4-Methoxyphenylacetylene - ≥99% , CAS No.768-60-5

CAS: 768-60-5 Cat. No.: M111332 Molecular Weight: 132.16 Beilstein Registry Number: 6(4)4064 EC Number: 640-179-8

GRADE & PURITY ≥99%

Synonyms

SY013463 | 4-methoxyphenylethyne | EN300-83248 | p-Methoxyphenylethyne | Z1080385508 | p-ethynylanisole | 1-Ethynyl-4-methoxybenzene # | 4-ethynyl anisole | 4'-Methoxyphenylacetylene | 4-Methoxyphenylacetylene | 4-methoxy-phenylacetylene | 4-Ethynylanisol

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

4-Ethynylanisole forms the corresponding propargyl aldehyde in good yield directly from DMF-dimethyl acetal without the need for making an acetylide salt. 1,3-dipolar cycloaddition of acceptor-cyclopropylmethylsilanes affords functionalized cyclopentenes in good yields.
4-Ethynylanisole can be used as a building block in organic synthesis and also used in sonogashira coupling reactions. 
Application
1,3-dipolar cycloaddition of acceptor-cyclopropylmethylsilanes affords functionalized cyclopentenes in good yields.
4-Ethynylanisole was used:
in the synthesis of photoluminescent 1,2-dihydrophosphinines via a [4 + 2] cycloaddition
along with an arylboronic acid and sodium azide in a copper-catalyzed, three-component synthesis of trisubstituted 1,2,4-triazoles
in a study of a gold (III)-catalyzed hydroamination of alkynes leading to N-vinylindoles.
Forms the corresponding propargyl aldehyde in good yield directly from DMF-dimethyl acetal without the need for making an acetylide salt.

Specifications

Synonyms

SY013463 | 4-methoxyphenylethyne | EN300-83248 | p-Methoxyphenylethyne | Z1080385508 | p-ethynylanisole | 1-Ethynyl-4-methoxybenzene # | 4-ethynyl anisole | 4'-Methoxyphenylacetylene | 4-Methoxyphenylacetylene | 4-methoxy-phenylacetylene | 4-Ethynylanisol

Specifications & Purity

≥99%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504758109
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758109
• Canonical Smiles: COC1=CC=C(C=C1)C#C
• IUPAC Name: 1-ethynyl-4-methoxybenzene
• InChIKey: KBIAVTUACPKPFJ-UHFFFAOYSA-N
• INCHI: 1S/C9H8O/c1-3-8-4-6-9(10-2)7-5-8/h1,4-7H,2H3
• Isomeric SMILES: COC1=CC=C(C=C1)C#C
• WGK Germany: 3
• Molecular Weight: 132.16
• Beilstein: 6(4)4064
• Reaxy-Rn: 742173
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=742173&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenol ethers
      • Subclass Anisoles

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenol ethers
• Subclass: Anisoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Anisoles
• Alternative Parents: Phenoxy compounds Methoxybenzenes Alkyl aryl ethers Acetylides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenoxy compound - Methoxybenzene - Anisole - Alkyl aryl ether - Monocyclic benzene moiety - Acetylide - Ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water. Soluble in chloroform, acetone, dichloromethane, and methanol
• Sensitivity: Light sensitive;air sensitive;heat sensitive
• Refractive Index: 1.564
• Flash Point(°F): 179.6 °F
• Flash Point(°C): 82 °C
• Boil Point(°C): 87-91 °C/11 mmHg
• Melt Point(°C): 28-29°C
• Molecular Weight: 132.160 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 132.058 Da
• Monoisotopic Mass: 132.058 Da
• Topological Polar Surface Area: 9.200 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 134.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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