2-Chloro-6,7-dimethoxyquinoxaline: Properties & Lab Use FAQ

2-Chloro-6,7-dimethoxyquinoxaline is a halogenated, methoxy-substituted bicyclic heterocyclic compound widely employed as a versatile synthetic intermediate in medicinal chemistry and materials science research.

Chemical Name

2-Chloro-6,7-dimethoxyquinoxaline

SKU

C192065

Core Structure

Bicyclic quinoxaline ring system with a C-2 chloro substituent and C-6, C-7 methoxy groups

Primary Role

Electrophilic building block for nucleophilic aromatic substitution and cross-coupling reactions

Storage Recommendation

Store in a cool, dry place away from light and moisture; seal tightly after use

Supplier

Aladdin Scientific (C192065)

Overview of 2-Chloro-6,7-dimethoxyquinoxaline

2-Chloro-6,7-dimethoxyquinoxaline is a member of the quinoxaline family—a class of nitrogen-containing bicyclic aromatic heterocycles formed by fusion of a benzene ring with a pyrazine ring. The compound bears an electrophilic chlorine atom at the 2-position and two electron-donating methoxy groups at the 6- and 7-positions of the benzo ring. This combination of substituents makes the molecule a useful and reactive scaffold for further chemical elaboration.

Quinoxaline derivatives are of broad interest in pharmaceutical research owing to their presence in bioactive natural products and their demonstrated utility as pharmacophores in drug discovery programs targeting a range of biological activities. The methoxy substituents influence both the electron density of the ring system and the compound's lipophilicity, while the 2-chloro group provides a reactive handle for substitution chemistry.

Chemical Reactivity and Synthetic Applications

The 2-chloro substituent on the quinoxaline ring renders the molecule susceptible to nucleophilic aromatic substitution (S_NAr) reactions. Nucleophiles such as amines, alcohols, and thiols can displace the chlorine atom under appropriate conditions, enabling the efficient construction of 2-substituted quinoxaline libraries. This approach is commonly exploited in the synthesis of potential kinase inhibitors and other medicinally relevant heterocyclic compounds.

In addition to S_NAr chemistry, the C–Cl bond can participate in transition-metal-catalyzed cross-coupling reactions, including Suzuki–Miyaura, Buchwald–Hartwig, and related palladium-catalyzed transformations, allowing introduction of aryl, heteroaryl, or amino groups at the 2-position. The methoxy groups at C-6 and C-7 are generally stable under these conditions but can be selectively demethylated to reveal catechol-type hydroxyl groups if required by the synthetic design.

Handling, Safety, and Storage

As with most fine chemical research reagents, 2-Chloro-6,7-dimethoxyquinoxaline should be handled with standard laboratory precautions. Researchers should wear appropriate personal protective equipment (PPE), including nitrile gloves, safety goggles, and a laboratory coat. Work in a well-ventilated area or under a fume hood to minimize inhalation of dust or aerosols.

The compound should be stored in a tightly sealed container in a cool, dry location, protected from direct light and moisture. Exposure to moisture may lead to gradual hydrolysis or degradation. Always consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for specific hazard classifications, first-aid measures, and disposal guidance before working with this material.

Purity, Specifications, and Quality Assurance

Aladdin Scientific offers 2-Chloro-6,7-dimethoxyquinoxaline (SKU: C192065) as a research-grade reagent. Purity is typically confirmed by analytical techniques such as high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy. Customers requiring a specific purity grade or analytical certificate (CoA) are encouraged to contact Aladdin Scientific's technical support team or check the product page for the current lot-specific data.

When comparing suppliers, researchers should evaluate not only stated purity but also lot-to-lot consistency, available analytical documentation, and packaging options suited to their experimental scale. Aladdin Scientific provides detailed product specifications to support informed purchasing decisions.

Ordering and Customer Support

2-Chloro-6,7-dimethoxyquinoxaline can be ordered directly from Aladdin Scientific using SKU C192065. The product page lists available pack sizes, current pricing, and stock status. For bulk quantities, custom packaging, or specific purity requirements, please reach out to our sales and technical support team who can provide tailored quotations and delivery timelines.

For questions about payment options, promotions, shipping conditions, or return policies, please consult the relevant sections of the Aladdin Scientific website or contact customer service directly. Aladdin Scientific is committed to supporting researchers with reliable supply, responsive service, and comprehensive technical documentation.

Frequently asked questions

What is 2-Chloro-6,7-dimethoxyquinoxaline used for in research?

2-Chloro-6,7-dimethoxyquinoxaline is primarily used as a synthetic building block in medicinal chemistry and organic synthesis. The reactive 2-chloro group allows for nucleophilic aromatic substitution and palladium-catalyzed cross-coupling reactions, enabling construction of diverse quinoxaline-based libraries for drug discovery and materials research.

How should 2-Chloro-6,7-dimethoxyquinoxaline be stored to maintain its stability?

The compound should be stored in a tightly sealed container in a cool, dry place, protected from light and moisture. Exposure to humidity can promote hydrolysis or other degradation pathways. Always keep the container sealed when not in use and consult the SDS for additional stability information.

Can the 2-chloro group in this compound be replaced by other nucleophiles?

Yes. The electron-deficient quinoxaline ring system activates the C-2 position toward nucleophilic aromatic substitution (SNAr). Primary and secondary amines, alkoxides, and thiolates have been reported as effective nucleophiles in related quinoxaline systems. The specific reaction conditions—solvent, base, and temperature—should be optimized for each nucleophile class.

What analytical methods are used to confirm the purity of C192065?

Purity of research-grade quinoxaline compounds is typically assessed by HPLC and confirmed by 1H NMR and 13C NMR spectroscopy. Mass spectrometry (MS) may also be used for molecular weight verification. Customers can request the Certificate of Analysis (CoA) for their specific lot from Aladdin Scientific.

Is 2-Chloro-6,7-dimethoxyquinoxaline available in bulk quantities from Aladdin Scientific?

Aladdin Scientific offers C192065 in standard research pack sizes as listed on the product page. For bulk orders or custom quantities, customers are encouraged to contact Aladdin Scientific's sales team directly to discuss availability, lead times, and pricing.

What safety precautions should be taken when handling 2-Chloro-6,7-dimethoxyquinoxaline?

Standard laboratory PPE—including nitrile gloves, safety goggles, and a lab coat—should be worn at all times. Handle the compound in a well-ventilated area or fume hood to prevent inhalation. Review the Aladdin Scientific SDS for complete hazard information, first-aid procedures, and disposal requirements before use.

References

1. General reference: Quinoxaline chemistry and synthetic applications. See standard organic chemistry and medicinal chemistry textbooks for foundational information on quinoxaline reactivity and SNAr reactions.
2. Aladdin Scientific product page for 2-Chloro-6,7-dimethoxyquinoxaline, SKU C192065. Aladdin Scientific.

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