2374-05-2

Basic information

• Product Name: 4-Bromo-2,6-dimethylphenol
• Synonyms: BROMO(4-)2,6-XYLENOL;4-BROMO-2,6-XYLENOL;4-BROMO-2,6-DIMETHYLPHENOL;AKOS BBB/373;4-bromo-6-xylenol;4-BROMO-2,6-DIMETHYLPHENOL, 99.5+%;4-Brom-2,6-dimethylphenol, 99%;4-Bromo-2,6-dimethylphenol 99%
• CAS NO: 2374-05-2
• Molecular Formula: C₈H₉BrO
• Molecular Weight: 201.06
• EINECS: 219-153-1
• Product Categories: Aromatic Phenols;Benzene series;Phenol&Thiophenol&Mercaptan;Bromine Compounds;Phenols
• Mol File: 2374-05-2.mol
• Article Data: 42

Chemical Properties

• Melting Point: 74-78 °C(lit.)
• Boiling Point: 195.33°C (rough estimate)
• Flash Point: 106.8°C
• Appearance: white to off-white crystalline powder
• Density: 1.3646 (rough estimate)
• Vapor Pressure: 0.0118mmHg at 25°C
• Refractive Index: 1.5650 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 10.10±0.23(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 1862399
• CAS DataBase Reference: 4-Bromo-2,6-dimethylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2,6-dimethylphenol(2374-05-2)
• EPA Substance Registry System: 4-Bromo-2,6-dimethylphenol(2374-05-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: ZE6780000
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 2374-05-2(Hazardous Substances Data)

Usage

Description

4-Bromo-2,6-dimethylphenol is an organic compound derived from the bromination of 4-bromo-2,6-xylenol. It is characterized by its light pink-beige to brown crystalline or powdery appearance. 4-Bromo-2,6-dimethylphenol has been investigated for its potential applications in various industries due to its chemical properties.

Uses

Used in Coatings Industry:
4-Bromo-2,6-dimethylphenol is used as a preservative for coatings to prevent microbial fouling and maintain the quality and longevity of the coatings. Its application helps in controlling microbial attack, ensuring the coatings remain effective and durable.
Used in Paper Mills:
In the paper industry, 4-Bromo-2,6-dimethylphenol serves as a preservative for slurries, protecting them from microbial contamination. This helps in maintaining the efficiency of the paper production process and reducing the risk of microbial-related issues.
Used in Oil Field:
4-Bromo-2,6-dimethylphenol is utilized in the oil field industry as a means to control microbial fouling. Its application helps in preventing the growth of microorganisms that can cause damage to the oil field infrastructure and affect the overall efficiency of the oil extraction process.
Used in Leather Process:
In the leather processing industry, 4-Bromo-2,6-dimethylphenol is used as a preservative to protect the leather from microbial attack during the tanning process. This ensures the quality and durability of the final leather product.
Used in Water Treatment Process:
4-Bromo-2,6-dimethylphenol is also used in the water treatment industry to control microbial fouling and protect water systems from microbial attack. Its application helps in maintaining the cleanliness and safety of the water supply.

InChI:InChI=1/C8H9BrO/c1-5-3-7(9)4-6(2)8(5)10/h3-4,10H,1-2H3

Upstream product

• 576-26-1 2.6-dimethylphenol 
• 24596-19-8 4-bromo-2,6-dimethylphenylamine 
• 84559-81-9 2,6-dimethyl-4-bromo-2,5-cyclohexadienone 
• 920-39-8 isopropylmagnesium bromide 
• 95729-56-9 6-acetoxy-4-bromo-2,6-dimethylcyclohexa-2,4-dien-1-one 
• 3536-97-8 diisopropylmagnesium 
• 13747-35-8 bis[2-hydroxy-3-methylphenyl]methane 
• 556-96-7 5-bromo-1,3-xylene 
• 87-62-7 2,6-dimethylaniline 
• 2816-57-1 2,6-dimethylcyclohexanone 
• 917-54-4 methyllithium 
• 118-79-6 2,4,6-tribromophenol 

