4-Bromo-2-chloro-1-isopropoxybenzene: Properties & Lab FAQ
4-Bromo-2-chloro-1-isopropoxybenzene: Properties & Lab FAQ
4-Bromo-2-chloro-1-isopropoxybenzene is a halogenated aryl ether building block widely used as an intermediate in transition-metal-catalyzed cross-coupling reactions and pharmaceutical synthesis.
- CAS Number
- Need verification — not confirmed in source material
- Molecular Formula
- C9H10BrClO
- Molecular Weight
- Approx. 249.53 g/mol (needs verification)
- SKU / Product Code
- B730304
- Functional Groups
- Aryl bromide, aryl chloride, isopropyl ether
- Primary Application
- Intermediate in cross-coupling and nucleophilic aromatic substitution reactions
What Is 4-Bromo-2-chloro-1-isopropoxybenzene?
4-Bromo-2-chloro-1-isopropoxybenzene is a difunctionalized aromatic compound bearing two halogen substituents — bromine at the 4-position and chlorine at the 2-position — alongside an isopropoxy (–OiPr) group at the 1-position of the benzene ring. This unique substitution pattern imparts selective reactivity: the C–Br bond is generally more reactive than the C–Cl bond in palladium- and nickel-catalyzed cross-coupling reactions, enabling chemoselective functionalization. The isopropoxy group acts as an electron-donating substituent, influencing the electronic density of the ring and directing further substitution. Because of this combination, the compound serves as a versatile building block in medicinal chemistry, agrochemical research, and materials science.
Handling, Storage, and Safety
As with most halogenated organic compounds, 4-Bromo-2-chloro-1-isopropoxybenzene should be handled with appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and a laboratory coat. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation of vapors. The compound should be stored in a tightly sealed container, away from heat, open flames, and strong oxidizing agents, at cool room temperature or under refrigeration as recommended on the product Safety Data Sheet (SDS). Always consult the current SDS for detailed hazard classifications, first-aid measures, and disposal guidance prior to use. Specific GHS hazard classifications for this compound should be verified against the supplier SDS.
Applications in Organic Synthesis
The primary utility of 4-Bromo-2-chloro-1-isopropoxybenzene lies in its role as a chemoselective cross-coupling partner. Researchers commonly exploit the higher reactivity of the aryl C–Br bond in Suzuki–Miyaura, Negishi, Kumada, and Buchwald–Hartwig reactions, leaving the C–Cl bond intact for a subsequent, orthogonal coupling step. This sequential functionalization strategy is particularly valuable in the synthesis of complex drug candidates and natural product analogs. The isopropoxy ether moiety may also participate in directed metalation reactions, offering an additional handle for further elaboration of the aromatic scaffold. Its application in the preparation of pharmaceutical intermediates has been reported in patent literature, although specific citations should be confirmed by the user.
Purity, Specifications, and Quality
Aladdin Scientific offers 4-Bromo-2-chloro-1-isopropoxybenzene under SKU B730304. Researchers should refer to the current product page or certificate of analysis (CoA) for confirmed purity grade, analytical data (such as GC purity, NMR, or HPLC), available pack sizes, and pricing. Lot-specific CoAs are typically available on request or via the Aladdin website. For critical synthetic applications where high purity is essential, customers are encouraged to contact Aladdin's technical support to obtain the most current specification sheet and to discuss custom purity options if required.
Ordering and Availability
4-Bromo-2-chloro-1-isopropoxybenzene (SKU: B730304) can be ordered directly through the Aladdin Scientific website. Registered account holders benefit from streamlined reordering, access to digital invoices and SDS documents, and eligibility for reward points and promotional pricing. For bulk or custom quantity inquiries, institutional purchase orders, and shipping options, please contact Aladdin's customer service or procurement team. Standard lead times and international shipping availability should be confirmed at the time of order. Aladdin accepts multiple payment methods and offers various pricing tiers; consult the current product listing for up-to-date pricing and availability information.
Frequently asked questions
What makes 4-Bromo-2-chloro-1-isopropoxybenzene useful in cross-coupling chemistry?
The compound contains two different carbon–halogen bonds with distinct reactivities: the C–Br bond undergoes oxidative addition to palladium or nickel catalysts more readily than the C–Cl bond, allowing chemists to selectively functionalize one position at a time. This sequential reactivity is extremely valuable for building complex, multi-substituted aromatic systems in a controlled, stepwise manner.
How should I store 4-Bromo-2-chloro-1-isopropoxybenzene to maintain its stability?
Store the compound in a tightly sealed container in a cool, dry, and well-ventilated area, away from heat sources, ignition sources, and incompatible materials such as strong oxidizers. Refrigerated storage may further extend shelf life. Always check the product's Safety Data Sheet (SDS) and Certificate of Analysis (CoA) for lot-specific storage recommendations.
What is the SKU for 4-Bromo-2-chloro-1-isopropoxybenzene at Aladdin Scientific, and how can I order it?
The SKU for 4-Bromo-2-chloro-1-isopropoxybenzene at Aladdin Scientific is B730304. You can order it directly via the Aladdin Scientific website by searching the SKU or product name. For bulk quantities, institutional purchase orders, or special shipping requirements, contact Aladdin's customer service team for assistance.
Can I obtain a Certificate of Analysis (CoA) or Safety Data Sheet (SDS) for this product?
Yes. Aladdin Scientific provides lot-specific Certificates of Analysis and Safety Data Sheets for its products. These documents are typically available for download on the product page of the Aladdin website or can be requested directly from customer service by quoting the product SKU (B730304) and lot number.
Is 4-Bromo-2-chloro-1-isopropoxybenzene suitable for pharmaceutical intermediate synthesis?
This compound has been used as an intermediate in pharmaceutical synthesis workflows, particularly where a chemoselective halogenated aryl ether scaffold is required. However, suitability depends on the specific synthetic route and purity requirements of your project. Researchers should verify the current purity specification via the CoA and consult primary literature or patent databases for precedents relevant to their application.
References
- Aladdin Scientific product page for 4-Bromo-2-chloro-1-isopropoxybenzene, SKU B730304.
- General reference: Miyaura, N.; Suzuki, A. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds. Chemical Reviews, 1995. (Textbook-level precedent for chemoselective cross-coupling; not specific to this compound.)
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
危险品化学品经营许可证（带存储）