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

Uses

Used in Pharmaceutical Industry:
4-Bromo-3,5-dimethylanisole is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and medications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Bromo-3,5-dimethylanisole serves as a precursor in the production of agrochemicals, aiding in the creation of compounds that protect crops and enhance agricultural productivity.
Used in Fragrance Industry:
4-Bromo-3,5-dimethylanisole is used as a fragrance ingredient, adding unique scents to a variety of products, including perfumes and other scented items.
Used in Cosmetics and Personal Care Products:
4-BROMO-3,5-DIMETHYLANISOLE is also utilized in the manufacturing of cosmetics and personal care products, enhancing their aromatic properties and contributing to the overall sensory experience of the products.
It is important to handle 4-Bromo-3,5-dimethylanisole 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

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

Downstream Products

• 1041642-16-3 2-cyclopentyl-5-methoxy-1,3-dimethylbenzene 
• 37934-88-6 methyl 2,6-dimethyl-4-methoxybenzoate 
• 174417-57-3 3-[1-(2-Bromo-5-methoxy-3-methyl-phenyl)-5,7-dimethoxy-3-oxo-1,3-dihydro-isobenzofuran-1-yl]-propionic acid 
• 174417-55-1 Acetic acid 2-(2-bromo-5-methoxy-3-methyl-benzoyl)-3,5-dimethoxy-benzyl ester 
• 174417-56-2 1-Allyl-1-(2-bromo-5-methoxy-3-methyl-phenyl)-5,7-dimethoxy-1,3-dihydro-isobenzofuran 
• 207287-39-6 (S)-2-(2-Bromo-5-methoxy-3-methyl-phenyl)-4-isopropyl-4,5-dihydro-oxazole 
• 294872-87-0 methyl 3-[2-(cyanomethyl)-4-methoxy-6-methylphenyl]propionate 
• 198274-51-0 methyl 3-{4-methoxy-2-[(methoxycarbonyl)methyl]-6-methylphenyl}propionate 
• 198274-49-6 ethyl (E)-3-[2-(cyanomethyl)-4-methoxy-6-methylphenyl]acrylate 
• 294872-90-5 3-[2-(carboxymethyl)-4-methoxy-6-methylphenyl]propionic acid 
• 198274-48-5 (2-bromo-5-methoxy-3-methylphenyl)acetonitrile 

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.

Mechanistic studies of adamantylacetophenones with competing reaction pathways in solution and in the crystalline solid state

Photochemical reactions in crystals occur under conditions of highly restricted molecular mobility such that only one product is generally obtained, even when there are many others that can be observed in the gas phase or in solution. A series of 2-(1-ada

Substituents Have a Large Effect on Photochemical Generation of Benzyl Cations and DNA Cross-Linking

Photoactivated DNA interstrand cross-linking agents have a wide range of biological applications. Recently, several aryl boronates have been reported to induce DNA interstrand cross-link (ICL) formation via carbocations upon photoirradiation. Herein, we synthesized a series of new bifunctional phenyl compounds to test the generality of such a mechanism, and to understand how the chemical structure influences carbocation formation and the DNA cross-linking process. These compounds efficiently form DNA ICLs via generated benzyl cations upon 350 nm irradiation. The DNA cross-linking efficiency and the pathway for carbocation generation depend on both the aromatic substituents and the leaving groups. Bromine as a leaving group facilitates the DNA cross-linking process in comparison with trimethyl ammonium salt. Both electron-donating and -withdrawing substituents induce bathochromic shifts, which favor photoinduced DNA ICL formation. For the bromides, the benzyl cation intermediates were generated through oxidation of the corresponding benzyl radicals. However, for the ammonia salts, the benzyl cations were formed through two pathways: either through oxidation of the benzyl radicals or by direct heterolysis of the C?N bond. Photoinduced C?N homolysis to form benzyl radicals occurred with compounds having donating substituents, whereas direct heterolysis of the C?N bond occurred with those bearing withdrawing substituents. The adducts formed between 1 a and four natural nucleosides were characterized, indicating that the alkylation sites for the photogenerated benzyl cations are dG, dA, and dC.

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.

COLORING COMPOSITION, INKJET INK, FABRIC PRINTING METHOD, AND DYED OR PRINTED FABRIC

PROBLEM TO BE SOLVED: To provide a coloring composition having excellent light resistance and excellent storage stability, inkjet ink comprising the coloring composition, a fabric printing method, and a dyed or printed fabric. SOLUTION: The present invent

NOVEL COMPOUND, COLORING COMPOSITION FOR DYEING OR TEXTILE PRINTING, INK JET INK, METHOD OF PRINTING ON FABRIC, AND DYED OR PRINTED FABRIC

Provided are a compound represented by any one of Formulae (1) to (3) (for example, the following compound), a coloring composition for dyeing or textile printing including the compound, an ink jet ink including the coloring composition for dyeing or text

(S) - 2 - (2,3-dihydrobenzo-furan-3-yl) acetic acid derivatives, its preparation process and its use in medicine

The invention relates to an (S)-2-(2,3-dihydrobenzofuran-3-radical) acetic acid derivative, a preparation method of the derivative, a medicine composition containing the derivative and the application of the derivative serving as a therapeutic agent, particularly GPR40/FFA1, and particularly provides the (S)-2-(2,3-dihydrobenzofuran-3-radical) acetic acid derivative shown in a general formula (I), and pharmaceutically acceptable salts of the derivative or a prodrug of the derivative. The compound is an agonist of a GPR40/FFA1 receptor and has a good preventive and therapeutic effect on lots of GPR40-mediated diseases, especially diabetes mellitus. The invention also provides a preparation method of the compound.

A Divergent Approach to the Diastereoselective Synthesis of 3,3-Disubstituted Oxindoles from Atropisomeric N-Aryl Oxindole Derivatives

3,3-Disubstituted oxindoles were divergently synthesized by diastereoselective transformations including nucleophilic addition, alkylation, and cycloaddition using common, axially chiral N-aryl oxindoles. Notably, high diastereoselectivities (up to >95:5) were observed with ortho-monosubstituted N-aryl oxindoles to give various oxindole scaffolds, and facile removal of the p-(benzyloxy)aryl moiety in axially twisted amides was achieved by a mild, two-step sequence.

Electrophilic aryl-halogenation using N-halosuccinimides under ball-milling

We report here a methodology of chemo- and regio-selective aryl bromination and iodination using respective N-halosuccinimides at room temperature in the absence of any solvents, catalyst/additives under ball-milling condition. However, for chlorination ceric ammonium nitrate was used as additive. The coupled product succinimide, produced from the reactions, was recycled via regeneration of NBS. This methodology works with the electron-donor substituted or unsubstituted arenes.