59086-52-1

Basic information

• Product Name: 2-(ALLYLOXY)BENZOIC ACID
• Synonyms: 2-(ALLYLOXY)BENZOIC ACID;2-(allyloxy)benzoic acid(SALTDATA: FREE);2-(2-Propen-1-yloxy)benzoic acid
• CAS NO: 59086-52-1
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18
• Mol File: 59086-52-1.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 316.9°C at 760 mmHg
• Flash Point: 126.4°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 0.000168mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: 2-(ALLYLOXY)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(ALLYLOXY)BENZOIC ACID(59086-52-1)
• EPA Substance Registry System: 2-(ALLYLOXY)BENZOIC ACID(59086-52-1)

Safety Data

• Hazardous Substances Data: 59086-52-1(Hazardous Substances Data)

Usage

General Description

2-(allyloxy)benzoic acid is a chemical compound with the molecular formula C10H10O3. It is a white crystalline solid, often produced as a chemical intermediate for various pharmaceutical and agricultural products. 2-(ALLYLOXY)BENZOIC ACID is primarily used as a building block for the synthesis of other organic compounds, including dyes, drugs, and perfumes. It is also known to have anti-inflammatory properties and has potential applications in the development of new medications. Additionally, it is also used in the synthesis of liquid crystals and materials for electronic displays.

InChI:InChI=1/C10H10O3/c1-2-7-13-9-6-4-3-5-8(9)10(11)12/h2-6H,1,7H2,(H,11,12)

Upstream product

• 61493-61-6 ethyl 2-(allyloxy)benzoate 
• 89844-08-6 prop-2-enyl 2-prop-2-enoxybenzoate 
• 124-38-9 carbon dioxide 
• 60333-75-7 O-allyl-2-bromophenol 
• 24892-63-5 1-allyloxy-2-iodobenzene 
• 69-72-7 salicylic acid 
• 118-61-6 2-hydroxy-benzoic acid ethyl ester 
• 119-36-8 methyl salicylate 
• 106-95-6 allyl bromide 
• 28752-82-1 2-(allyloxy)benzaldehyde 
• 90-02-8 salicylaldehyde 
• 533-58-4 2-Iodophenol 
• 52542-42-4 2-allyloxybenzoyl chloride 
• 121-44-8 triethylamine 

Downstream Products

• 42729-96-4 2-Hydroxy-3-(2-propenyl)-benzoesaeure 
• 1745-81-9 o-Allylphenol 
• 62045-66-3 2-(2-allyloxy-phenyl)-2-(3-methyl-but-2-enyl)-4-phenyl-2H-oxazol-5-one 
• 1269142-34-8 (Z)-tert-butyl (4-(7-oxo-2,5,6,7-tetrahydrobenzo[b][1,5]oxazonine-6-carboxamido)-1,3-phenylene)bis(methylene)dicarbamate 
• 1269142-21-3 N-allyl-2-(allyloxy)-N-(propylcarbamoyl)benzamide 
• 1269142-30-4 tert-butyl 2-(3-allyl-3-(2-(allyloxy)benzoyl)ureido)benzylcarbamate 
• 1269142-17-7 N-allyl-2-(prop-2-enyloxy)benzamide 
• 2100-31-4 2-propoxybenzoic acid 
• 1447710-18-0 2-allyloxy-N-[(S)-2-(4-allyloxy-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-benzamide 
• 1447710-25-9 (S)-2-(2-allyloxy-benzoylamino)-3-(4-allyloxy-3-chloro-phenyl)-propionic acid methyl ester 
• 1454663-48-9 diethyl (2-(allyloxy)benzoyl)phosphonate 
• 1454663-65-0 3-(4-(4-bromophenyl)-3-oxobutyl)chroman-4-one 
• 1454663-81-0 2-(4-bromobenzyl)-5H-chromeno[4,3-b]pyridine 
• 69-72-7 salicylic acid 

Relevant articles and documents

Overcoming the Deallylation Problem: Palladium(II)-Catalyzed Chemo-, Regio-, and Stereoselective Allylic Oxidation of Aryl Allyl Ether, Amine, and Amino Acids

We report herein a Pd(II)/bis-sulfoxide-catalyzed intramolecular allylic C-H acetoxylation of aryl allyl ether, amine, and amino acids with the retention of a labile allyl moiety. Mechanistically, the reaction proceeds through a distinct double-bond isomerization from the allylic to the vinylic position followed by intramolecular carboxypalladation and the β-hydride elimination pathway. For the first time, C-H oxidation of N-allyl-protected amino acids to furnish five-membered heterocycles through 1,3-syn-addition is established with excellent diastereoselectivity.

Mild and versatile potassium fluoride/tetrabutylammonium fluoride protocol for ester hydrolysis

A mild and versatile protocol of potassium fluoride/tetrabutylammonium fluoride (KF/TBAF) in aqueous tetrahydrofuran for ester hydrolysis has been developed. The method is applied on variety of aliphatic and aromatic ester moieties bearing acid or base sensitive functional groups. The conditions have been also applied on acetates to yield alcohols. The chirality of optically pure esters remained intact with the conditions of the reaction.

Development of Macrocyclic Peptides Containing Epoxyketone with Oral Availability as Proteasome Inhibitors

Macrocyclization has been frequently utilized for optimizing peptide or peptidomimetic-based compounds. In an attempt to obtain potent, metabolically stable, and orally available proteasome inhibitors, 30 oprozomib-derived macrocyclic peptides with structural diversity in their N-terminus and linker were successively designed and synthesized for structure-activity relationship (SAR) studies. As a consequence, the macrocyclic peptides with N-methyl-pyrazole (24p, 24x), imidazole (24t), and pyrazole (24v) as their respective N-termini exhibited favorable in vitro activity and metabolic stability, which translated into their potent in vivo proteasome inhibitory activity after oral administration. In particular, compound 24v, as the most distinguished one among this series, displayed excellent chymotrypsin-like (ChT-L, β5) inhibitory potency (IC50 = 16 nM), low nanomolar antiproliferative activity against all three of the tested cell lines, and superior metabolic stability in mouse liver microsome (MLM), as well as favorable inhibition against ChT-L compared to that of oprozomib in BABL/c mice following po administration at a comparatively low dose, thereby representing a promising candidate for further development.