16469-67-3

Basic information

• Product Name: 1-(2-hydroxyphenyl)prop-2-yn-1-one
• Synonyms: 1-(2-hydroxyphenyl)prop-2-yn-1-one
• CAS NO: 16469-67-3
• Molecular Weight: 146.145
• Mol File: 16469-67-3.mol

Chemical Properties

• CAS DataBase Reference: 1-(2-hydroxyphenyl)prop-2-yn-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-hydroxyphenyl)prop-2-yn-1-one(16469-67-3)
• EPA Substance Registry System: 1-(2-hydroxyphenyl)prop-2-yn-1-one(16469-67-3)

Safety Data

• Hazardous Substances Data: 16469-67-3(Hazardous Substances Data)

Upstream product

• 19115-31-2 1-(o-hydroxyphenyl)propargylic alcohol 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 1066-54-2 trimethylsilylacetylene 
• 90-02-8 salicylaldehyde 

Downstream Products

• 491-38-3 1-benzopyran-4(4H)-one 

Relevant articles and documents

Ru(II)- And Os(II)-Induced Cycloisomerization of Phenol-Tethered Alkyne for Functional Chromene and Chromone Complexes

Diphosphine-containing Ru(II)/Os(II)-chromene and -chromone complexes were synthesized from reactions between phenol ynone HCC(C≠O)(o-C6H4OH) and cis-[Ru/Os(dppm)2Cl2] (dppm = 1,1-bis(diphenylphosphino)methane). The structures of these complexes in the so

One Pot Synthesis of γ-Benzopyranones via Iron-Catalyzed Aerobic Oxidation and Subsequent 4-Dimethylaminopyridine Catalyzed 6-endo Cyclization

One-pot synthesis of γ-benzopyranones was realized in decent yields and excellent regioselectivities via iron-catalyzed aerobic oxidation and 4-dimethylaminopyridine-catalyzed cyclization of related propargylic alcohols. Derivatizations to aromatic substituted γ-benzopyranones and synthesis of naturally occurring 3′,4′-dimethoxyflavone have also been realized. (Figure presented.).

Metalated Chromene and Chromone Complexes: pH Switchable Metal–Carbon Bonding Interaction, Photo-triggerable Chromone Delivery Application, and Antioxidative Activity

The two families of RuII-chromene and -chromone complexes isolated in this work represent the first examples of metalated chromene and chromone complexes synthesized through transition-metal-mediated cyclization of phenol-tethered ynone. These unprecedented metalated heterocyclic compounds exhibit remarkable features, such as pH-switchable metal–carbon bonding interactions, photo-triggerable release of organic chromone upon visible-light irradiation, and superior antioxidative property to their organic analogue (1,4-benzopyrone). These findings not only offer mechanistic insights into metal-induced activation of functionalized alkynes, but also add a new dimension to rational design of antioxidants and photo-responsive drug delivery systems.

Unified Approach to (Thio)chromenones via One-Pot Friedel-Crafts Acylation/Cyclization: Distinctive Mechanistic Pathways of β-Chlorovinyl Ketones

A facile synthetic method to chromenones and thiochromenones has been developed using a one-pot Friedel-Crafts acylation of alkynes with suitably substituted benzoyl chlorides. This unified approach to (thio)chromenones is readily applicable to aryl- and alkylalkynes where the stereochemically well-defined β-chlorovinyl ketone intermediates undergo distinctively different cyclization pathways. The ready availability of both starting materials, alkynes and benzoyl chlorides, coupled with the experimental simplicity makes the current synthetic method to (thio)chromenones fast, efficient, and practical.

Styrene as 4π-Component in Zn(II)-Catalyzed Intermolecular Diels-Alder/Ene Tandem Reaction

A mild Zn-catalyzed intermolecular Diels-Alder/ene tandem reaction with styrene as a 4π-component is reported. A variety of dihydronaphthalene products could be prepared in moderate to good yields. Moreover, a combination of DFT calculations and experiments was performed to further understand the mechanism of this unique tandem reaction.