60710-39-6

Basic information

• Product Name: 3-BROMO-4-METHYLPHENOL
• Synonyms: 3-BROMO-4-METHYLPHENOL;2-Bromo-4-hydroxytoluene, 3-Bromo-p-cresol;2-Bromo-4-hydroxytoluene;Phenol,3-bromo-4-methyl-
• CAS NO: 60710-39-6
• Molecular Formula: C₇H₇BrO
• Molecular Weight: 187.03
• Mol File: 60710-39-6.mol

Chemical Properties

• Melting Point: 54-57°C
• Boiling Point: 244.6±20.0℃ (760 Torr)
• Flash Point: 101.7±21.8℃
• Appearance: /
• Density: 1.554±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.0193mmHg at 25°C
• Refractive Index: 1.5772 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 9.30±0.18(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 3-BROMO-4-METHYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-4-METHYLPHENOL(60710-39-6)
• EPA Substance Registry System: 3-BROMO-4-METHYLPHENOL(60710-39-6)

Safety Data

• Hazardous Substances Data: 60710-39-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-Bromo-4-methylphenol is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its unique structure allows for a wide range of reactions, making it a versatile building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Bromo-4-methylphenol is utilized as a starting material for the synthesis of various drugs and drug candidates. Its chemical properties enable the development of new therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Agrochemicals:
3-Bromo-4-methylphenol is also employed in the agrochemical industry as a raw material for the synthesis of pesticides, herbicides, and other agricultural chemicals. Its incorporation into these products helps improve their efficacy and performance in protecting crops and enhancing agricultural productivity.
Used in Dyestuff Industry:
In the dyestuff industry, 3-Bromo-4-methylphenol is used as a vital component in the production of various dyes and pigments. Its chemical properties contribute to the development of dyes with enhanced colorfastness, brightness, and stability, catering to the diverse needs of the textile and other related industries.
Used in Marine Biology:
3-Bromo-4-methylphenol is a component of the marine alga Polysiphonia Sphaerocarpa, which has potential applications in the field of marine biology. Its presence in this alga may contribute to the development of new bioactive compounds with potential pharmaceutical or biotechnological applications.

InChI:InChI=1/C7H7BrO/c1-5-2-3-6(9)4-7(5)8/h2-4,9H,1H3

Upstream product

• 7745-91-7 3-bromo-4-methylaniline 
• 6627-55-0 2-bromo-p-cresol 
• 106-44-5 p-cresol 
• 36776-51-9 2,3,6-tribromo-4-methyl-phenol 
• 7446-70-0 aluminium trichloride 
• 108-86-1 bromobenzene 
• 106-41-2 4-bromo-phenol 
• 7745-93-9 2-bromo-4-nitrotoluene 
• 39953-10-1 2,4,6-tribromo-4-methylcyclohexa-2,5-dienone 
• 2432-14-6 3,5-dibromo-4-hydroxytoluene 
• 95-46-5 2-methylphenyl bromide 
• 2758-18-1 3-Methyl-2-cyclopenten-1-one 
• 75-25-2 Bromoform 

Downstream Products

• 105904-33-4 (3-bromo-4-methyl-phenyl)-(2-nitro-phenyl)-ether 
• 36942-56-0 3-bromo-4-methylanisole 
• 3698-65-5 O-(α,α'-Dichlorisopropyl)-O-(3-brom-4-methylphenyl)-schwefligsaeureester 
• 106-44-5 p-cresol 
• 6627-55-0 2-bromo-p-cresol 
• 878487-82-2 α-(2-methyl-5-methoxyphenyl)acetophenone 
• 56724-09-5 5-methoxy-2-methylbenzaldehyde 
• 73502-04-2 (5-methoxy-2-methylphenyl)methanol 
• 3168-59-0 5-methoxy-o-toluic acid 
• 74317-85-4 2-bromo-4-methoxybenzoic acid 
• 108752-46-1 5-bromo-4-methyl-2-(2-nitro-benzenesulfinyl)-phenol 
• 108800-12-0 3-bromo-4-methyl-2-(2-nitro-benzenesulfinyl)-phenol 
• 105904-35-6 3-bromo-4-methyl-2-(2-nitro-benzenesulfonyl)-phenol 
• 105901-16-4 5-bromo-4-methyl-2-(2-nitro-benzenesulfonyl)-phenol 

Relevant articles and documents

Synthesis of Polysubstituted Meta-Halophenols by Anion-Accelerated 2π-Electrocyclic Ring Opening

Disrotatory – thermally allowed – 2π-electrocyclic ring-opening reactions require high temperatures to proceed. Herein, we report the first anion-accelerated 2π-electrocyclic ring opening of 6,6-dihalobicyclo[3.1.0]hexan-2-ones at low temperature to give the corresponding meta-halophenols in good to high yields (18 examples, 29–92 % yield, average: 65 %). Many of the phenols have unconventional substitution patterns and are reported here for the first time. Furthermore, the strength of the methodology was shown by the total synthesis of the densely functionalized phenolic natural product caramboxin (isolated as the lactam dehydrate). The reaction mechanism underlying the anion-acceleration was investigated in an ab initio study, which concluded that base-mediated proton abstraction anti to the concurrently departing endo-bromine was the initiating step in an overall concerted reaction mechanism leading directly to the meta-halophenol.

