135613-33-1

Basic information

• Product Name: 3-(2-BROMO-PHENYL)-PROPIONIC ACID ETHYL ESTER
• Synonyms: 3-(2-BROMO-PHENYL)-PROPIONIC ACID ETHYL ESTER;Ethyl 3-(2-broMophenyl)propionate, 98%;O-broMophenolethyl propionate;Ethyl 3-(2-broMophenyl)propanoate
• CAS NO: 135613-33-1
• Molecular Formula: C₁₁H₁₃BrO₂
• Molecular Weight: 257.12
• Mol File: 135613-33-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 299.382 °C at 760 mmHg
• Flash Point: 134.862 °C
• Appearance: Pale yellow/Liquid
• Density: 1.343 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.53
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-(2-BROMO-PHENYL)-PROPIONIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-BROMO-PHENYL)-PROPIONIC ACID ETHYL ESTER(135613-33-1)
• EPA Substance Registry System: 3-(2-BROMO-PHENYL)-PROPIONIC ACID ETHYL ESTER(135613-33-1)

Safety Data

• Hazardous Substances Data: 135613-33-1(Hazardous Substances Data)

Usage

General Description

3-(2-Bromo-phenyl)-propionic acid ethyl ester is an organic compound and belongs to the class of phenylpropionates. As the name implies, it is an ester which is obtained from the reaction of 3-(2-bromo-phenyl) propionic acid with ethanol. The most prominent feature of this compound is the bromo functional group attached to the phenyl ring. This bromine atom can undergo various types of organic reactions, depending on the other reagents and conditions. This makes it a versatile compound in organic synthesis. The substance could be applied in the preparation of other organic compounds, including pharmaceuticals and agrochemicals. However, safety measures should be taken when handling this compound due to its potential toxicity.

InChI:InChI=1/C11H13BrO2/c1-2-14-11(13)8-7-9-5-3-4-6-10(9)12/h3-6H,2,7-8H2,1H3

Upstream product

• 66192-11-8 diethyl 2-(2-bromobenzyl)propan-1,3-dioate 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 583-55-1 1-Bromo-2-iodobenzene 
• 64-17-5 ethanol 
• 15115-58-9 3-(2-bromophenyl)propionic acid 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 7345-79-1 2-bromocinnamic acid 

Downstream Products

• 1198615-84-7 C₁₇H₂₅BO₄ 
• 1347747-14-1 C₂₇H₂₄F₃NO₄ 
• 137265-95-3 3-(2-bromophenyl)propanal O-methyloxime 
• 107408-16-2 3-(o-bromophenyl)propanal 
• 177171-06-1 {2-[2'-(2-Benzylcarbamoyl-ethyl)-biphenyl-3-yl]-ethyl}-carbamic acid tert-butyl ester 
• 177171-07-2 N-benzyl-3'-(2-aminoethyl)-2-biphenylpropanamide 

Relevant articles and documents

Discovery and optimization of a biphenylacetic acid series of prostaglandin D2 receptor DP2 antagonists with efficacy in a murine model of allergic rhinitis

Biphenylacetic acid (5) was identified through a library screen as an inhibitor of the prostaglandin D2 receptor DP2 (CRTH2). Optimization for potency and pharmacokinetic properties led to a series of selective CRTH2 antagonists. Compounds demonstrated potency in a human DP2 binding assay and a human whole blood eosinophil shape change assay, as well as good oral bioavailability in rat and dog, and efficacy in a mouse model of allergic rhinitis following oral dosing.

Synthesis and hydrogen bonding capabilities of biphenyl-based amino acids designed to nucleate β-sheet structure

The syntheses of 3′-(aminoethyl)-2-biphenylpropionic acid (1) and 2-amino-3′-biphenylcarboxylic acid (2) are described. These residues were designed to nucleate β-sheet structure in aqueous solution when incorporated into small, amphiphilic peptides in place of the backbone of the i + 1 and i + 2 residues of the β-turn. N-Benzyl-3′-(2-(benzylamido)ethyl)-2-biphenylpropamide (3) and N-benzyl-(2-benzylamido)-3′-biphenylamide (4) were synthesized and studied as model compounds to investigate the hydrogen-bonding capabilities of residues 1 and 2, respectively. The X-ray crystal structure of 3 indicates that a 13-membered intramolecular hydrogen-bonded ring is formed, while the remaining amide proton and carbonyl are involved in intermolecular hydrogen bonding. Infrared and variable-temperature NMR experiments indicate that, in solution (CH2Cl2), 3 exists as an equilibrium mixture of the 13- and the 15-membered intramolecularly hydrogen-bonded conformers with the 15-membered ring conformer being favored. Amide 4 was shown to exist in solution (CH2Cl2) as an equilibrium mixture of the 11-membered intramolecular hydrogen-bonded ring and a nonbonded conformation. No contribution from the 9-membered hydrogen-bonded ring conformation was observed. The X-ray crystal structure of 4 indicated the absence of intramolecular hydrogen bonding in the solid state.

The synthesis of bicyclic and tricyclic ring systems by radical cyclisation reactions of oxime ethers

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