51699-89-9

Basic information

• Product Name: 2,6-dibromo-4-methylanisole
• Synonyms: 2,6-dibromo-4-methylanisole;1,3-Dibromo-2-methoxy-5-methylbenzene;Einecs 257-352-5;1,3-DibroMo-2-ethoxy-5-Methylbenzene
• CAS NO: 51699-89-9
• Molecular Formula: C₈H₈Br₂O
• Molecular Weight: 279.95652
• EINECS: 257-352-5
• Mol File: 51699-89-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 277.2°C at 760 mmHg
• Flash Point: 110.3°C
• Appearance: /
• Density: 1.727g/cm³
• Vapor Pressure: 0.00772mmHg at 25°C
• Refractive Index: 1.569
• CAS DataBase Reference: 2,6-dibromo-4-methylanisole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-dibromo-4-methylanisole(51699-89-9)
• EPA Substance Registry System: 2,6-dibromo-4-methylanisole(51699-89-9)

Safety Data

• Hazardous Substances Data: 51699-89-9(Hazardous Substances Data)

Usage

General Description

2,6-dibromo-4-methylanisole, also known as 4-methoxy-2,6-dibromophenyl methyl ether, is a chemical compound with the molecular formula C8H8Br2O. It is a brominated derivative of anisole, with two bromine atoms attached to the aromatic ring. This chemical is commonly used in the synthesis of pharmaceuticals and organic compounds. It is a colorless to pale yellow liquid with a strong, sweet odor. 2,6-dibromo-4-methylanisole is considered to be potentially hazardous to the environment and should be handled and disposed of with care. It is important to follow safety protocols and regulations when working with this chemical.

InChI:InChI=1/C8H8Br2O/c1-5-3-6(9)8(11-2)7(10)4-5/h3-4H,1-2H3

Upstream product

• 2432-14-6 3,5-dibromo-4-hydroxytoluene 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 106-44-5 p-cresol 

Downstream Products

• 1050655-30-5 2,2′-(2-methoxy-5-methyl-1,3-phenylene)bis-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 
• 35050-88-5 2,6-diethyl-4-methylphenol 
• 1612866-71-3 1,3-diethyl-2-methoxy-5-methylbenzene 
• 1612866-70-2 1,3-diethynyl-2-methoxy-5-methylbenzene 
• 68278-85-3 3-bromo-4,5-dimethoxy-toluene 
• 6443-69-2 3,4,5-trimethoxytoluene 
• 494-99-5 1,2-dimethoxy-4-methylbenzene 
• 1055414-54-4 4-methyl-2,6-bis(trifluoroacetyl)anisole 
• 137639-66-8 2-bromo-5-isopropoxy-6-methoxy-3-methylphenyl N,N-diethylcarbamate 
• 137639-65-7 3-isopropoxy-2-methoxy-5-methylphenol 

Relevant articles and documents

Molybdenum and Tungsten Alkylidene Complexes That Contain a 2-Pyridyl-Substituted Phenoxide Ligand

In the interest of preparing molybdenum and tungsten alkylidene complexes for olefin metathesis that are longer-lived at high temperatures (～150 °C or above), we synthesized complexes that contain a phenoxide ligand with a 2-pyridyl in one ortho position and a mesityl (Mes) or 2,4,6-i-Pr3C6H2 (Trip) in the other ortho position ([MesON]- or [TripON]-, respectively). The alkylidene (neophylidene) complexes that were prepared include W(O)(CHCMe2Ph)(Me2Pyr)(RON) (R = Mes or Trip), Mo(NC6F5)(CHCMe2Ph)(RON)Cl, Mo(N-2,6-Me2C6H3)(CHCMe2Ph)(RON)Cl, Mo(N-t-Bu)(CHCMe2Ph)(RON)Cl, and M(N-2,6-i-Pr2C6H3)(CHCMe2Ph)(TripON)(OTf) (M = Mo or W). The reaction between Mo(NAr)(CHCMe2Ph)(TripON)(OTf) and ethylene yielded an ethylene complex, Mo(NAr)(C2H4)(TripON)(OTf)(ether). All neophylidene complexes were essentially unreactive toward terminal olefins at 22 °C and showed modest homocoupling activity (at 80 or 100 °C) and alkane metathesis activity (at 150 and 200 °C). W(O)(CHCMe2Ph)(Me2Pyr)(MesON) also stereoselectively polymerized several substituted norbornadienes at 100 °C.

Aromatization via a dibromination-double dehydrobromination sequence: A facile and convenient synthetic route to 2,6-bis(trifluoroacetyl)phenols

An efficient and reliable method to synthesize 2,6-bis(trifluoroacetyl) phenols bearing various substituents in the 4-po-sition was developed. These valuable fluorinated building blocks were obtained from the corresponding cyclohexanones in a facile and convenient procedure, demonstrated to be superior to the traditional approaches. The application of this methodology to cyclohex-ane-1,4-dione opened access to 2,5-bis(polyfluoroacyl)-1,4- hydroquinones. Structural peculiarities of the obtained phenols as well as their 1,3-dicarbonyl or 1,3,5-tricarbonyl precursors are discussed on the basis of multinuclear NMR spectroscopy.

SYNTHETIC STRATEGIES BASED ON AROMATIC METALATION - CROSS COUPLING LINKS. REGIOSPECIFIC SYNTHESIS OF THE PHENANTHRENE NATURAL PRODUCT GYMNOPUSIN

An efficient synthesis of gymnopusin (2) using ortho metalation, Suzuki cross coupling, and new anionic Fries rearrangement (3) steps has been achieved.