Reductive Aromatization of Quinols with B2pin2 as Deoxidizing Agent

We have demonstrated B2pin2 as superior deoxidizing agent for the reductive deoxygenation of quinol derivatives under basic conditions. A wide range of highly functionalized phenols were obtained in good yields including a complex drug molecule, which revealed the high functional group tolerance of this protocol.

Magnolol dimer-derived fragments as PPARγ-selective probes

Partial agonists of the transcription factor PPARγ (peroxisome proliferator-activated receptor γ) have shown potential for the treatment of metabolic and inflammatory conditions and novel activators serve as valuable tool and lead compounds. Based on the

Examination of Selectivity in the Oxidation of ortho- and meta-Disubstituted Benzenes by CYP102A1 (P450 Bm3) Variants

Cytochrome P450 CYP102A1 (P450 Bm3) variants were used to investigate the products arising from the P450 catalysed oxidation of a range of disubstituted benzenes. The variants used all generated increased levels of metabolites compared to the wild-type enzyme. With ortho-halotoluenes up to six different metabolites could be identified whereas the oxidation of 2-methoxytoluene generated only two aromatic oxidation products. Addition of an ethyl group markedly shifted the selectivity for oxidation to the more reactive benzylic position. Epoxidation of an alkene was also preferred to aromatic oxidation in 2-methylstyrene. Significant minor products arising from the migration of one substituent to a different position on the benzene ring were formed during certain P450-catalysed substrate turnovers. For example, 2-bromo-6-methylphenol was formed from the turnover of 2-bromotoluene and the dearomatisation product 6-ethyl-6-methylcyclohex-2,4-dienone was generated from the oxidation of 2-ethyltoluene. The RLYF/A330P variant altered the product distribution enabling the generation of certain metabolites in higher quantities. Using this variant produced 4-methyl-2-ethylphenol from 3-ethyltoluene with ≥90 % selectivity and with a biocatalytic activity suitable for scale-up of the reaction.

Explorations of the solubilizing effectiveness of CH3OCH2CH2O substituents in the photocyclizations of some 1,2-diarylethylenes to [n]phenacenes

We have previously published many photocyclizations of 1,2-diarylethylenes to produce zig-zag aromatic ring systems with n = 5, 7, and 11 fused benzene rings. We invented the name [n]phenacenes for these compounds. To increase their solubilities we attach

9-AZABICYCLO [3 . 3 . 1] NONANE DERIVATIVES AS MONOAMINE REUPTAKE INHIBITORS

The present invention relates to a 9-azabicyclo[3.3.1]nonane derivative of formula (I), wherein R1 is H or C1-5alkyl; X is O or NR2, wherein R2 is H, C1-5alkyl or C2-5acyl and Ar is C6-10aryl or a 5-10 membered heteroaryl ring system, both being optionally substituted with one to three of R3-R5 independently selected from halogen, C1-5alkyl, C1-5alkoxy, C3-6cycloalkyl, C2-5alkenyl, C2-5alkynyl, CN, NO2, hydroxy, phenyl, phenoxy and phenylC1-2alkoxy, wherein said C1-5alkyl and C1-5alkoxy are optionally substituted with one to three halogens and wherein said phenyl, phenoxy and phenylC1-2alkoxy are optionally substituted with one to three substituents independently selected from halogen and methyl or two of R3-R5 at adjacent positions together form a methylenedioxy or propylene unit, with the proviso that the compounds exo-9-methyl-3-phenoxy-9-azabicyclo[3.3.1]nonane and N-(9-methyl-9-azabicyclo[3.3.1]non-3-yl)-1H indazole-5-amine are excluded, or a pharmaceutically acceptable salt or solvate thereof. The invention also relates to pharmaceutical compositions comprising said 9-azabicyclo[3.3.1]nonane derivatives and to their use in therapy.

Electronic effects of ring substituents on triplet benzylic biradicals

UV irradiation of α-(o-alkylphenyl)acetophenones with a methoxy or cyano substituent para to the o-alkyl group of the α-aryl ring has revealed that a methoxy group slightly increases the stereoselectivity but not the quantum yield of indanol formation, whereas a cyano group greatly lowers both diastereoselectivity and quantum efficiency, confirming the likelihood that hydrogen-bonding of the hydroxy group to the α-phenyl ring plays an important role in the cyclization of the photogenerated triplet 1,5-biradical intermediates.

Vitamin D analogues

The present invention relates to novel triaromatic compounds having the general formula (I): as well as to a method for preparing them and to their use in pharmaceutical compositions intended for use in human or veterinary medicine (in dermatology, in car

Triaromatic vitamin D analogues

The invention relates, as novel and useful industrial products, to triaromatic compounds, which are vitamin D analogues, of general formula (I): and also to a method for preparing them and to their use in pharmaceutical compositions intended for use in human or veterinary medicine, or alternatively in cosmetic compositions.

Substituted acid derivatives useful as antidiabetic and antiobesity agents and method

Compounds are provided which have the structure wherein Q is C or N, A is 0 or S, Z is O or a bond, X is CH or N and R1, R2, R2a, R2b, R2c, R3, Y, x, m, and n are as defined herein, which compounds are useful as antidiabetic, hypolipidemic, and antiobesity agents.