14062-25-0

Basic information

• Product Name: Ethyl 4-bromophenylacetate
• Synonyms: ETHYL P-BROMOPHENYLACETATE;ETHYL 4-BROMOPHENYLACETATE;4-bromophenylacetic acid ethyl ester;Ethyl 4-bromophenylacetate 99%;Ethyl 4-bromophenylacetate,99%;Ethyl p-Bromophenylacetate Ethyl;Ethyl 4-bromophenylacetate ,97%;ethyl 2-(4-broMophenyl)acetate
• CAS NO: 14062-25-0
• Molecular Formula: C₁₀H₁₁BrO₂
• Molecular Weight: 243.1
• Product Categories: Acids and Derivatives;Aromatic Esters;C10 to C11;Carbonyl Compounds;Esters;Pyrimidines
• Mol File: 14062-25-0.mol
• Article Data: 45

Chemical Properties

• Melting Point: 29-33 °C(lit.)
• Boiling Point: 88-90°C 0,35mm
• Flash Point: >230 °F
• Appearance: Clear colorless to pale yellow/Liquid or Low Melting Solid
• Density: 1.389g/cm³
• Vapor Pressure: 0.00285mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Ethyl 4-bromophenylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-bromophenylacetate(14062-25-0)
• EPA Substance Registry System: Ethyl 4-bromophenylacetate(14062-25-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22
• Safety Statements: 36
• WGK Germany: 3
• Hazardous Substances Data: 14062-25-0(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to pale yellow liquid

InChI:InChI=1/C10H11BrO2/c1-2-13-10(12)7-8-3-5-9(11)6-4-8/h3-6H,2,7H2,1H3

Upstream product

• 64-17-5 ethanol 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 37859-24-8 2-(4-bromophenyl)acetyl chloride 
• 77143-76-1 ethyl α-bromo-4-bromophenylacetate 
• 5467-74-3 4-Bromophenylboronic acid 
• 623-33-6 glycine ethyl ester hydrochloride 
• 589-87-7 1,4-bromoiodobenzene 
• 141-97-9 ethyl acetoacetate 
• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 
• 201230-82-2 carbon monoxide 
• 106-38-7 para-bromotoluene 
• 1878-67-7 3-Bromophenylacetic acid 
• 75-03-6 ethyl iodide 

Downstream Products

• 1528-41-2 ethyl 4-cyanophenylacetate 
• 910330-18-6 ethyl 2-(3'-bromobiphenyl-4-yl)acetate 
• 859169-20-3 1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl ester 
• 32454-37-8 2,2-dimethyl-2-(4-bromophenyl)ethanol 
• 40641-92-7 ethyl (4-cyclopropylphenyl)acetate 
• 872882-98-9 diethyl 2-(4-bromophenyl)-2-methylmalonate 
• 872882-97-8 3-(4-bromophenyl)-3-methyloxetane 
• 66810-01-3 2-(4-bromophenyl)-2-methylpropane-1,3-diol 
• 1435446-94-8 (S)-3-(4-bromophenyl)-6,6-dimethyltetrahydro-2H-pyran-2-one 
• 1435447-58-7 (R)-methyl 2-(4-bromophenyl)-5-methyl-4-hexenoate 
• 1435445-61-6 (±)-2-(4-bromophenyl)-5-methyl-4-hexenoic acid 
• 1297492-98-8 ethyl 5-oxo-2,4-di(4-bromophenyl)-2,5-dihydro-1H-imidazol-2-carboxylate 
• 1257213-65-2 1-(4-bromo-phenyl)-cyclopentanecarboxylic acid ethyl ester 
• 57469-91-7 1-(4-bromophenyl)-2-methyl-propan-2-ol 

Relevant articles and documents

Identification of two novel RET kinase inhibitors through MCR-based drug discovery: Design, synthesis and evaluation

From an MCR fragment library, two novel chemical series have been developed as inhibitors of RET, which is a kinase involved in the pathology of medullary thyroid cancer (MTC). Structure activity relationship studies (SAR) identified two sub-micromolar tractable leads, 6g and 13g. 6g was confirmed to be a Type-II RET inhibitor. 13g and 6g inhibited RET in cells transformed by RET/C634. A RET DFG-out homology model was established and utilized to predict Type-II inhibitor binding modes.

B(C6F5)3-Catalyzed site-selective N1-alkylation of benzotriazoles with diazoalkanes

Alkylation of benzotriazoles is synthetically challenging, often leading to mixtures of N1 and N2 alkylation. Herein, metal-free catalytic site-selective N1-alkylation of benzotriazoles with diazoalkanes is described in the presence of 10 mol% of B(C6F5)3. These reactions provide N1-alkylated benzotriazoles in good to excellent yields and this protocol is successfully adapted to gram-scale syntheses as well as a derivative with antimicrobial activity.

BF3·OEt2-promoted tandem Meinwald rearrangement and nucleophilic substitution of oxiranecarbonitriles

Tandem Meinwald rearrangement and nucleophilic substitution of oxiranenitriles was realized. Arylacetic acid derivatives were readily synthesized from 3-aryloxirane-2-carbonitriles with amines, alcohols, or water in the presence of boron trifluoride under microwave irradiation, and the designed synthetic strategy includes introducing a cyano leaving group into arylepoxides and capturing the in situ generated toxic cyanide with boron trifluoride, making the reaction efficient, safe, and environmentally benign. The reaction occurs through an acid-promoted Meinwald rearrangement, producing arylacetyl cyanides, followed by an addition-elimination process with nitrogen or oxygen-containing nucleophilic amines, alcohols or water. The current method provides a new application of the tandem Meinwald rearrangement.