82720-22-7

Basic information

• Product Name: 2-(4-chlorophenyl)but-3-yn-2-ol
• CAS NO: 82720-22-7
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.6309
• Mol File: 82720-22-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 262.4°C at 760 mmHg
• Flash Point: 112.5°C
• Density: 1.209g/cm³
• Vapor Pressure: 0.00553mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 2-(4-chlorophenyl)but-3-yn-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-chlorophenyl)but-3-yn-2-ol(82720-22-7)
• EPA Substance Registry System: 2-(4-chlorophenyl)but-3-yn-2-ol(82720-22-7)

Safety Data

• Hazardous Substances Data: 82720-22-7(Hazardous Substances Data)

Usage

Physical state

Colorless to light yellow liquid

Molecular weight

182.63 g/mol

Chemical class

Alkynols

Functional groups

Butynyl group, 4-chlorophenyl group

Uses

Organic synthesis, pharmaceutical research (intermediate in the production of various compounds)

Potential properties

Anti-inflammatory, anti-tumor

Additional uses

Reactant in the synthesis of novel pharmaceuticals and biologically active compounds

Hazards

Irritation to skin and eyes, should be handled with care and only used in a controlled laboratory setting by trained professionals.

Upstream product

• 1066-26-8 sodium acetylide 
• 99-91-2 para-chloroacetophenone 
• 4301-14-8 acetylenemagnesium bromide 

Downstream Products

• 77103-89-0 3-(4-chlorophenyl)-3-hydroxy-2-butanone 
• 1262149-13-2 2-(4-chlorophenyl)-3-oxobutan-2-yl acetate 
• 960378-07-8 2-(4-chlorophenyl)but-3-yn-2-yl acetate 
• 1366542-45-1 allyl (2-(4-chlorophenyl)but-3-yn-2-yl) carbonate 
• 1416772-19-4 4,4'-((2E,4E,6E)-3,6-dibromoocta-2,4,6-triene-2,7-diyl)bis(chlorobenzene) 
• 1449379-75-2 C₁₆H₁₂ClN₃O 
• 1449380-08-8 C₁₈H₁₄ClNO₂ 
• 1449379-76-3 4-(2-azidophenyl)-2-(4-chlorophenyl)but-3-yn-2-yl acetate 
• 51791-30-1 (2E)-3-(4-chlorophenyl)but-2-enenitrile 
• 120695-68-3 (Z)-3-(4-chlorophenyl)but-2-enenitrile 

Relevant articles and documents

Transition-Metal-Free Radical Hydrotrifluoromethylation of Alkynes

A combination of readily available and bench-stable CF3SO2Na and tBuOOH was efficiently used for hydrotrifluoromethylation of alkynes. An excellent trans-selectivity was demonstrated in the synthesis of alkenes. The developed mild reaction conditions allow the supression of the competing Meyer–Schuster-type rearrangement.

Heterogeneous Acid-Catalyzed Racemization of Tertiary Alcohols

Tertiary alcohols are important structural motifs in natural products and building blocks in organic synthesis but only few methods are known for their enantioselective preparation. Chiral resolution is one of these approaches that leaves one enantiomer (50 % of the material) unaffected. An attractive method to increase the efficiency of those resolutions is to racemize the unaffected enantiomer. In the present work, we have developed a practical racemization protocol for tertiary alcohols. Five different acidic resin materials were tested. The Dowex 50WX8 was the resin of choice since it was capable of racemizing tertiary alcohols without any byproduct formation. Suitable solvents and a biphasic system were investigated, and the optimized system was capable of racemizing differently substituted tertiary alcohols.

Au-catalyzed formation of functionalized quinolines from 2-alkynyl arylazide derivatives

A new method for converting 2-alkynyl arylazide derivatives into functionalized polysubstituted quinolines following a gold-catalyzed 1,3-acetoxy shift/cyclization/1,2-group shift sequence has been developed. This transformation proceeds under mild reaction conditions, is efficient, and tolerates a large variety of functional groups.