80151-33-3

Basic information

• Product Name: 3-(3-CHLOROPHENYL)PROP-2-YN-1-OL
• Synonyms: 3-(3-CHLOROPHENYL)PROP-2-YN-1-OL;AKOS PRN-0002
• CAS NO: 80151-33-3
• Molecular Formula: C₉H₇ClO
• Molecular Weight: 166.6
• Mol File: 80151-33-3.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 285.8 °C at 760 mmHg
• Flash Point: 126.6 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 0.00128mmHg at 25°C
• Refractive Index: 1.601
• CAS DataBase Reference: 3-(3-CHLOROPHENYL)PROP-2-YN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-CHLOROPHENYL)PROP-2-YN-1-OL(80151-33-3)
• EPA Substance Registry System: 3-(3-CHLOROPHENYL)PROP-2-YN-1-OL(80151-33-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 80151-33-3(Hazardous Substances Data)

Usage

General Description

3-(3-Chlorophenyl)prop-2-yn-1-ol is a chemical compound with the molecular formula C9H7ClO. It is a colorless to pale yellow liquid with a slightly sweet and floral odor. 3-(3-CHLOROPHENYL)PROP-2-YN-1-OL is primarily used in the synthesis of pharmaceuticals and agrochemicals. It is also utilized as a building block in the production of various organic compounds, such as dyes, fragrances, and flavoring agents. Additionally, it has been studied for its potential antifungal and antimicrobial properties. However, it is important to note that 3-(3-Chlorophenyl)prop-2-yn-1-ol should be handled with care, as it is considered a hazardous substance and may cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C9H7ClO/c10-9-5-1-3-8(7-9)4-2-6-11/h1,3,5,7,11H,6H2

Upstream product

• 108-37-2 1-bromo-3-chlorobenzene 
• 107-19-7 propargyl alcohol 
• 625-99-0 3-iodochlorobenzene 
• 50-00-0 formaldehyd 
• 766-83-6 m-chlorophenylacetylene 

Downstream Products

• 227954-24-7 methanesulfonic acid 3-(3-chlorophenyl)prop-2-ynyl ester 
• 1391710-79-4 6-(1-(3-chlorophenyl)propa-1,2-dienyl)-6-methyltetrahydro-2H-pyran-2-one 
• 1232144-31-8 3-(3-chlorophenyl)propiolaldehyde 

Relevant articles and documents

Synthesis of Azepino[1,2-a]indole-10-amines via [6+1] Annulation of Ynenitriles with Reformatsky Reagent

Lewis acid-catalyzed [6+1] annulation reactions of 2-cyano-1-propargyl- and 2-alkynyl-1-cyanomethyl-indoles with Reformatsky reagent are described. 8-Aryl, 8-alkyl-, 8-hetaryl-, 9-aryl, and 9-alkyl-azepino[1,2-a]indole amines were obtained through a 7-endo-mode cyclization of the β-aminoacrylate intermediates. The antiproliferative activity of the azepino[1,2-a]indoles analogs against the HCT-116 cells were also examined.

Organocatalytic Regio- and Enantioselective N-Alkylation of Isoxazol-5-ones

A chiral phosphoric acid catalyzed regio- and enantioselective reaction between 1-acylamino-3-arylprop-2-yn-1-ols and isoxazol-5-ones has been developed for the first time. With the established protocol, N-alkylation of isoxazol-5-ones was achieved, affording enantioenriched N,N-acetals in 74–99 % yield with 72–88 % ee.

Applications of Thermal Activation, Ball-milling and Aqueous Medium in Stereoselective Michael Addition of Nitromethane to Enynones Catalyzed by Chiral Squaramides

Stereoselective addition of nitromethane to conjugated en-ynones was performed through the application of chiral squaramides. Three non-classical approaches to promote the addition reaction were tested, including activation of the nucleophile by inorganic base in a biphasic aqueous system, thermal activation, and ball-milling. Hydrogen-bonding catalysis was effective in all these methods, providing 1,4-addition products in high yields and stereoselectivities of up to 98% requiring 1–5 mol% of Cinchona alkaloid squaramide. (Figure presented.).