57027-75-5

Basic information

• Product Name: 2-(2-bromoethyl)phenol
• Synonyms: 2-(2-bromoethyl)phenol
• CAS NO: 57027-75-5
• Molecular Formula: C₈H₉BrO
• Molecular Weight: 201.06046
• Mol File: 57027-75-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 90-100 °C
• Appearance: /
• Density: 1.501±0.06 g/cm3(Predicted)
• PKA: 10.05±0.30(Predicted)
• CAS DataBase Reference: 2-(2-bromoethyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-bromoethyl)phenol(57027-75-5)
• EPA Substance Registry System: 2-(2-bromoethyl)phenol(57027-75-5)

Safety Data

• Hazardous Substances Data: 57027-75-5(Hazardous Substances Data)

Usage

Chemical Family

Phenols, which are organic compounds containing a hydroxyl group attached to a benzene ring.

Distinguishing Group

Bromoethyl group attached to the phenol ring.

Usage

Commonly used in organic synthesis and as a building block for the preparation of various pharmaceuticals, including antiseptics and disinfectants.

Reactivity

The bromoethyl group makes the compound reactive and versatile for use in chemical reactions.

Derivatives

Can be further modified to create a wide range of derivatives with different properties and applications.

Handling Precautions

Potential hazards associated with 2-(2-bromoethyl)phenol require proper safety measures during handling and storage.

Upstream product

• 614-75-5 2-Hydroxyphenylacetic acid 
• 36449-75-9 1-(2-bromoethyl)-2-methoxybenzene 
• 271-89-6 1-benzofurane 
• 496-16-2 2.3-dihydrobenzofuran 
• 7417-18-7 2-methoxyphenethyl alcohol 
• 7768-28-7 2-(2-hydroxyphenyl)ethanol 

Downstream Products

• 90843-31-5 1-(2,3-dihydrobenzofuran-5-yl)ethanone 
• 79002-49-6 ethyl 2( 2,3-dihydro-1-benzofuran-5-yl)oxoacetate 
• 84944-77-4 5,7-dinitro-2,3-dihydro-benzofuran 
• 115063-30-4 1-(2,3-Dihydro-benzofuran-5-yl)-4-phenyl-butylamine 
• 115063-29-1 1-(2,3-Dihydro-benzofuran-5-yl)-3-phenyl-propylamine 
• 115063-27-9 C-(2,3-Dihydro-benzofuran-5-yl)-C-phenyl-methylamine 
• 115063-28-0 1-(2,3-Dihydro-benzofuran-5-yl)-2-phenyl-ethylamine 
• 115063-26-8 1-(2,3-Dihydro-benzofuran-5-yl)-4-phenyl-butan-1-one oxime 
• 115063-25-7 1-(2,3-Dihydro-benzofuran-5-yl)-3-phenyl-propan-1-one oxime 
• 115063-22-4 1-(2,3-Dihydro-benzofuran-5-yl)-4-phenyl-butan-1-one 
• 115063-24-6 1-(2,3-Dihydro-benzofuran-5-yl)-2-phenyl-ethanone oxime 
• 115063-21-3 1-(2,3-dihydrobenzofuran-5-yl)-3-phenylpropan-1-one 
• 115063-23-5 (2,3-Dihydro-benzofuran-5-yl)-phenyl-methanone oxime 
• 115063-20-2 1-(2,3-dihydro-benzofuran-5-yl)-2-phenyl-ethanone 

Relevant articles and documents

Exploration of Nicholas methodology using chiral heterobimetallic cobalt-molybdenum propargylium complexes

Nicholas methodology has been used successfully with chiral heterobimetallic cobalt-molybdenum propargylium complexes in the formation of enyne complexes, new stereocentres and heteroatom ring systems, in high yield and moderate diastereoselectivity.

Application of Ionic Liquid Halide Nucleophilicity for the Cleavage of Ethers: A Green Protocol for the Regeneration of Phenols from Ethers

We have used the high nucleophilicity of bromide ion in the form of the ionic liquid, 1-n-butyl-3-methylimidazolium bromide ([bmim][Br]), for the nucleophilic displacement of an alkyl group to regenerate a phenol from the corresponding aryl alkyl ether. Using 2-methoxynaphthalene (1) as a model compound, we found that the combination of ionic liquid [bmim][Br] and p-toluenesulfonic acid with warming effected demethylation in 14 h, affording the desired product 2-naphthol (2) in good yield (97%). Various other protic acids (MsOH, hydrochloric acid (35%), dilute sulfuric acid (50%)) could be used as a proton source in this demethylation reaction. Under the same conditions, cleavage of alkyl alkyl ether 2-(3-methoxypropyl)naphthalene yielded mixture of corresponding 2-(3-bromopropyl)naphthalene and 2-(3-hydroxypropyl)naphthalene. Dealkylation of various aryl alkyl ethers could also be achieved using significantly reduced (i.e., stoichiometric) amounts of concentrated hydrobromic acid (47%) in the ionic liquid. Both procedures afforded the desired products in moderate to good yield; however, cleavage of aryl alkyl cyclic ether, 2,3-dihydrobenzofuran, resulted in low yield of the desired product o-2-bromoethylphenol. The convenience of this method for ether cleavage and its effectiveness using only a moderate excess of hydrobromic acid make it attractive as a green chemical method.

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