1-Methoxy-4-(prop-2-YN-1-YL)benzene

Base Information

• Chemical Name: 1-Methoxy-4-(prop-2-YN-1-YL)benzene
• CAS No.: 13540-76-6
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• Hs Code.: 2909309090
• European Community (EC) Number: 896-751-4
• Nikkaji Number: J408.486A
• Mol file: 13540-76-6.mol

Synonyms:1-METHOXY-4-(PROP-2-YN-1-YL)BENZENE;13540-76-6;1-methoxy-4-prop-2-ynylbenzene;1-NITRO-4-PROP-2-YN-1-YLBENZENE;1-Methoxy-4-prop-2-yn-1-ylbenzene;anisylacetylene;1-methoxy-4-prop-2-ynyl-benzene;4-(2-Propynyl)anisole;SCHEMBL4137602;FTVOPYIWXFTNOS-UHFFFAOYSA-N;AKOS006303185;AB61379;CS-0094848;D75643;EN300-1851319;A1-18314

Chemical Property of 1-Methoxy-4-(prop-2-YN-1-YL)benzene

Chemical Property:

• PSA: 9.23000
• LogP: 1.87090
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 146

Purity/Quality:

98%min ^*data from raw suppliers

1-Methoxy-4-prop-2-yn-1-ylbenzene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CC#C

Technology Process of 1-Methoxy-4-(prop-2-YN-1-YL)benzene

There total 21 articles about 1-Methoxy-4-(prop-2-YN-1-YL)benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

4-(3,3-Dibromo-2-propenyl)anisole → 3-(4-methoxyphenyl)prop-1-yne (13540-76-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran;

Reference yield: 92.0%

1-methoxy-4-(prop-1-yn-1-yl)benzene (2749-94-2) → 3-(4-methoxyphenyl)prop-1-yne (13540-76-6)

Guidance literature:

With n-butyllithium; In hexane; at 20 ℃;

DOI:10.1016/j.polymer.2013.10.050

Reference yield: 90.2%

(3-(4-methoxyphenyl)prop-1-ynyl)trimethylsilane (102987-40-6) → 3-(4-methoxyphenyl)prop-1-yne (13540-76-6)

Guidance literature:

With potassium carbonate; In methanol; at 0 ℃;

upstream raw materials:

1-bromo-4-methoxy-benzene

propargyl bromide

p-methoxybenzyl chloride

acetylenemagnesium bromide

Downstream raw materials:

3-(4-methoxyphenyl)-1-phenylpent-4-yn-1-ol

2-phenyl-3-(4'-methoxyphenyl)pent-4-yn-1-ol

1,3-bis(4'-methoxyphenyl)pent-4-yn-1-ol

(E)-3-(4-methoxybenzylidene)-5-phenylfuran-2(3H)-one

Refernces

Addition of bis(trimethylsiloxy)phosphine to aryl-substituted acetylenes [1]

10.1007/s11176-005-0122-4

The research investigates the addition of bis(trimethylsiloxy)phosphine to aryl-substituted acetylenes. The primary purpose is to develop a convenient method for preparing functionalized phosphonites and their derivatives, which have potential applications in various chemical and industrial processes. The study demonstrates that bis(trimethylsiloxy)phosphine reacts with aryl-substituted acetylenes via a radical mechanism, facilitated by azodiisobutyronitrile as a catalyst under thermolysis conditions at 100–120°C. Key chemicals used include bis(trimethylsiloxy)phosphine, phenylacetylene, anisylacetylene, and azodiisobutyronitrile. The reactions produce diphosphonites and vinylphosphonites, with the latter forming a 2:1 mixture of E and Z isomers. The products were characterized using NMR spectroscopy, confirming their structures. The study concludes that this method offers a viable route for synthesizing these compounds, with potential for further functionalization and application in organic synthesis.

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