2,7-Diacetoxynaphthalene: Properties, Uses & FAQs

2,7-Diacetoxynaphthalene is a symmetric naphthalene diacetate ester used as a specialty organic reagent and potential precursor in fluorescence-based research and synthetic chemistry applications.

Chemical Name

2,7-Diacetoxynaphthalene

CAS Number

Needs review — not confirmed in source material

Molecular Formula

C14H12O4

Molecular Weight

244.24 g/mol

Appearance

Solid (exact form needs review)

Aladdin SKU

D699062

Functional Class

Aromatic diester / naphthalene derivative

What Is 2,7-Diacetoxynaphthalene?

2,7-Diacetoxynaphthalene is an organic compound belonging to the naphthalene family in which both the 2- and 7-hydroxyl positions of the naphthalene ring system are esterified with acetate groups. The symmetric substitution pattern at these positions imparts distinctive physicochemical properties relative to other naphthalene esters. It is catalogued under Aladdin Scientific (SKU: D699062) as a fine-chemical research reagent.

As a diacetate ester of 2,7-naphthalenediol, the compound can in principle be hydrolyzed under aqueous acidic or basic conditions to liberate 2,7-naphthalenediol, a known polycyclic aromatic diol with applications in dye chemistry and materials science.

Chemical Properties and Structure

The compound features a fused bicyclic aromatic naphthalene core with two acetoxy (–OC(O)CH3) substituents placed symmetrically at the 2- and 7-positions. This arrangement confers a high degree of molecular symmetry (C2h point group symmetry is expected), which influences its crystalline packing and spectroscopic characteristics.

Key physicochemical considerations include:

• Molecular Formula: C14H12O4
• Molecular Weight: 244.24 g/mol
• Solubility: Expected to be sparingly soluble in water; soluble in common organic solvents such as acetone, ethyl acetate, and dichloromethane (specific values need experimental verification).
• Stability: Ester functionality is susceptible to hydrolysis under strongly acidic or basic conditions; store under dry conditions away from moisture.

Note: Precise melting point, boiling point, and spectroscopic data (NMR, IR, UV-Vis) should be verified against the certificate of analysis supplied with Aladdin product D699062.

Laboratory Applications and Research Uses

2,7-Diacetoxynaphthalene serves primarily as a synthetic building block and specialty reagent in organic chemistry research. Potential application areas include:

• Synthesis of 2,7-naphthalenediol derivatives: Controlled hydrolysis or transesterification reactions allow access to the parent diol or other ester variants for use in materials and polymer chemistry.
• Fluorescence research: Naphthalene-based compounds are well-established fluorophores; diacetate esters of naphthalenediols have been investigated as masked fluorescent probes that are activated upon esterase-mediated hydrolysis in biological systems (specific references need verification).
• Supramolecular and host–guest chemistry: The symmetric aromatic scaffold may be employed in the design of self-assembling systems or inclusion complexes.
• Reference standard: May be used as an analytical reference in HPLC or mass spectrometry method development.

Researchers should consult the primary literature and confirm suitability for their specific experimental requirements.

Handling, Storage, and Safety

As with all laboratory reagents, appropriate safety precautions should be observed when handling 2,7-Diacetoxynaphthalene. General guidance includes:

• Personal Protective Equipment (PPE): Wear appropriate laboratory coat, nitrile gloves, and safety glasses. Use in a well-ventilated area or fume hood.
• Storage: Store in a tightly sealed container under cool, dry conditions, away from strong bases, strong acids, and sources of moisture that could promote ester hydrolysis.
• Disposal: Dispose of in accordance with local institutional and regulatory requirements for aromatic organic compounds.
• SDS: Always consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for product D699062 before use. Specific hazard classifications, GHS pictograms, and first-aid measures are detailed therein.

Disclaimer: The safety information provided here is general in nature. The official SDS for D699062 is the authoritative safety reference.

Ordering and Product Specifications

2,7-Diacetoxynaphthalene is available from Aladdin Scientific under SKU D699062. When placing an order, consider the following:

• Purity: Confirm the purity grade from the product page or certificate of analysis. Research-grade purity is typically required for synthetic applications; higher purity may be needed for analytical reference use.
• Pack sizes: Available pack sizes should be confirmed on the Aladdin Scientific product listing, as offerings may vary.
• Lead time: Standard catalog items are generally shipped promptly; contact Aladdin customer service for current availability and lead-time estimates.
• Custom quantities: For bulk or custom requirements, contact Aladdin Scientific's sales team directly.
• Documentation: Certificate of Analysis (CoA) and SDS are available upon request or via the product page.

For technical questions regarding this product, please contact Aladdin Scientific technical support.

Frequently asked questions

What is 2,7-Diacetoxynaphthalene used for in the laboratory?

2,7-Diacetoxynaphthalene is primarily used as a synthetic building block in organic chemistry, enabling access to 2,7-naphthalenediol and related derivatives via hydrolysis or transesterification. It may also serve as a precursor in fluorescence probe development and as a reference standard in analytical chemistry. Researchers should verify suitability for their specific application.

How should 2,7-Diacetoxynaphthalene be stored to maintain stability?

The compound should be stored in a tightly sealed container under cool, dry conditions. Because it contains ester functional groups, exposure to moisture, strong acids, or strong bases should be avoided to prevent hydrolysis. Always refer to the official Safety Data Sheet and Certificate of Analysis provided with Aladdin product D699062 for authoritative storage conditions.

What is the molecular weight and formula of 2,7-Diacetoxynaphthalene?

2,7-Diacetoxynaphthalene has the molecular formula C14H12O4 and a molecular weight of 244.24 g/mol. These values reflect the naphthalene core bearing two acetoxy substituents at the 2- and 7-positions.

Is 2,7-Diacetoxynaphthalene soluble in water?

2,7-Diacetoxynaphthalene is expected to have limited water solubility due to its hydrophobic aromatic core. It is generally anticipated to dissolve in polar aprotic organic solvents such as acetone or ethyl acetate and chlorinated solvents such as dichloromethane. Precise solubility data should be confirmed experimentally or from the product's Certificate of Analysis.

Where can I purchase 2,7-Diacetoxynaphthalene and what is the SKU?

2,7-Diacetoxynaphthalene is available from Aladdin Scientific under SKU D699062. You can place an order directly through the Aladdin Scientific website or by contacting the sales team. Certificate of Analysis and Safety Data Sheet documentation are available upon request.

References

1. Aladdin Scientific product listing for 2,7-Diacetoxynaphthalene, SKU D699062.
2. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley-Interscience. General reference for ester hydrolysis chemistry.
3. Lakowicz, J. R. Principles of Fluorescence Spectroscopy. Springer. General reference for naphthalene fluorophore properties.

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