Chemistry – Ligand design (MOFs, homogeneous catalysts)
– UV-absorbing materials (pyrimidine conjugated system)
Agrochemicals Synthesis of high-efficiency, low-toxicity pesticides (e.g., pyrimidine-based fungicides)
Research Reagents Used as a building block for heterocyclic compound libraries

 

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