20129-11-7

Basic information

• Product Name: 5-BROMO-1,2,4-TRIMETHOXYBENZENE
• Synonyms: 5-BROMO-1,2,4-TRIMETHOXYBENZENE;NSC 143548;2,4,5-Trimethoxybromobenzene
• CAS NO: 20129-11-7
• Molecular Formula: C₉H₁₁BrO₃
• Molecular Weight: 247.09
• Mol File: 20129-11-7.mol
• Article Data: 32

Chemical Properties

• Melting Point: 53.0 to 57.0 °C
• Boiling Point: 263°C(lit.)
• Flash Point: 113.4°C
• Appearance: /
• Density: 1.391g/cm³
• Vapor Pressure: 0.00521mmHg at 25°C
• Refractive Index: 1.519
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-BROMO-1,2,4-TRIMETHOXYBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-1,2,4-TRIMETHOXYBENZENE(20129-11-7)
• EPA Substance Registry System: 5-BROMO-1,2,4-TRIMETHOXYBENZENE(20129-11-7)

Safety Data

• Hazardous Substances Data: 20129-11-7(Hazardous Substances Data)

Usage

General Description

5-Bromo-1,2,4-trimethoxybenzene is a chemical compound with the molecular formula C9H11BrO3. It is a white to off-white crystalline solid that is used in various organic synthesis reactions, such as in the production of pharmaceuticals, dyes, and other specialty chemicals. 5-BROMO-1,2,4-TRIMETHOXYBENZENE is known for its aromatic properties, and it is commonly used as a precursor in the synthesis of more complex organic molecules. It is important to handle and store 5-Bromo-1,2,4-trimethoxybenzene with caution, as it may pose a health and environmental hazard if not properly managed. Overall, this compound plays a significant role in the field of organic chemistry and has various industrial applications.

InChI:InChI=1/C9H11BrO3/c1-11-7-5-9(13-3)8(12-2)4-6(7)10/h4-5H,1-3H3

Upstream product

• 490-64-2 asaronic acid 
• 14470-07-6 tris(2,4,5-trimethoxyphenyl)methane 
• 7726-95-6 bromine 
• 71-43-2 benzene 
• 667-27-6 Ethyl bromodifluoroacetate 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 7203-46-5 3,4-dimethoxyphenyl acetate 
• 2033-89-8 3,4-dimethoxyphenol 
• 855629-88-8 1-acetoxy-5-bromo-2,4-dimethoxy-benzene 
• 182056-48-0 1-(5-bromo-2,4-dimethoxyphenyl)ethan-1-one 
• 13330-65-9 2,4-dimethoxyphenol 
• 56-23-5 tetrachloromethane 
• 23149-33-9 1-iodo-2,4,5-trimethoxybenzene 
• 75-15-0 carbon disulfide 

Downstream Products

• 100945-79-7 trans-2,3-epoxy-1-(2,4,5-trimethoxyphenyl)-1-butanone 
• 16052-58-7 2-methoxy-5-trifluoromethyl-1,4-benzoquinone 
• 75056-76-7 1-iodo-2,5-dimethoxy-4-methylbenzene 
• 23149-33-9 1-iodo-2,4,5-trimethoxybenzene 
• 225090-43-7 methyl 3,4,6-trimethoxy-2-(methoxycarbonylmethyl)benzoate 
• 225090-44-8 methyl 2,3,5-trimethoxy-6-(methoxycarbonylmethyl)benzoate 
• 213698-56-7 (2,4,5-trimethoxyphenyl)boronic acid 
• 1148136-45-1 (2,4,5-trimethoxyphenyl)(2,6,6-trimethylcyclohex-1-enyl)methanol 
• 1240036-48-9 C₁₃H₁₆O₄ 
• 1321914-20-8 (2,4,5-trimethoxyphenylethynyl)trimethylsilane 
• 1027984-52-6 7-benzyl-4-methyl-5-[2-(2,4,5-trimethoxyphenyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-2-amine 
• 1321914-12-8 N-{7-benzyl-4-methyl-5-[(2,4,5-trimethoxyphenyl)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-(2,2-dimethylpropanoyl)-2,2-dimethylpropanamide 
• 1321914-01-5 N-{7-benzyl-4-methyl-5-[(2,4,5-trimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-(2,2-dimethylpropanoyl)-2,2-dimethylpropanamide 
• 101911-62-0 2,4,5-trimethoxyphenylacetylene 

Relevant articles and documents

Isobenzofurans and ortho-benzoquinone monoketals in syntheses of xestoquinone and its 9- and 10-methoxy derivatives

Syntheses of (±)-xestoquinone, (±)-9-methoxyxestoquinone and (±)-10-methoxyxestoquinone are described. A convergent CD plus ABE plan using the appropriate isobenzofuran (CD) and naphthofuranone (ABE) has been implemented to provide these marine metabolite

Bromination of phenyl ether and other aromatics with bromoisobutyrate and dimethyl sulfoxide

Bromoisobutyrate has been used for the first time as a general brominating source for the direct bromination of a diverse of simple phenyl ethers. Aromatic ethers bearing various substituents could be compatible in this reaction system delivering brominated arenes in moderate to good yields. The reaction system can also be expanded to bromination of phenols and unactivated arene. This process can be regarded as an alternative for the well-established bromination systems for bromoarene synthesis.

Regioselective Oxybromination of Benzene and Its Derivatives by Bromide Anion with a Mononuclear Nonheme Mn(IV)-Oxo Complex

Oxybromination of aromatic compounds by high-valent metal-oxo intermediates has yet to be explored despite extensive studies on the oxybromination of aliphatic C-H bonds of hydrocarbons. Herein, we report the regioselective oxybromination of methoxy-substituted benzenes by a nonheme MnIV-oxo complex binding scandium ions, [(Bn-TPEN)MnIV(O)]2+-(Sc(OTf)3)2 (1), in the presence of tetrabutylammonium bromide. The regioselective oxybromination occurs at the carbon atom with the highest positive charge via electron transfer (ET) from the methoxy-substituted benzenes to 1. ET driving force dependence of the rate constants of ET from methoxy-substituted benzenes to 1 is well fitted in light of the Marcus theory of ET. Under photoirradiation, the oxybromination of benzene by 1 can be achieved via ET from benzene to the photoexcited state of 1, although no reaction occurs between benzene and the ground state of 1 in the dark. To the best of our knowledge, this is the first example of reporting the stoichiometric regioselective oxybromination of the benzene ring by a synthetic high-valent Mn(IV)-oxo complex and the catalytic regioselective oxybromination reaction with a Mn(II) complex and a terminal oxidant.

Organic semiconductor photocatalyst can bifunctionalize arenes and heteroarenes

Photoexcited electron-hole pairs on a semiconductor surface can engage in redox reactions with two different substrates. Similar to conventional electrosynthesis, the primary redox intermediates afford only separate oxidized and reduced products or, more rarely, combine to one addition product. Here, we report that a stable organic semiconductor material, mesoporous graphitic carbon nitride (mpg-CN), can act as a visible-light photoredox catalyst to orchestrate oxidative and reductive interfacial electron transfers to two different substrates in a two- or three-component system for direct twofold carbon–hydrogen functionalization of arenes and heteroarenes. The mpg-CN catalyst tolerates reactive radicals and strong nucleophiles, is straightforwardly recoverable by simple centrifugation of reaction mixtures, and is reusable for at least four catalytic transformations with conserved activity.