36776-51-9

Basic information

• Product Name: 2,3,6-Tribromo-4-methylphenol
• Synonyms: 2,3,6-TRIBROMO-4-METHYLPHENOL;2,3,6-Tribromo-4-methyl phenol(TBC)
• CAS NO: 36776-51-9
• Molecular Formula: C₇H₅Br₃O
• Molecular Weight: 344.83
• Mol File: 36776-51-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 96-99 °C
• Boiling Point: 285.386 °C at 760 mmHg
• Flash Point: 126.397 °C
• Appearance: /
• Density: 2.258g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.655
• PKA: 6.25±0.28(Predicted)
• CAS DataBase Reference: 2,3,6-Tribromo-4-methylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,6-Tribromo-4-methylphenol(36776-51-9)
• EPA Substance Registry System: 2,3,6-Tribromo-4-methylphenol(36776-51-9)

Safety Data

• Hazardous Substances Data: 36776-51-9(Hazardous Substances Data)

Usage

Uses

2,3,6-Tribromo-4-methylphenol can be useful in the preparation of hydroxy benzaldehydes and 2,3,4,5-tetramethoxytoluene. It may also be useful in the preparation and evaluation of an optical probe for coenzyme Q using fluorogenic transformation based on quinone reduction/lactonization reaction.

InChI:InChI=1/C7H5Br3O/c1-3-2-4(8)7(11)6(10)5(3)9/h2,11H,1H3

Upstream product

• 6627-55-0 2-bromo-p-cresol 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 56-23-5 tetrachloromethane 
• 2432-14-6 3,5-dibromo-4-hydroxytoluene 
• 7134-06-7 4-hydroxy-toluene-3-sulfonic acid 
• 7647-01-0 hydrogenchloride 
• 343786-57-2 2,3,6-tribromo-4-bromomethyl-phenol 
• 106-44-5 p-cresol 
• 67-66-3 chloroform 
• 39953-10-1 2,4,6-tribromo-4-methylcyclohexa-2,5-dienone 
• 10087-24-8 4-methyl-4-tribromomethylcyclohexa-2,5-dien-1-one 
• 89883-16-9 2,3,6-tribromo-4-hydroxy-4-methylcyclohexa-2,5-dienone 
• 344249-21-4 2,5-dibromo-p-cresol 

Downstream Products

• 60878-24-2 2,3,5,6-tetrabromo-4-bromomethyl-phenol 
• 89883-13-6 2,3-dibromo-4-methyl-6-nitrophenol 
• 37721-75-8 tetrabromo-p-cresol 
• 344249-21-4 2,5-dibromo-p-cresol 
• 343786-57-2 2,3,6-tribromo-4-bromomethyl-phenol 
• 106-44-5 p-cresol 
• 1009647-07-7 2,3,6-tribromo-4-methoxymethyl-phenol 
• 51445-74-0 2,3,5-tribromo-4-hydroxy-benzyl alcohol 
• 91182-74-0 1-acetoxy-4-acetoxymethyl-2,3,5,6-tetrabromo-benzene 
• 89583-86-8 2,3,5,6-tetrabromo-4-hydroxybenzenemethanol 
• 77339-25-4 2,3,4,5,6-pentabromo-4-methylcyclohexa-2,5-dienone 
• 13979-81-2 3,5-dibromo-4-methylphenol 

Relevant articles and documents

A new fluorogenic transformation: Development of an optical probe for coenzyme Q

(Chemical Equation Presented) A new fluorogenic transformation based on a quinone reduction/lactonization sequence has been developed and evaluated as a tool for probing redox phenomena in a biochemical context. The probe presented herein is an irreversible redox probe and is reduced selectively by biologically relevant quinols such as ubiquinol but is inert to reduced nicotinamides (e.g., NADH). The ensuing cyclization is fast and quantitative and provides a measurable optical response.

ipso Halogenation. II. Bromination of phenols, isomerisation and disproportionation of bromophenols, and dione-phenol rearrangement of bromodienones

Bromination of p-cresol, bromo-p-cresol, 3,4-dimethylphenol, and mesitol in trifluoromethanesulfonic acid gices as the main product the bromo derivative with bromine meta to hydroxyl, a result attributed to the intermediate formation of a bromodienone and its rearrangement.Phenols does not give m-bromophenol in trifluoromethanesulfonic acid. 4-Bromo-2,4,6-trimethylcyclohexa-2,5-dienone rearranges to 3-bromomesitol in trifluoromethanesulfonic acid and, similarly, 2,4,6-tribromo-4-methylcyclohexa-2,5-dienone rearranges to 3-bromomesitol in trifluoromethanesulfonic acid and, similarly, 2,4,6-tribromo-4-methylcyclohexa-2,5-dienone rearranges to 2,3,6-tribromo-4-methylphenol.Under appropriate conditions debromination of bromodienones is competitive with rearrangement.Tetramethylammonium bromide in trifluoromethanesulfonic acid is an effective reagent for isomerization and disproportionation of bromophenols.Tetramethylammonium iodide in trifluoromethanesulfonic acid is an effective reagent for selective debromination of bromophenols at the ortho and para position.