75567-84-9

Basic information

• Product Name: methyl 3-(4-bromophenyl)propanoate
• Synonyms: methyl 3-(4-bromophenyl)propanoate;3-(4-Bromophenyl)propionic acid methyl ester;Methyl 3-(4-BroMophenyl)propionate;3-(4-broMophenyl)propionate;Benzenepropanoic acid, 4-broMo-, Methyl ester;ThebroMoMethyl propionate;4-bromobenzenepropanoic acid methyl ester
• CAS NO: 75567-84-9
• Molecular Formula: C₁₀H₁₁BrO₂
• Molecular Weight: 243.1
• Mol File: 75567-84-9.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 92℃/0.4Torr
• Flash Point: 127.53 °C
• Appearance: Colorless to pale yellow/Solid
• Density: 1.39 g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.5360 to 1.5400
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: methyl 3-(4-bromophenyl)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-(4-bromophenyl)propanoate(75567-84-9)
• EPA Substance Registry System: methyl 3-(4-bromophenyl)propanoate(75567-84-9)

Safety Data

• Hazardous Substances Data: 75567-84-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 30, p. 4709, 1989 DOI: 10.1016/S0040-4039(01)80781-4

InChI:InChI=1/C10H11BrO2/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-3,5-6H,4,7H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 1643-30-7 3-(4-bromophenyl)propionic acid 
• 292638-85-8 acrylic acid methyl ester 
• 589-21-9 (4-bromophenyl)hydrazine 
• 5927-18-4 trimethyl phosphonoacetate 
• 1122-91-4 4-bromo-benzaldehyde 
• 67-56-1 methanol 
• 4489-22-9 (+/-)-1-(4-bromophenyl)propanol 
• 4489-23-0 4-bromo-β-methylstyrene 
• 25574-11-2 3-(4-bromophenyl)propanol 
• 501-52-0 3-Phenylpropionic acid 
• 5467-74-3 4-Bromophenylboronic acid 
• 3650-78-0 methyl 4-bromocinnamate 
• 589-87-7 1,4-bromoiodobenzene 

Downstream Products

• 25574-11-2 3-(4-bromophenyl)propanol 
• 490035-82-0 methyl 3-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]propionoate 
• 153993-80-7 [3-(4-bromophenyl)propoxy](tert-butyl)dimethylsilane 
• 1002328-50-8 3-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)propan-1-ol 
• 271252-21-2 3-[4-(3-Bromo-propyl)-phenyl]-3-trifluoromethyl-3H-diazirine 
• 204329-81-7 1-{4-[3-(tert-butyldimethylsilyloxy)propyl]phenyl}-2,2,2-trifluoroethanone 
• 204329-83-9 3-{4-[3-(tert-butyldimethylsilyloxy)propyl]phenyl}-3-(trifluoromethyl)-3H-diazirine 
• 204329-86-2 (S)-2-Amino-5-[4-(3-trifluoromethyl-3H-diazirin-3-yl)-phenyl]-pentanoic acid 
• 204329-89-5 (S)-2-Amino-5-[4-(3-trifluoromethyl-3H-diazirin-3-yl)-phenyl]-pentanoic acid tert-butyl ester 
• 204329-87-3 (S)-2-tert-Butoxycarbonylamino-5-[4-(3-trifluoromethyl-3H-diazirin-3-yl)-phenyl]-pentanoic acid 
• 204329-82-8 1-{4-[3-(tert-butyldimethylsilyloxy)propyl]phenyl}-2,2,2-trifluoroethanone O-tosyl oxime 
• 204329-88-4 (S)-2-tert-Butoxycarbonylamino-5-[4-(3-trifluoromethyl-3H-diazirin-3-yl)-phenyl]-pentanoic acid tert-butyl ester 
• 204329-84-0 2-Acetylamino-2-{3-[4-(3-trifluoromethyl-3H-diazirin-3-yl)-phenyl]-propyl}-malonic acid diethyl ester 
• 204329-91-9 (S)-2-[(S)-2-((S)-2-Amino-propionyloxy)-3-methyl-butyrylamino]-5-[4-(3-trifluoromethyl-3H-diazirin-3-yl)-phenyl]-pentanoic acid tert-butyl ester 

Relevant articles and documents

Manganese-catalyzed homogeneous hydrogenation of ketones and conjugate reduction of α,β-unsaturated carboxylic acid derivatives: A chemoselective, robust, and phosphine-free in situ-protocol

We communicate a user-friendly and glove-box-free catalytic protocol for the manganese-catalyzed hydrogenation of ketones and conjugated C[dbnd]C[sbnd]bonds of esters and nitriles. The respective catalyst is readily assembled in situ from the privileged [Mn(CO)5Br] precursor and cheap 2-picolylamine. The catalytic transformations were performed in the presence of t-BuOK whereby the corresponding hydrogenation products were obtained in good to excellent yields. The described system offers a brisk and atom-efficient access to both secondary alcohols and saturated esters avoiding the use of oxygen-sensitive and expensive phosphine-based ligands.

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

SNP discrimination by tolane-modified peptide nucleic acids: Application for the detection of drug resistance in pathogens

During the treatment of viral or bacterial infections, it is important to evaluate any resistance to the therapeutic agents used. An amino acid substitution arising from a single base mutation in a particular gene often causes drug resistance in pathogens. Therefore, molecular tools that discriminate a single base mismatch in the target sequence are required for achieving therapeutic success. Here, we synthesized peptide nucleic acids (PNAs) derivatized with tolane via an amide linkage at the N-terminus and succeeded in improving the sequence specificity, even with a mismatched base pair located near the terminal region of the duplex. We assessed the sequence specificities of the tolane-PNAs for single-strand DNA and RNA by UV-melting temperature analysis, thermodynamic analysis, an in silico conformational search, and a gel mobility shift assay. As a result, all of the PNA-tolane derivatives stabilized duplex formation to the matched target sequence without inducing mismatch target binding. Among the different PNA-tolane derivatives, PNA that was modified with a naphthyl-type tolane could efficiently discriminate a mismatched base pair and be utilized for the detection of resistance to neuraminidase inhibitors of the influenza A/H1N1 virus. Therefore, our molecular tool can be used to discriminate single nucleotide polymorphisms that are related to drug resistance in pathogens.