95-56-7

Basic information

• Product Name: 2-Bromophenol
• Synonyms: 2-Bromfenol;2-bromo-pheno;o-bromo-pheno;Phenol, o-bromo-;2-BROMO-1-HYDROXYBENZENE;2-BROMOPHENOL;O-BROMOPHENOL;2-BROMOPHENOL OEKANAL, 250 MG
• CAS NO: 95-56-7
• Molecular Formula: C₆H₅BrO
• Molecular Weight: 173.01
• EINECS: 202-432-7
• Product Categories: Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Bromine Compounds;Phenols;Organic Building Blocks;Oxygen Compounds;BromoOrganic Building Blocks;PhenolsAnalytical Standards;A-BChemical Class;Alcohols;Alpha Sort;AromaticAnalytical Standards;AromaticsAlphabetic;B;BI - BZChemical Class;Chemical Class;Halogenated;PhenolsMore...Close...;Volatiles/ Semivolatiles;Bioactive Small Molecules;Building Blocks;C6 to C8;Cell Biology;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;alcohol| alkyl bromide
• Mol File: 95-56-7.mol
• Article Data: 167

Chemical Properties

• Melting Point: 5 °C
• Boiling Point: 195 °C(lit.)
• Flash Point: 108 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 1.492 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.589(lit.)
• Storage Temp.: Flammables area
• PKA: 8.45(at 25℃)
• Water Solubility: soluble
• Sensitive: Light Sensitive
• Merck: 14,1428
• BRN: 1905115
• CAS DataBase Reference: 2-Bromophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromophenol(95-56-7)
• EPA Substance Registry System: 2-Bromophenol(95-56-7)

Safety Data

• Hazard Codes: Xn,F,Xi
• Statements: 10-22-36/37/38
• Safety Statements: 16-36/37/39-37/39-26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: SJ7875000
• F: 8-10-23
• TSCA: Yes
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 95-56-7(Hazardous Substances Data)

Usage

General Description

2-Bromophenol is an organic compound with the formula C6H5BrO. It is a colorless, crystalline solid with a strong, sweet odor. 2-Bromophenol is used as an intermediate in the synthesis of pharmaceuticals, dyes, and other organic compounds. It is also used as a reagent in organic chemistry reactions, particularly in the preparation of other brominated compounds. The main methods for synthesizing 2-Bromophenol are through the bromination of phenol or the copper-catalyzed bromination of phenol with bromine. Owing to its toxicological properties, 2-Bromophenol should be handled with care, and safety precautions should be taken when working with this compound.

InChI:InChI=1/C6H5BrO/c7-5-3-1-2-4-6(5)8/h1-4,8H

Upstream product

• 95-55-6 2-amino-phenol 
• 615-36-1 2-bromoaniline 
• 94786-81-9 4,4-Dibrom-3-methyl-1-(4-nitro-phenyl)-pyrazolin-5-on 
• 2198-66-5 2-bromo-4-tert-butylphenol 
• 108-88-3 toluene 
• 38770-76-2 1-bromo-2-(prop-2-yn-1-yloxy)benzene 
• 7647-01-0 hydrogenchloride 
• 2476-35-9 5-bromo-2-methoxybenzoic acid 
• 7726-95-6 bromine 
• 108-95-2 phenol 
• 578-57-4 2-bromoanisole 
• 10034-85-2 hydrogen iodide 
• 67684-11-1 tetraethyl methylenebisbromomalonate 
• 7664-93-9 sulfuric acid 

Downstream Products

• 57999-46-9 2-(tetrahydropyran-2-yloxy)phenyl bromide 
• 100794-31-8 1-(2-bromo-phenoxy)-3-piperidino-propan-2-ol 
• 54514-30-6 1-bromo-2-n-butoxybenzene 
• 3883-95-2 3-bromosalicylic acid 
• 2973-78-6 3-bromo-4-hydroxybenzylaldehyde 
• 91-68-9 3-diethylaminophenol 
• 139628-55-0 1-bromo-2-(1-methylpropoxy)benzene 
• 1829-34-1 2-hydroxy-3-bromobenzaldehyde 
• 105474-59-7 1-bromo-2-(hexyloxy)benzene 
• 101355-16-2 (2-bromo-phenyl)-nonyl ether 
• 31575-75-4 2-bromophenyl benzyl ether 
• 155291-43-3 4-benzyl-2-bromophenol 
• 178547-10-9 2-bromo-6-benzylphenol 
• 4524-77-0 2-bromo-4,6-dichlorophenol 

Relevant articles and documents

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Imidazolium-urea low transition temperature mixtures for the UHP-promoted oxidation of boron compounds

Different carboxy-functionalized imidazolium salts have been considered as components of low transition temperature mixtures (LTTMs) in combination with urea. Among them, a novel LTTM based on 1-(methoxycarbonyl)methyl-3-methylimidazolium chloride and urea has been prepared and characterized by differential scanning calorimetry throughout its entire composition range. This LTTM has been employed for the oxidation of boron reagents using urea-hydrogen peroxide adduct (UHP) as the oxidizer, thus avoiding the use of aqueous H2O2, which is dangerous to handle. This metal-free protocol affords the corresponding alcohols in good to quantitative yields in up to 5 mmol scale without the need of further purification. The broad composition range of the LTTM allows for the reaction to be carried out up to three consecutive times with a single imidazolium salt loading offering remarkable sustainability with an E-factor of 7.9, which can be reduced to 3.2 by the threefold reuse of the system.

Cu2O/TiO2 as a sustainable and recyclable photocatalyst for gram-scale synthesis of phenols in water

A green and straightforward protocol was developed for the synthesis of phenols from aryl boronic acid using an inexpensive and available Cu2O/TiO2 photocatalyst under visible light and sunlight. This approach proceeded in mild reaction conditions in water and the presence of air as a green oxidant, resulting in the corresponding phenols in good to excellent yields. Sunlight was also a sustainable source for this photochemical reaction. Heterogeneous nano photocatalyst was successfully recovered in 8 consecutive runs. It is noteworthy that, the photocatalyst exhibited high activity for the large-scale synthesis of phenols.

Electrophotocatalytic C?H Heterofunctionalization of Arenes

The electrophotocatalytic heterofunctionalization of arenes is described. Using 2,3-dichloro-5,6-dicyanoquinone (DDQ) under a mild electrochemical potential with visible-light irradiation, arenes undergo oxidant-free hydroxylation, alkoxylation, and amination with high chemoselectivity. In addition to batch reactions, an electrophotocatalytic recirculating flow process is demonstrated, enabling the conversion of benzene to phenol on a gram scale.