24654-09-9

Basic information

• Product Name: (2-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER
• Synonyms: (2-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER
• CAS NO: 24654-09-9
• Molecular Formula: C₁₁H₉ClO₂
• Molecular Weight: 208.64
• Mol File: 24654-09-9.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 300.9°C at 760 mmHg
• Flash Point: 125°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 0.00109mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: (2-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (2-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER(24654-09-9)
• EPA Substance Registry System: (2-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER(24654-09-9)

Safety Data

• Hazardous Substances Data: 24654-09-9(Hazardous Substances Data)

Usage

Description

(2-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER is a chemical compound that belongs to the class of alkynoic acids, characterized by its molecular formula C11H9ClO2 and a molecular weight of 214.64 g/mol. It features a unique structure that includes a chlorophenyl group and an ethynylpropionic acid esterified with ethanol, which contributes to its potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
(2-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER is used as an intermediate in organic synthesis for the production of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Industry:
In the agrochemical industry, (2-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER is utilized as an intermediate in the synthesis of various agrochemicals. Its properties make it suitable for the development of compounds that can be used in pest control and crop protection.
Used in Fragrance Industry:
(2-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER is also used in the fragrance industry as an intermediate for the production of different scent compounds. Its chemical structure contributes to the creation of unique and complex aromas for various applications.
Used in Research and Development:
(2-CHLORO-PHENYL)-PROPYNOIC ACID ETHYL ESTER is used in research settings to study its potential biological and pharmacological properties. It has been investigated for its anti-inflammatory and analgesic effects, which could lead to the development of new treatments for pain and inflammation-related conditions.

InChI:InChI=1/C11H9ClO2/c1-2-14-11(13)8-7-9-5-3-4-6-10(9)12/h3-6H,2H2,1H3

Upstream product

• 558-13-4 carbon tetrabromide 
• 541-41-3 chloroformic acid ethyl ester 
• 89-98-5 2-chloro-benzaldehyde 
• 64-17-5 ethanol 
• 24654-08-8 3-(2-chlorophenyl)prop-2-ynoic acid 
• 1170694-25-3 C₁₁H₁₀BrClO₂ 
• 873-31-4 2-chlorophenylacetylene 
• 24393-51-9 (E)-ethyl 2-chlorocinnamate 
• 615-41-8 2-iodochlorobenzene 
• 623-47-2 propynoic acid ethyl ester 

Downstream Products

• 3533-13-9 3-(2-chlorophenyl)prop-2-ynamide 
• 1438463-70-7 6-chloro-N-[3-(2-chlorophenyl)prop-2-ynoyl]-4-hydroxy-2-oxo-2H-pyran-3-carboxamide 
• 20621-94-7 6-(2-chloro-phenyl)-[1,3]thiazine-2,4-dione 
• 58357-89-4 4-(2-chloro-phenyl)-3-phenyl-3H-pyridine-2,6-dione 
• 19966-64-4 Dimethyloxosulfonium-3-ethoxycarbonyl-2-(o-chlor-phenyl)-allylid 
• 73350-20-6 2-(2-chloro-phenyl)-6-(4-morpholin-4-yl-phenyl)-pyran-4-one 
• 24654-08-8 3-(2-chlorophenyl)prop-2-ynoic acid 

Relevant articles and documents

Consecutive Three-Component Coupling-Addition Synthesis of β-Amino Enoates and 3-Hydroxypyrazoles via Ethyl 3-Arylpropiolates

Two consecutive three-component syntheses furnishing β-amino enoates or 3-hydroxypyrazoles based upon the Sonogashira alkynylation of aryl iodides and ethyl propiolate were established in mostly excellent yields. The ethyl 3-arylpropiolate intermediates are Michael systems which are suited for concatenation with conjugate addition or cyclocondensation giving access to libraries of 21 different β-amino enoates and 17 different 3-hydroxypyrazoles. The rotational barrier of β-pyrrolidino enoates was assessed by studying the coalescence of pyrrolidinyl protons in VT-NMR spectra of electronically different substituted derivatives showing that the electronic substituent effect on the aryl group does not affect the height of the rotational barrier. This indicates that the substituents are essentially oriented orthogonally to the plane of the β-pyrrolidino enoates.

Gold-catalyzed Fluorination of Alkynyl Esters and Ketones: Efficient Access to Fluorinated 1,3-Dicarbonyl Compounds

We developed an efficient synthesis of 2-fluoro-1,3-dicarbonyl compounds using readily available alkynyl ketones or esters as starting material. The key step is the insertion of hydrogen fluoride (HF) to the gold carbene intermediate generated from cationic gold catalyzed addition of N-oxides to alkynyl ketones or esters. This method gives excellent chemical yields and regioselectivity with good functional group tolerance. (Figure presented.).

Structural design and synthesis of arylalkynyl amide-type peroxisome proliferator-activated receptor γ3 (PPAR γ3)-selective antagonists based on the helix12-folding inhibition hypothesis

Peroxisome proliferator-activated receptor γ3 (PPARγ3) antagonists are candidates for treatment of type 2 diabetes, obesity and osteoporosis. However, few rational design strategies are currently available. Here, we utilized the helix12 (H12)-folding inhi