129103-69-1

Basic information

• Product Name: 2-Bromo-4,5-dimethoxyphenol
• Synonyms: 2-Bromo-4,5-dimethoxyphenol
• CAS NO: 129103-69-1
• Molecular Formula: C₈H₉BrO₃
• Molecular Weight: 233.05926
• Mol File: 129103-69-1.mol

Chemical Properties

• Melting Point: 96.0 to 100.0 °C
• Appearance: /
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 2-Bromo-4,5-dimethoxyphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4,5-dimethoxyphenol(129103-69-1)
• EPA Substance Registry System: 2-Bromo-4,5-dimethoxyphenol(129103-69-1)

Safety Data

• Hazardous Substances Data: 129103-69-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-4,5-dimethoxyphenol is used as a starting material for the synthesis of various pharmaceuticals due to its unique chemical structure and properties. Its antibacterial and antioxidant properties make it a potential candidate for the development of new drugs and therapeutic agents.
Used in Cosmetic Industry:
2-Bromo-4,5-dimethoxyphenol is used as an active ingredient in cosmetic products for its antibacterial and antioxidant properties. It can help protect the skin from harmful environmental factors and support skin health.
Used in Organic Synthesis:
2-Bromo-4,5-dimethoxyphenol is used as a key intermediate in the synthesis of various organic compounds, including dyes, pigments, and other specialty chemicals. Its unique structure allows for further functionalization and modification to create new molecules with specific properties and applications.
It is important to handle 2-Bromo-4,5-dimethoxyphenol with caution, as it is considered hazardous if not properly handled and may cause irritation to the skin and eyes. Proper safety measures should be taken during its production, storage, and use to minimize potential risks.

Upstream product

• 5392-10-9 2-bromo-4,5-dimethoxybenzaldehyde 
• 521067-39-0 2-bromo-1-tert-butyldimethylsilyloxy-4,5-dimethoxybenzene 
• 2033-89-8 3,4-dimethoxyphenol 

Downstream Products

• 129103-84-0 2-Fluoro-4,6-dimethoxy-benzoic acid 2-bromo-4,5-dimethoxy-phenyl ester 
• 169776-14-1 1-bromo-4,5-dimethoxy-2-(methoxymethoxy)benzene 
• 220230-68-2 1,2-bis(4,5-dimethoxy-2-(methoxymethoxy)phenyl)acetylene 
• 220230-73-9 methyl 7,8-dimethoxy-1-(4,5-dimethoxy-2-hydroxyphenyl)-<1>-benzopyrano<3,4-b>pyrrol-4(3H)-one-2-carboxylate 
• 220230-71-7 dimethyl 3,4-bis(4,5-dimethoxy-2-(methoxymethoxy)phenyl)pyrrole-2,5-dicarboxylate 
• 220230-70-6 dimethyl 4,5-bis(4,5-dimethoxy-2-(methoxymethoxy)phenyl)-1,2-diazine-3,6-dicarboxylate 
• 1276113-16-6 4,5-dimethoxy-2-trimethylsilylphenol 
• 2104695-66-9 C₁₁H₁₇BrO₃Si 
• 866252-52-0 4,5-dimethoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 681431-21-0 2-(2-bromo-4,5-dimethoxyphenoxy)tetrahydro-2H-pyran 

Relevant articles and documents

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α-Bromolactones bearing a substituent in the β-position undergo a highly trans-diastereoselective arylation with arylzinc chlorides in the presence of 10-20% CoCl2 and 10-20% PPh3 in THF under mild conditions (25 °C, 16 h) leading to

Expedient Pd-Catalyzed α-Arylation towards Dibenzoxepinones: Pivotal Manske's Ketone for the Formal Synthesis of Cularine Alkaloids

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Trifluoromethyl aryl sulfonates (TFMS): An applicable trifluoromethoxylation reagent

Fluorine is probably another favorite hetero-atom for incorporation into small molecules after nitrogen. Among many fluorine-containing groups, trifluoromethyl aryl ethers (ArOCF3) have unique properties in drug design and are difficult to be synthesized, and many different methods were developed to prepare them. A novel one-pot synthesis of o-iodine-aryl trifluoromethyl ethers (ArOCF3I) was described by the reaction of trifluoromethoxylation and iodination with trifluoromethyl aryl sulfonates (TFMS) in this manuscript. The reaction conditions were optimized by screening different solvents, crown ethers, substrates and the ratios and the yields of products were in moderate to high yields (up to 86%).

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Halomonochloride compounds (ClCl, BrCl, ICl) generated in situ from N-halosuccinimide and catalytic chlorotrimethylsilane (TMSCl, 0.1 equiv) can efficiently halogenate aromatic compounds to give halogenated products in good to excellent yields and selectivities. The reaction can be carried out at room temperature or at lower temperatures, requires only one hour, is practical to apply to a wide range of substrates, and provides a simple access to a variety of haloarene compounds. Georg Thieme Verlag Stuttgart New York.

A domino process for benzyne preparation: Dual activation of o-(trimethylsilyl)phenols by nonafluorobutanesulfonyl fluoride

Benzynes were generated from o-(trimethylsilyl)phenols using nonafluorobutanesulfonyl fluoride (NfF) by a domino process, i.e., the nonaflation of the phenolic hydroxyl group of o-(trimethylsilyl)phenols by NfF followed by the attack of the produced fluoride ion on the trimethylsilyl group. The generated benzyne immediately underwent various reactions to give polysubstituted benzenes.

Total syntheses of ningalin A, lamellarin O, lukianol A, and permethyl storniamide A utilizing heterocyclic azadiene Diels - Alder reactions

Concise, efficient total syntheses of ningalin A (1), lamellarin O (2), lukianol A (3), and permethyl storniamide A (5) are detailed on the basis of a common heterocyclic azadiene Diels-Alder strategy (1,2,4,5-tetrazine → 1,2-diazine → pyrrole) ideally suited for construction of the densely functionalized pyrrole cores found in the three classes of marine natural products. Examination of the natural products and a number of synthetic intermediates revealed that some including lamellarin O (2) and lukianol A (3) exhibit modest cytotoxic activity against both wild-type and multidrug- resistant tumor cell lines. Fundamentally more important, a new class of agents including permethyl storniamide A (5) and its precursor 30, which lack inherent cytotoxic activity, are disclosed which reverse the multidrug- resistant (MDR) phenotype, resensitizing a human colon cancer cell line (HCT116/VM46) to vinblastine and doxorubicin at lower doses than the prototypical agent verapamil.