2,6-Dihydroxynaphthalene: Properties, Uses & FAQs

2,6-Dihydroxynaphthalene is a symmetric dihydroxy-substituted naphthalene compound widely used in organic synthesis, dye chemistry, and materials science research as a versatile bifunctional building block.

CAS Number

581-43-1

Molecular Formula

C10H8O2

Molecular Weight

160.17 g/mol

Appearance

White to off-white crystalline powder

Functional Groups

Two hydroxyl (–OH) groups at positions 2 and 6 of the naphthalene ring

Aladdin SKU

D156012

Chemical Identity and Structure

2,6-Dihydroxynaphthalene (CAS 581-43-1), also known as 2,6-naphthalenediol, is a polycyclic aromatic compound consisting of a naphthalene ring system bearing hydroxyl groups at the 2- and 6-positions. The symmetric placement of these hydroxyl groups confers distinctive electronic and hydrogen-bonding properties relative to other dihydroxynaphthalene isomers. Its molecular formula is C₁₀H₈O₂ with a molecular weight of 160.17 g/mol. The compound belongs to the broader family of naphthol derivatives and exhibits characteristic UV absorption due to the extended aromatic π-system perturbed by the electron-donating hydroxyl substituents.

Research Applications

2,6-Dihydroxynaphthalene serves as a versatile intermediate in multiple research domains. In organic synthesis, the two phenolic –OH groups provide reactive sites for etherification, esterification, and coupling reactions, making the compound a useful bifunctional monomer for the preparation of polyesters, polyethers, and liquid-crystal polymers. In dye and pigment chemistry, it functions as a coupling component or precursor for azo dyes and fluorescent materials. In materials science, naphthalenediol-based monomers are employed in the fabrication of high-performance polymers with improved thermal stability. Researchers in analytical chemistry have also explored its coordination chemistry with metal ions. Because of the compound's intrinsic fluorescence under UV illumination, it can additionally serve as a building block in luminescent probes and sensors.

Storage, Handling, and Safety

2,6-Dihydroxynaphthalene should be stored in a tightly sealed container, protected from light and moisture, at room temperature or under cool, dry conditions. As a phenolic compound, it may cause skin and eye irritation upon direct contact; appropriate personal protective equipment including gloves, safety glasses, and a lab coat should be worn during handling. Work in a well-ventilated area or fume hood to avoid inhalation of dust. Consult the Safety Data Sheet (SDS) provided with Aladdin product D156012 for complete hazard classification, first-aid measures, and disposal guidance in accordance with local regulations.

Purity Grades and Quality Specifications

Aladdin Scientific offers 2,6-Dihydroxynaphthalene (D156012) in research-grade purity to meet the demands of synthetic and analytical laboratory work. Typical quality control parameters include purity assessed by HPLC or GC, melting point confirmation, and appearance. Researchers requiring higher purity for sensitive spectroscopic or biological assays should confirm the certificate of analysis (CoA) supplied with each lot. Lot-specific CoA data are available upon request or through the Aladdin website product page. If specific purity grades or custom pack sizes are needed, contact Aladdin customer service for availability.

Ordering and Availability

2,6-Dihydroxynaphthalene is available from Aladdin Scientific under SKU D156012. Orders can be placed directly through the Aladdin website, by email, or via an authorized distributor. Standard pack sizes are listed on the product page; bulk quantities may be available upon request. For pricing, lead times, and international shipping options, visit the product listing or contact Aladdin customer service. Institutional purchase orders, invoicing, and payment options including credit card and wire transfer are supported. Reward points and promotional discounts may apply — check your account dashboard for applicable offers.

Frequently asked questions

What is the CAS number for 2,6-Dihydroxynaphthalene?

The CAS registry number for 2,6-Dihydroxynaphthalene is 581-43-1. It is also known as 2,6-naphthalenediol and has the molecular formula C10H8O2 (MW 160.17 g/mol).

How should 2,6-Dihydroxynaphthalene be stored to maintain its stability?

Store 2,6-Dihydroxynaphthalene in a tightly closed container under cool, dry, and dark conditions. Exposure to moisture, heat, or prolonged light can degrade phenolic compounds over time. Always reseal the container promptly after use.

What are the main research applications of 2,6-Dihydroxynaphthalene?

2,6-Dihydroxynaphthalene is primarily used as a bifunctional building block in organic synthesis, polymer chemistry (polyesters, liquid-crystal polymers), dye and pigment preparation, and as a precursor for fluorescent materials and luminescent probes. Its symmetric hydroxyl groups make it reactive toward etherification, esterification, and metal coordination.

What purity grade is available for Aladdin product D156012?

Aladdin Scientific supplies 2,6-Dihydroxynaphthalene (D156012) at research grade. The specific purity value and analytical data are provided on the lot-specific Certificate of Analysis (CoA), which is available on the Aladdin website or upon request from customer service.

Is 2,6-Dihydroxynaphthalene the same as 2,6-naphthalenediol?

Yes, 2,6-Dihydroxynaphthalene and 2,6-naphthalenediol are synonymous names for the same compound (CAS 581-43-1). Both names describe the naphthalene ring system with hydroxyl substituents at the 2- and 6-positions.

What safety precautions should I take when handling 2,6-Dihydroxynaphthalene?

Wear appropriate PPE including nitrile gloves, safety glasses, and a lab coat. Handle the material in a well-ventilated area or fume hood to avoid dust inhalation. In case of skin or eye contact, rinse thoroughly with water. Refer to the SDS for D156012 for full hazard and emergency information.

References

1. Sigma-Aldrich / Merck product entry for 2,6-Naphthalenediol, CAS 581-43-1. Retrieved from the Merck Index and supplier catalog documentation.
2. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. 4th ed. Wiley-Interscience, 1992. General reference for phenol chemistry and electrophilic aromatic substitution.
3. Aladdin Scientific product page for 2,6-Dihydroxynaphthalene, SKU D156012. Aladdin Scientific Co., Ltd.

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.