6267-34-1

Basic information

• Product Name: 4-BROMO-3,5-DIMETHYLANISOLE
• Synonyms: 4-BROMO-3,5-DIMETHYLANISOLE;4-BROMO-3,5-DIMETHYLPHENYL METHYL ETHER;2-bromo-5-methoxy-1,3-dimethylbenzene
• CAS NO: 6267-34-1
• Molecular Formula: C₉H₁₁BrO
• Molecular Weight: 215.09
• Product Categories: Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds
• Mol File: 6267-34-1.mol
• Article Data: 45

Chemical Properties

• Melting Point: 24-25 °C
• Boiling Point: 259.5 °C at 760 mmHg
• Flash Point: 113.3 °C
• Appearance: /
• Density: 1.326 g/cm³
• Vapor Pressure: 0.0209mmHg at 25°C
• Refractive Index: 1.532
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-BROMO-3,5-DIMETHYLANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-3,5-DIMETHYLANISOLE(6267-34-1)
• EPA Substance Registry System: 4-BROMO-3,5-DIMETHYLANISOLE(6267-34-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6267-34-1(Hazardous Substances Data)

Usage

General Description

4-Bromo-3,5-dimethylanisole, also known as 3,5-dimethyl-4-bromoanisole, is a chemical compound with the molecular formula C9H11BrO. It is an aromatic halide that is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. 4-BROMO-3,5-DIMETHYLANISOLE is a colorless liquid with a molecular weight of 207.09 g/mol and a boiling point of 109-110 °C. It is primarily used as a building block in organic chemistry reactions, particularly in the production of various aromatic compounds. 4-Bromo-3,5-dimethylanisole is also used as a fragrance ingredient and in the manufacturing of cosmetics and personal care products. However, it is important to handle this compound with care as it is considered to be harmful if swallowed or inhaled and may cause skin and eye irritation.

InChI:InChI=1/C9H11BrO/c1-6-4-8(11-3)5-7(2)9(6)10/h4-5H,1-3H3

Upstream product

• 7463-51-6 4-bromo-3,5-dimethylphenol 
• 77-78-1 dimethyl sulfate 
• 512-56-1 trimethyl phosphite 
• 108-68-9 3,5-Dimethylphenol 
• 74-88-4 methyl iodide 
• 874-63-5 3,5-dimethylmethoxybenzene 

Downstream Products

• 153763-95-2 2-bromo-1,3-bis(bromomethyl)-5-methoxybenzene 
• 19447-00-8 4-methoxy-2,6-dimethylbenzylaldehyde 
• 361543-99-9 4-methoxy-2,6-dimethylphenylboronic acid 
• 100196-28-9 bis(4-methoxy-2,6-dimethylphenyl)ketimine 
• 338989-85-8 8-(4-methoxy-2,6-dimethyl-phenyl)-9-[5-(4-methoxy-2,6-dimethyl-phenyl)-pyridin-2-yl]-1,10-phenanthroline 
• 338989-70-1 4-manisylpyridine 
• 108125-21-9 (4-methoxy-2,6-dimethylphenyl)(phenyl)sulfane 
• 19111-77-4 2,6-dimethyl-4-methoxybenzonitrile 
• 86692-92-4 4-methoxy-2,3',5',6-tetramethyldiphenyl ether 
• 78657-67-7 2-allyl-5-methoxy-1,3-dimethylbenzene 
• 164513-49-9 2-bromo-1-(bromomethyl)-5-methoxy-3-methylbenzene 
• 111093-94-8 1-methyl-9-(2,6-dimethyl-4-methoxyphenyl)-6,7-dihydro-5H-benzocycloheptene 
• 83447-62-5 bis(2,6-dimethyl-4-methoxyphenyl) ketone 
• 90461-11-3 Bis(2,6-dimethyl-4-methoxyphenyl)acetylene 

Relevant articles and documents

A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination

A mild heteroatom methylation protocol using trimethyl phosphate (TMP)-Ca(OH)2combination has been developed, which proceeds in DMF, or water, or under neat conditions, at 80 °C or at room temperature. A series of O-, N-, and S-nucleophiles, including phenols, sulfonamides, N-heterocycles, such as 9H-carbazole, indole derivatives, and 1,8-naphthalimide, and aryl/alkyl thiols, are suitable substrates for this protocol. The high efficiency, operational simplicity, scalability, cost-efficiency, and environmentally friendly nature of this protocol make it an attractive alternative to the conventional base-promoted heteroatom methylation procedures.

Environmentally benign indole-catalyzed position-selective halogenation of thioarenes and other aromatics

Halogenated aromatic compounds are the cores of many pharmaceutical, agricultural and chemical products but they are commonly prepared using electrophilic halogenation reactions in non-green chlorinated solvents under harsh conditions. A separate problem happens in the aromatic halogenation of thioarenes because they readily undergo oxidative side-reactions. Herein we report an environmentally benign electrophilic bromination of aromatics using an indole-catalytic protocol, which is suitable for a wide range of substrates including thioarenes.

Zwitterionic-Salt-Catalyzed Site-Selective Monobromination of Arenes

A zwitterionic-salt-catalyzed electrophilic monobromination of arenes with high regioselectivity has been developed. Under mild reaction conditions, a wide range of monobrominated aromatic compounds can be obtained in excellent yields. The reaction can be operated using an extremely low catalyst loading (0.05 mol %) with the inexpensive brominating agent N-bromosuccinimide. The versatility of this catalytic protocol has been demonstrated by the scale-up reaction with a 0.01 mol % catalyst loading to provide the selectively halogenated compound in quantitative yield.