21565-82-2

Basic information

• Product Name: 4-Pentynoic acid, methyl ester
• Synonyms: 4-Pentynoic acid, methyl ester
• CAS NO: 21565-82-2
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112
• Mol File: 21565-82-2.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 143.3°C at 760 mmHg
• Flash Point: 40.3°C
• Appearance: /
• Density: 0.976g/cm³
• Vapor Pressure: 5.38mmHg at 25°C
• Refractive Index: 1.426
• CAS DataBase Reference: 4-Pentynoic acid, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pentynoic acid, methyl ester(21565-82-2)
• EPA Substance Registry System: 4-Pentynoic acid, methyl ester(21565-82-2)

Safety Data

• Hazardous Substances Data: 21565-82-2(Hazardous Substances Data)

Usage

General Description

4-Pentynoic acid, methyl ester is a chemical compound with the molecular formula C6H8O2. It is also known by its IUPAC name, methyl 4-pentynoate. 4-Pentynoic acid, methyl ester is a colorless liquid with a fruity odor, and it is commonly used as a flavoring agent in the food and beverage industry. It is also used in the production of perfumes and fragrances due to its pleasant aroma. Additionally, it has applications in the pharmaceutical industry, where it is used as an intermediate in the synthesis of various drugs and pharmaceutical compounds. 4-Pentynoic acid, methyl ester is also used in organic synthesis as a building block for the preparation of other organic compounds. Overall, this chemical compound has various industrial applications and is an important intermediate in the production of a wide range of products.

InChI:InChI=1/C6H8O2/c1-3-4-5-6(7)8-2/h1H,4-5H2,2H3

Upstream product

• 322399-61-1 10-bromodeca-5,8-diynoic acid methyl ester 
• 209860-36-6 10-hydroxy-deca-5,8-diynoic acid methyl ester 
• 77758-51-1 methyl hex-5-ynoate 
• 67-56-1 methanol 
• 90288-79-2 methyl 3-(trimethylsiloxy)-1-cyclopropanecarboxylate 
• 6089-09-4 4-pentynoic acid 
• 77-76-9 2,2-dimethoxy-propane 
• 186581-53-3 diazomethane 
• 75-36-5 acetyl chloride 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 17920-23-9 diethyl propargylmalonate 
• 5390-04-5 pent-1-yn-5-ol 
• 112532-68-0 1-(3-butynyl)-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane 

Downstream Products

• 4141-96-2 8-Hydroxy-9-phenyl-nona-4,6-diinsaeure-methylester 
• 16387-71-6 deca-4,6-diyne 
• 168331-17-7 deca-4,6-diynoic acid methyl ester 
• 24643-49-0 deca-4,6-diynedioic acid dimethyl ester 
• 741721-31-3 methyl 5-(3-amino-5-fluorophenyl)pentanoate 
• 914257-38-8 5-(3-amino-2-fluoro-phenyl)-pentanoic acid methyl ester 
• 741721-44-8 5-(3-amino-4-fluoro-phenyl)-pentanoic acid methyl ester 
• 740842-44-8 (5-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-carbamic acid ethyl ester 
• 741721-53-9 5-(3-amino-2,5-difluoro-phenyl)-pentanoic acid methyl ester 
• 741720-99-0 5-(3-ethoxycarbonylamino-phenyl)-pentanoic acid 
• 741720-98-9 5-(3-ethoxycarbonylamino-phenyl)-pentanoic acid methyl ester 
• 741721-33-5 methyl-5-[5-(ethoxycarbonylamino)-3-fluorophenyl]pentanoate 
• 741721-45-9 5-(3-ethoxycarbonylamino-4-fluoro-phenyl)-pentanoic acid methyl ester 
• 741721-39-1 5-(3-ethoxycarbonylamino-2-fluoro-phenyl)-pentanoic acid methyl ester 

Relevant articles and documents

"clickable" SBA-15 mesoporous materials: Synthesis, characterization and their reaction with alkynes

SBA-15 mesoporous silica has been functionalized with azidopropyl groups through both one-pot co-condensation and post-synthetic grafting. For both these methodologies, azidopropyltriethoxysilane was used to introduce the azidopropyl groups. The azidopropyl modified SBA-15 material synthesized by one-pot co-condensation had hexagonal crystallographic order, pore diameters up of 50 A, and the content of azidopropyl groups was found to be 1.3 mmol g -1. The presence of the azidopropyl group was confirmed by multinuclear (13C, 29Si) solid state NMR and IR spectroscopy. Both these materials underwent very efficient Cu(I)-catalyzed azide alkyne "click" reaction (CuAAC) with a variety of alkynes. Nearly 85% of the azide present in the SBA-15 material was converted to the corresponding triazole when propargyl alcohol was used as the substrate. This methodology was also used to incorporate mannose into SBA-15. Incubation of this mannose labeled SBA-15 with fluorescein labeled Concanavalin-A led to the formation of a fluorescent silica-protein hybrid material. The ease of synthesis for the azide labeled SBA-15 material together with its ability to undergo very efficient chemoselective CuAAC in water would make it a very attractive platform for the development of covalently anchored catalysts, enzymes and sensors.

One-pot generation of c=x bonds from methyl 2-siloxycyclopropanecarboxylates: Simple syntheses of functionalized nitriles and alkynes

Starting from methyl 2-siloxycyclopropanecarboxylates simple and efficient one-pot procedures are described that lead to β-cyanoesters and methoxycarbonyl-substituted terminal alkynes. The prepared functionalized alkynes were subjected to typical transformations such as [3+2] cycloaddition providing triazole derivatives, Sonogashira coupling, Au-catalyzed hydrophosphorylation or a copper-catalyzed coupling of methyl diazoacetate furnishing alkyne 14 and allene derivative 15. The Pauson-Khand reaction of the enyne 4c afforded a diastereomeric mixture of methyl 5-oxohexahydropentalen-2-carboxylate 16 in moderate yield.

PGDH INHIBITORS AND METHODS OF MAKING AND USING

Disclosed herein are compounds that can inhibit 15-hydroxyprostaglandin dehydrogenase. Such compounds may be administered to subjects that may benefit from modulation of prostaglandin levels.

Synthesis of Two Stereoisomers of Potentially Bioactive 13,19,20-Trihydroxy Derivative of Docosahexaenoic Acid

The C16-C22 fragment with the acetylene terminus was constructed through the asymmetric dihydroxylation of the corresponding olefin, while the 15-iodo-olefin corresponding to the C11-C15 part was prepared via the asymmetric transfer hydrogenation of the corresponding acetylene ketone followed by hydrozirconation/iodination. Both pieces were joined by a Sonogashira coupling, and the product was further converted into the title compound via a Wittig reaction with the remaining C1-C10 segment and Boland reduction using Zn with TMSCl.