143888-84-0

Basic information

• Product Name: (2-BROMO-4-CHLOROPHENYL)METHANOL
• Synonyms: (2-BROMO-4-CHLOROPHENYL)METHANOL;2-Bromo-4-chlorobenzyl alcohol
• CAS NO: 143888-84-0
• Molecular Formula: C₇H₆BrClO
• Molecular Weight: 221.48
• Mol File: 143888-84-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 292.3±25.0 °C(Predicted)
• Appearance: /
• Density: 1.685±0.06 g/cm3(Predicted)
• PKA: 13.74±0.10(Predicted)
• CAS DataBase Reference: (2-BROMO-4-CHLOROPHENYL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2-BROMO-4-CHLOROPHENYL)METHANOL(143888-84-0)
• EPA Substance Registry System: (2-BROMO-4-CHLOROPHENYL)METHANOL(143888-84-0)

Safety Data

• Hazardous Substances Data: 143888-84-0(Hazardous Substances Data)

Usage

General Description

(2-Bromo-4-chlorophenyl)methanol is a chemical compound with the molecular formula C7H6BrClO. It is a white to pale yellow solid that is often used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. (2-BROMO-4-CHLOROPHENYL)METHANOL is also known for its use in the preparation of chiral auxiliaries and as a versatile reagent in organic synthesis. It has been reported to exhibit antifungal and antibacterial activities, making it a potential candidate for pharmaceutical development. Additionally, it is used in the preparation of biologically active molecules and has shown promising results in various medicinal and agricultural applications.

Upstream product

• 936-08-3 2-bromo-4-chlorobenzoic acid 
• 84459-33-6 2-bromo-4-chlorobenzaldehyde 
• 57381-62-1 2-bromo-4-chlorobenzoic acid methyl ester 
• 27139-97-5 2-bromo-4-chloro-1-methyl-benzene 
• 1202889-66-4 2-bromo-4-chloro-1-(dibromomethyl)benzene 

Downstream Products

• 143888-87-3 2-(2-Bromo-4-chloro-benzyloxy)-tetrahydro-pyran 
• 84459-33-6 2-bromo-4-chlorobenzaldehyde 
• 143888-91-9 2-{4-Chloro-2-[2-(2,4-dichloro-phenyl)-oxiranyl]-benzyloxy}-tetrahydro-pyran 
• 143888-94-2 1-[5-Chloro-2-(tetrahydro-pyran-2-yloxymethyl)-phenyl]-1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-ethanol 
• 143889-04-7 1-[6-Chloro-1-(2,4-dichloro-phenyl)-1,3-dihydro-isobenzofuran-1-ylmethyl]-1H-imidazole 
• 33924-45-7 2-bromo-4-chlorobenzyl bromide 
• 1241898-29-2 [(2-bromo-4-chlorobenzyl)oxy](tripropan-2-yl)silane 
• 1398756-62-1 C₁₂H₁₄BrClO 
• 52864-54-7 2-(2-bromo-4-chlorophenyl)acetonitrile 

Relevant articles and documents

Copper-Catalyzed Aerobic Oxidative Cyclization Cascade to Construct Bridged Skeletons: Total Synthesis of (?)-Suaveoline

Based on the discovery of copper-catalyzed cyclopropanol ring-opening addition to iminium ions, an unprecedented catalytic aerobic C?H oxidation/cyclopropanol cyclization cascade using CuCl2 as the multifunctional catalyst and air as the oxidant was developed to construct the azabicyclo[3.3.1]nonane skeleton, which is widespread in natural products and medicines. Using this method, concise asymmetric total synthesis of the indole alkaloid (?)-suaveoline was achieved. This study not only provides an efficient, low-cost, and environmentally benign method for constructing such bridged frameworks, but also enriches the realm of cyclopropanol chemistry and C?H functionalization.

HETEROARYL COMPOUNDS USEFUL AS INHIBITORS OF SUMO ACTIVATING ENZYME

Disclosed are chemical entities which are compounds of formula (I); or pharmaceutically acceptable salts thereof; wherein Y, Ra, Ra', Rb, Rc, X1, X2, X3, Rd, Z1, and Z2 have the values described herein and stereochemical configurations depicted at asterisked positions indicate absolute stereochemistry. Chemical entities according to the disclosure can be useful as inhibitors of Sumo Activating Enzyme (SAE). Further provided are pharmaceutical compositions comprising a compound of the disclosure and methods of using the compositions in the treatment of proliferative, inflammatory, cardiovascular, and neurodegenerative diseases or disorders.

Development of an intramolecular aryne ene reaction and application to the formal synthesis of (±)-crinine

A general and high yielding annulation strategy for the synthesis of various carbo- and heterocycles, based on an intramolecular aryne ene reaction is described. It was found that the geometry of the olefin is crucial to the success of the reaction, with exclusive migration of the trans-allylic-H taking place. Furthermore, the electronic nature of the aryne was found to be important to the success of the reaction. Deuterium labeling studies and DFT calculations provided insight into the reaction mechanism. The data suggests a concerted asynchronous transition state, resembling a nucleophilic attack on the aryne. This strategy was successfully applied to the formal synthesis of the ethanophenanthridine alkaloid (±)-crinine.