22061-78-5

Basic information

• Product Name: 2-bromo-3-methyl-phenol
• Synonyms: 2-bromo-3-methyl-phenol;2-Bromo-3-hydroxytoluene;Phenol, 2-broMo-3-Methyl-
• CAS NO: 22061-78-5
• Molecular Formula: C₇H₇BrO
• Molecular Weight: 187.04
• Product Categories: Halides;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 22061-78-5.mol
• Article Data: 13

Chemical Properties

• Melting Point: 58.5-59 °C
• Boiling Point: 215.2 °C at 760 mmHg
• Flash Point: 83.9 °C
• Appearance: /
• Density: 1.554 g/cm³
• Vapor Pressure: 0.102mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 8.54±0.10(Predicted)
• CAS DataBase Reference: 2-bromo-3-methyl-phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-3-methyl-phenol(22061-78-5)
• EPA Substance Registry System: 2-bromo-3-methyl-phenol(22061-78-5)

Safety Data

• Hazardous Substances Data: 22061-78-5(Hazardous Substances Data)

Usage

Uses

2-Bromo-3-methylphenol is a reagent used in chemoselective and regioselective oxybromination of phenols with dioxygen

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

Upstream product

• 7664-93-9 sulfuric acid 
• 108-39-4 3-methyl-phenol 
• 7446-11-9 sulfur trioxide 
• 7726-95-6 bromine 
• 591-24-2 3-Methylcyclohexanone 
• 50868-73-0 2-methoxy-6-methylbenzeneamine 
• 38197-43-2 2-bromo-3-methylanisole 
• 95-46-5 2-methylphenyl bromide 
• 570-24-1 2-Methyl-6-nitroaniline 
• 4920-77-8 3-methyl-2-nitrophenol 
• 54879-20-8 2-bromo-3-methylaniline 
• 2835-97-4 2-amino-3-methylphenol 

Downstream Products

• 54879-21-9 2-bromo-3-methyl-1,4-benzoquinone 
• 1379772-91-4 N-ethyl-3,6-dimethyldibenz[b,f][1,4]oxazepin-11(10H)-one 
• 1379773-13-3 N-ethyl-2-(2-bromo-3-methylphenoxy)-4-methylbenzamide 
• 25181-65-1 2-(2-bromo-3-methylphenoxy)acetic acid 
• 1443738-96-2 tert-butyl (3R,9aS)-3-(3-cyano-4-methoxy-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate 
• 1443739-14-7 tert-butyl (3S)-4-[2-(3-cyano-4-methoxy-2-methylphenyl)-2-oxoethyl]-3-(hydroxymethyl)piperazine-1-carboxylate 
• 1431944-47-6 3-(bromoacetyl)-6-methoxy-2-methylbenzonitrile 
• 1374574-57-8 3-bromo-6-methoxy-2-methylbenzonitrile 
• 53005-44-0 2-methoxy-6-methyl-benzonitrile 
• 68040-67-5 methyl 2-acetoxy-6-methylbenzoate 
• 31490-86-5 2-acetoxy-6-methylbenzoic acid 
• 33528-09-5 methyl 6-methylsalicylate 

Relevant articles and documents

Regioselective Halogenation of Arenes and Heterocycles in Hexafluoroisopropanol

Regioselective halogenation of arenes and heterocycles with N-halosuccinimides in fluorinated alcohols is disclosed. Under mild condition reactions, a wide diversity of halogenated arenes are obtained in good yields with high regioselectivity. Additionally, the versatility of the method is demonstrated by the development of one-pot sequential halogenation and halogenation-Suzuki cross-coupling reactions.

1,2-asymmetric induction in diastereoselective zwitterionic aza-Claisen rearrangements: Key steps in optically active alkaloid synthesis

The zwitterionic aza-Claisen rearrangement of optically active N-allylpyrrolidines and α-phenoxyacetyl fluorides proceeds with complete simple diastereoselectivity (internal asymmetric induction) and complete 1,2-asymmetric induction to generate a new C-C bond adjacent to a chiral C-N-Boc functionality. The resulting γ,δ-unsaturated amides were cyclised to give the corresponding pyrrolizidinones, which enabled the determination of the relative configuration of the stereotriads. Vinyl group degradation and a final lactam reduction gave an optically active analogue of (+)-petasinine (a pyrrolizidine alkaloid). Furthermore, the stereotriad-containing amides should be useful key intermediates for the total synthesis of optically active elaeocarpin (an indolizidine alkaloid). Copyright

Design of living ring-opening alkyne metathesis

It's alive: A ring-strained alkyne based on dibenzo[a,e][8]annulene undergoes ringopening metathesis polymerization (ROMP) to give a high-molecular-weight poly(ortho-phenylene) featuring alternating ethyl and ethynyl linkers along the polymer backbone. The molybdenumalkylidyne- based catalyst system discriminates between strained and unstrained alkynes to yield a living polymer with an unparalleled low polydispersity.