210408-48-3

Basic information

• Product Name: 1-(2-bromophenyl)-2-propanol
• Synonyms: 1-(2-bromophenyl)-2-propanol
• CAS NO: 210408-48-3
• Molecular Weight: 215.09
• Mol File: 210408-48-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-(2-bromophenyl)-2-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-bromophenyl)-2-propanol(210408-48-3)
• EPA Substance Registry System: 1-(2-bromophenyl)-2-propanol(210408-48-3)

Safety Data

• Hazardous Substances Data: 210408-48-3(Hazardous Substances Data)

Usage

Description

1-(2-bromophenyl)-2-propanol is a chemical compound characterized by the molecular formula C9H11BrO. It is a secondary alcohol featuring a 2-bromophenyl group attached to the carbon atom adjacent to the hydroxyl group. This versatile compound is recognized for its applications in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals, as well as its utility as a reagent in organic synthesis reactions, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. Furthermore, 1-(2-bromophenyl)-2-propanol has demonstrated potential biological activities, such as antimicrobial and antifungal properties, positioning it as a significant chemical in the realms of medicinal chemistry and drug development.

Uses

Used in Pharmaceutical Synthesis:
1-(2-bromophenyl)-2-propanol is used as a chiral building block for the development of pharmaceuticals, owing to its unique structural properties that facilitate the creation of various medicinal compounds.
Used in Agrochemical Synthesis:
In the agrochemical industry, 1-(2-bromophenyl)-2-propanol serves as a crucial component in the synthesis of agrochemicals, contributing to the development of effective products for agricultural applications.
Used in Organic Synthesis Reactions:
1-(2-bromophenyl)-2-propanol is utilized as a reagent in organic synthesis reactions, particularly in the formation of carbon-carbon and carbon-heteroatom bonds, due to its reactive functional groups and structural versatility.
Used in Medicinal Chemistry and Drug Development:
1-(2-bromophenyl)-2-propanol has been studied for its potential biological activities, including antimicrobial and antifungal properties, making it a valuable asset in the field of medicinal chemistry and drug development for the creation of novel therapeutic agents.
Used in Fine Chemicals Synthesis:
1-(2-bromophenyl)-2-propanol is also employed in the synthesis of fine chemicals, where its unique structural features and reactivity contribute to the development of high-quality specialty chemicals for various applications.

Upstream product

• 42918-20-7 1-allyl-2-bromobenzene 
• 70913-21-2 (E/Z)-1-bromo-2-(prop-1-enyl)benzene 
• 57486-69-8 methyl 2-(2-bromophenyl)acetate 
• 96557-30-1 2-bromophenylacetaldehyde 
• 676-58-4 methylmagnesium chloride 
• 21906-31-0 1-(2-bromophenyl)propane-2-one 

Downstream Products

• 1746-11-8 2-methyl-2,3-dihydro-1-benzofuran 
• 500874-69-1 1-(2-bromophenyl)propan-2-yl acetate 
• 1238894-56-8 (R)-1-(2-bromophenyl)propan-2-yl acetate 
• 65426-37-1 3-Phenyl-2-methylindanol 
• 35099-60-6 2-methyl-3-phenylindene 
• 512786-27-5 1-bromo-2-(2-bromopropyl)benzene 

Relevant articles and documents

Markovnikov Wacker-Tsuji Oxidation of Allyl(hetero)arenes and Application in a One-Pot Photo-Metal-Biocatalytic Approach to Enantioenriched Amines and Alcohols

The Wacker-Tsuji aerobic oxidation of various allyl(hetero)arenes under photocatalytic conditions to form the corresponding methyl ketones is presented. By using a palladium complex [PdCl2(MeCN)2] and the photosensitizer [Acr-Mes]ClO4 in aqueous medium and at room temperature, and by simple irradiation with blue led light, the desired carbonyl compounds were synthesized with high conversions (>80%) and excellent selectivities (>90%). The key process was the transient formation of Pd nanoparticles that can activate oxygen, thus recycling the Pd(II) species necessary in the Wacker oxidative reaction. While light irradiation was strictly mandatory, the addition of the photocatalyst improved the reaction selectivity, due to the formation of the starting allyl(hetero)arene from some of the obtained by-products, thus entering back in the Wacker-Tsuji catalytic cycle. Once optimized, the oxidation reaction was combined in a one-pot two-step sequential protocol with an enzymatic transformation. Depending on the biocatalyst employed, i. e. an amine transaminase or an alcohol dehydrogenase, the corresponding (R)- and (S)-1-arylpropan-2-amines or 1-arylpropan-2-ols, respectively, could be synthesized in most cases with high yields (>70%) and in enantiopure form. Finally, an application of this photo-metal-biocatalytic strategy has been demonstrated in order to get access in a straightforward manner to selegiline, an anti-Parkinson drug. (Figure presented.).

NEW ALPHA2 ADRENOCEPTOR AGONISTS

Compounds of formula (I), wherein X and R1-R6, are as defined in the claims, exhibit alpha2 agonistic activity and thus useful as alpha2 agonists, especially as alpha2A agonists. Methods of use of said compounds are also provided.

Catalyst for aromatic C—O, C—N, and C—C bond formation

The present invention is directed to a transition metal catalyst, comprising a Group 8 metal and a ligand having the structure wherein R, R′ and R″ are organic groups having 1-15 carbon atoms, n=1-5, and m=0-4. The present invention is also directed to a method of forming a compound having an aromatic or vinylic carbon-oxygen, carbon-nitrogen, or carbon-carbon bond using the above catalyst. The catalyst and the method of using the catalyst are advantageous in preparation of compounds under mild conditions of approximately room temperature and pressure.