Downstream Products

• 110149-43-4 malonic acid bis-(4-bromo-2,6-dimethyl-phenyl ester) 
• 1125-51-5 dibromo-3,4 dimethylphenol-2,6 
• 65448-13-7 C₂₀H₂₂Br₂O₂ 
• 65448-12-6 4-Bromo-6-[(E)-4-(4-bromo-2,6-dimethyl-phenoxy)-but-2-enyl]-2,6-dimethyl-cyclohexa-2,4-dienone 
• 95729-56-9 6-acetoxy-4-bromo-2,6-dimethylcyclohexa-2,4-dien-1-one 
• 144363-60-0 4-bromo-2,6-dimethyl-6-<(E)-styryl>cyclohexa-2,4-dienone 
• 144363-61-1 4-bromo-6-<(E)-p-methoxystyryl>-2,6-dimethylcyclohexa-2,4-dienone 
• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 91734-80-4 c-6-hydroxy-2,6-dimethyl-r-2,4-c-5-trinitrocyclohex-3-enone 
• 91734-80-4 t-6-hydroxy-2,6-dimethyl-r-2,4,t-5-trinitrocyclohex-3-enone 
• 104545-99-5 4-bromo-6-hydroxy-2,6-dimethyl-r-2,c-5-dinitrocyclohex-3-enone 
• 104546-00-1 4-bromo-2,6-dimethyl-3-nitrophenol 
• 104545-99-5 4-bromo-2,6-dimethyl-2,5,6-trinitrocyclohex-3-enone 
• 104545-99-5 4-bromo-t-6-hydroxy-2,6-dimethyl-r-2,t-5-dinitrocyclohex-3-enone 

Relevant articles and documents

Catalytic Activation of Unstrained C(Aryl)-C(Alkyl) Bonds in 2,2′-Methylenediphenols

Catalytic activation of unstrained and nonpolar C-C bonds remains a largely unmet challenge. Here, we describe our detailed efforts in developing a rhodium-catalyzed hydrogenolysis of unstrained C(aryl)-C(alkyl) bonds in 2,2′-methylenediphenols aided by removable directing groups. Good yields of the monophenol products are obtained with tolerating a wide range of functional groups. In addition, the reaction is scalable, and the catalyst loading can be reduced to as low as 0.5 mol %. Moreover, this method proves to be effective to cleave C(aryl)-C(alkyl) linkages in both models of phenolic resins and commercial novolacs resins. Finally, detailed experimental and computational mechanistic studies show that with C-H activation being a competitive but reversible off-cycle reaction, this transformation goes through a directed C(aryl)-C(alkyl) oxidative addition pathway.

New procedure for the highly regioselective aerobic bromination of aromatic compounds using copper-based nanocatalyst

A new procedure for the highly regioselective aerobic bromination of aromatic compounds in the presence of copper-based nanoparticles (CuO/ZnO nanocatalyst) under reflux condition is described. Mechanistic parameters are discussed and the plausible mechanism is proposed. Recyclability of the CuO/ZnO nanocatalyst has also been explored upon aerobic bromination of aromatic compounds.

Novel pleconaril derivatives: Influence of substituents in the isoxazole and phenyl rings on the antiviral activity against enteroviruses

Today, there are no medicines to treat enterovirus and rhinovirus infections. In the present study, a series of novel pleconaril derivatives with substitutions in the isoxazole and phenyl rings was synthesized and evaluated for their antiviral activity against a panel of pleconaril-sensitive and -resistant enteroviruses. Studies of the structure-activity relationship demonstrate the crucial role of the N,N-dimethylcarbamoyl group in the isoxazole ring for antiviral activity against pleconaril-resistant viruses. In addition, one or two substituents in the phenyl ring directly impact on the spectrum of antienteroviral activity. The 3-(3-methyl-4-(3-(3-N,N-dimethylcarbamoyl-isoxazol-5-yl)propoxy)phenyl)-5-trifluoromethyl-1,2,4-oxadiazole 10g was among the compounds exhibiting the strongest activity against pleconaril-resistant as well as pleconaril-susceptible enteroviruses with IC50 values from 0.02 to 5.25 μM in this series. Compound 10g demonstrated markedly less CYP3A4 induction than pleconaril, was non-mutagenic, and was bioavailable after intragastric administration in mice. These results highlight compound 10g as a promising potential candidate as a broad spectrum enterovirus and rhinovirus inhibitor for further preclinical investigations.