16017-24-6

Basic information

• Product Name: 1-(4-Methylphenyl)-1-propyne-3-ol
• Synonyms: 3-(4-Methylphenyl)-2-propyn-1-ol;1-(4-Methylphenyl)-1-propyne-3-ol
• CAS NO: 16017-24-6
• Molecular Formula: C₁₀H₁₀O
• Molecular Weight: 146.19
• Mol File: 16017-24-6.mol
• Article Data: 95

Chemical Properties

• Melting Point: 33-34 °C
• Boiling Point: 256.5±33.0 °C(Predicted)
• Appearance: /
• Density: 1.07±0.1 g/cm3(Predicted)
• PKA: 12.92±0.10(Predicted)
• CAS DataBase Reference: 1-(4-Methylphenyl)-1-propyne-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Methylphenyl)-1-propyne-3-ol(16017-24-6)
• EPA Substance Registry System: 1-(4-Methylphenyl)-1-propyne-3-ol(16017-24-6)

Safety Data

• Hazardous Substances Data: 16017-24-6(Hazardous Substances Data)

Usage

General Description

1-(4-Methylphenyl)-1-propyne-3-ol, also known as 4-methylphenylpropyne-3-ol, is a chemical compound with the formula C10H12O. It is a colorless liquid that is used in organic synthesis and as a building block in the production of pharmaceuticals and other chemicals. It is a propyne alcohol with a methylphenyl substituent at the 1-position, making it an important intermediate in the synthesis of various organic compounds. Its versatile reactivity and structural flexibility make it useful in a wide range of chemical reactions, and it has applications in industries such as pharmaceuticals, plastics, and agrochemicals. Its unique structure and properties make it an important compound in chemical research and development.

Upstream product

• 50-00-0 formaldehyd 
• 766-97-2 4-n-methylphenylacetylene 
• 107-19-7 propargyl alcohol 
• 106-38-7 para-bromotoluene 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 624-31-7 4-tolyl iodide 
• 172264-70-9 2-((3-(p-tolyl)prop-2-yn-1-yl)oxy)tetrahydro-2H-pyran 

Downstream Products

• 766-97-2 4-n-methylphenylacetylene 
• 862972-84-7 1-(3-(allyloxy)prop-1-yn-1-yl)-4-methylbenzene 
• 1067324-86-0 1-(p-methylphenyl)propa-1,2-dien-1-yl diphenyl phosphine oxide 
• 1186524-52-6 4-(1-methoxy-pentylidene)-3-p-tolyl-dihydro-furan-2-one 
• 1268381-70-9 4-(3-(3-p-tolylprop-2-ynylthio)prop-1-ynyl)benzonitrile 
• 1268381-65-2 4-(3-(3-p-tolylprop-2-ynylsulfonyl)prop-1-ynyl)benzonitrile 
• 1268381-71-0 (3-(2-nitrophenyl)prop-2-ynyl)(3-p-tolylprop-2-ynyl)sulfane 
• 1268381-66-3 1-nitro-2-(3-(3-p-tolylprop-2-ynylsulfonyl)prop-1-ynyl)benzene 
• 1268381-68-5 (3-(4-nitrophenyl)prop-2-ynyl)(3-p-tolylprop-2-ynyl)sulfane 
• 1268381-63-0 1-methyl-4-(3-(3-(4-nitrophenyl)prop-2-ynylsulfonyl)prop-1-ynyl)benzene 
• 1391710-90-9 6-methyl-6-(1-(p-tolyl)propa-1,2-dien-1-yl)tetrahydro-2H-pyran-2-one 
• 1428797-60-7 C₂₈H₂₈NO₂⁽¹⁺⁾*CF₃O₃S^(1-) 
• 1428797-58-3 2,6-bis(((3-(p-tolyl)prop-2-yn-1-yl)oxy)methyl)pyridine 
• 1620138-09-1 C₂₈H₂₆OSn 

Relevant articles and documents

(E)-2-(4-Arylbut-1-en-3-yn-1-yl)chromones as Synthons for the Synthesis of Xanthone-1,2,3-triazole Dyads

Xanthone-1,2,3-triazole dyads have been synthesized by two different approaches, both starting from novel (E)-2-(4-arylbut-1-en-3-yn-1-yl)chromones, prepared through a base-catalyzed aldol reaction of 2-methylchromone and arylpropargyl aldehydes. In the first method, the xanthone moiety is built by Diels-Alder reaction of the referred unsaturated chromones with N-methylmaleimide under microwave irradiation, followed by oxidation of the obtained adducts with DDQ, whereas the 1,2,3-triazole ring results from the cycloaddition reaction of the acetylene moiety with sodium azide. The second strategy first involves the cycloaddition reaction with sodium azide to provide the 1,2,3-triazole ring, followed by methylation of the triazole NH group prior to Diels-Alder reaction with N-methylmaleimide. The last step in this synthesis of novel xanthone-1,2,3-triazole dyads entails oxidation of the cycloadducts with DDQ.

Construction of All-Carbon Quaternary Stereocenters by Palladium-Catalyzed Decarboxylative Propargylation

A method for the construction of chiral quaternary stereocenters has been accomplished via decarboxylative palladium-catalyzed propargylic alkylation. Both pressurized sealed tubes and microwave irradiation have proven successful for this transformation, yet despite these forcing conditions a range of α-aryl,α-propargyl, and α-alkyl,α-propargyl containing all-carbon quaternary products have been synthesized in good yields and high enantioselectivities (up to 92:8 er). While palladium-catalyzed decarboxylative allylic alkylation has been well studied, this work represents the furthest advancement for the propargylic variant to date.

Bi(OTf)3-catalyed One-pot Synthesis of α-Halo-β-amino Ketones and Acyl Aziridines from 3-Aryl Propargyl Alcohols

A Bi(OTf)3-catalyed reaction of 3-aryl propargyl alcohols with sulfonamide and halogen source was firstly investigated, which provided a facile route for the synthesis of a large variety of α-halo-β-amino ketones. The key intermediates, β-amino

Efficient Synthesis of Polysubstituted Furans through a Base-Promoted Oxacyclization of (Z)-2-En-4-yn-1-ols

An efficient base catalyzed oxacyclization of Z-enynols has been developed under transition metal-free reaction conditions, thus resulting in a variety of new di-, tri-, and tetra-substituted furans. This approach allowed us to obtain 32 new compounds. Furthermore, DFT calculations were realized to depict a relationship between the natural population analysis and experimental results with alkyl or aryl groups for the synthesis of 2-benzylfuran. A one-pot Sonogashira/oxacyclization approach offers a flexible, robust and efficient alternative to base catalyzed cyclization is also carried out.