99% Pyridine-2,6-dicarboxylic acid CAS 499-83-2

Pyridine-2,6-dicarboxylic Acid — Product Detail Page

1. Product Overview

Pyridine2,6dicarboxylic acid (dipicolinic acid, DPA; CAS 499832) is a white crystalline powder carrying two carboxylic acid groups at the 2 and 6positions of the pyridine ring. It is a thermally stable dicarboxylic acid (melting point 248–250 °C) with moderate water solubility (about 5 g/L at 25 °C), low volatility and low soil sorption, and it biodegrades readily in aerobic and anaerobic environments. The molecule's nitrogen atom plus the two flanking carboxyl groups form a rigid N,O,O tridentate chelating pocket, which makes DPA a powerful ligand for calcium, transitionmetal and lanthanide ions. This chemistry supports its main applications: a versatile analytical and materials reagent used in ion chromatography, metal chelation and coordination polymers. It is also permitted as an inert ingredient in nonfood pesticide products. Supplied in analytical, ionchromatography (≥ 99.5%) and industrial grades。

Core value propositions:

● Tridentate Chelating Ligand: rigid N,O,O pocket binds Ca²⁺, transition metals and lanthanides with high stability;

● Analytical-Grade Purity: up to ≥ 99% for ion chromatography and reagent applications;

● Environmentally Favorable: biodegradable, low volatility and low soil adsorption.

2. Product Information (Quick Facts)

3. Chemistry & Structure

Pyridine-2,6-dicarboxylic acid is a diprotic heterocyclic dicarboxylic acid. Two carboxyl groups are attached at the 2- and 6-positions of a central pyridine ring, so the ring nitrogen and both carboxyl oxygens together form a rigid, planar N,O,O tridentate coordination pocket. The compound melts at 248–250 °C, is weakly acidic (pKa₁ ≈ 2.1, pKa₂ ≈ 4.6), and dissociates progressively to the mono- and di-carboxylate forms as pH rises — the dianionic dipicolinate is the strongly chelating species. It dissolves sparingly in cold water (about 5 g/L) and freely in hot water, ethanol, acetone and dilute alkali, and it shows very low volatility and very limited sorption to soil.With terbium and europium ions it forms strongly photoluminescent complexes — the basis of the most sensitive analytical assays for bacterial spores — and with many transition metals it gives stable, well-defined chelates used across coordination chemistry.

4. Key Features & Benefits

● Rigid tridentate chelating pocket (pyridine N + two carboxyl groups) for strong, stable metal binding.

● Ultrasensitive detection: Tb³⁺-sensitized luminescence detects dipicolinate at nanomolar levels.

● Thermally stable: melts at 248–250 °C with good stability under normal processing conditions.

● Environmentally favorable: biodegradable in aerobic and anaerobic conditions, low volatility, low soil sorption.

● Multi-industry: spore detection, ion chromatography, metal analysis, coordination materials, agrochemical inert ingredient.

5. Main Applications

5.1 Metal Chelation & Analytical Chemistry

The N,O,O chelating pocket makes DPA a classical analytical reagent for metal ions:

● Ion chromatography: high-purity (≥ 99%) DPA eluent component for efficient anion/cation separations.

● Metal determination: chelation and masking of Cu, Fe, Co, Ni, Zn and other transition-metal ions.

● Lanthanide analysis: sensitized luminescence quantitation of Tb³⁺ and Eu³⁺ at trace levels.

● Complexometric and colorimetric assay systems in laboratory analysis.

5.2 Coordination Chemistry & Advanced Materials

As a rigid dicarboxylate ligand, dipicolinate is a versatile building block for functional materials:

● Metal-organic frameworks (MOFs) and coordination polymers (CPs) with designed porosity and topology.

● Lanthanide coordination luminescent materials for sensing, display and imaging research.

● Catalytically and magnetically active metal complexes.

5.3 Chemical Synthesis

The pyridine dicarboxylic scaffold serves chemical  synthesis:

● Intermediate for fine chemicals and specialty pyridine derivatives.

5.4 Other Industrial Applications

Additional established uses:

● Permitted inert ingredient in non-food pesticide formulations.

● Corrosion-inhibition and metal-surface-treatment research.

● Polymer and resin modification studies.

6. Packaging, Storage

Packaging (customizable):

● 25 kg fiber drums with PE liner, or multi-wall paper bags; small trial orders welcome;

Storage:

● Store in a cool, dry, well-ventilated area; keep containers tightly closed.

● Protect from moisture and strong oxidizers; keep away from acids and alkalis as appropriate.

● Avoid dust generation during handling; keep away from ignition sources (dust may form explosive mixtures in air).

Handling & Safety (per SDS):

● Classified as skin corrosive/irritant and eye irritant (GHS H314/H315/H319) with possible respiratory irritation (H335);

● Wear chemical goggles, protective gloves and dust protection; wash thoroughly after handling;

● On eye/skin contact, rinse immediately with plenty of water and seek medical attention if irritation persists.

7. Why Choose Jinan Future Chemical Co., Ltd.?

● Factory-direct supply: own production and sourcing capability, transparent pricing, no middleman markup.

● Stable quality: strict internal control; every batch tested (assay, solubility, appearance), COA with every shipment.

● Fast response: quotations and technical support (COA, SDS, application advice); small trial orders accepted.

8. FAQ

Q1: What is dipicolinic acid (pyridine-2,6-dicarboxylic acid) used for?

Dipicolinic acid serves as a standard reagent in ion chromatography and metalion analysis, a building block for metalorganic frameworks and lanthanide luminescent materials, and a permitted inert ingredient in nonfood pesticide formulations.

Q2: How does the terbium (Tb³⁺) luminescence assay work?

Dipicolinate anions bind terbium ions and act as light-harvesting 'antennae' that sensitize Tb³⁺ to emit strong green photoluminescence. Because unbound terbium gives only weak emission, the luminescence signal is directly proportional to dipicolinate concentration — allowing quantitation of spores down to nanomolar levels in minutes, without culturing. The same principle extends to europium-based sensors for related applications.

Q3: Is dipicolinic acid safe to handle?

Dipicolinic acid is classified as a skin corrosive/irritant and eye irritant (GHS H314/H315/H319) and may cause respiratory irritation (H335) as a dust. Handle with chemical goggles, protective gloves and dust control; avoid generating airborne dust. In case of eye or skin contact, rinse immediately with plenty of water and seek medical attention if irritation persists. It is a stable solid with low volatility, and the material itself is biodegradable in the environment