5-Ethynyl-1,2,3-trimethoxybenzene

Base Information

• Chemical Name: 5-Ethynyl-1,2,3-trimethoxybenzene
• CAS No.: 53560-33-1
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• DSSTox Substance ID: DTXSID40474064
• Nikkaji Number: J795.216C
• Wikidata: Q82303833
• Mol file: 53560-33-1.mol

Synonyms:5-Ethynyl-1,2,3-trimethoxybenzene;53560-33-1;Benzene, 5-ethynyl-1,2,3-trimethoxy-;3,4,5-Trimethoxyphenylacetylene;5-ethynyl-1,2,3-trimethoxy-benzene;SCHEMBL564865;DTXSID40474064;3,4,5-trimethoxyphenyl-acetylene;MFCD13191951;AKOS016347676;A18863;EN300-1839254;A1-02129;F1957-0833

Chemical Property of 5-Ethynyl-1,2,3-trimethoxybenzene

Chemical Property:

• PSA: 27.69000
• LogP: 1.69370
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 204

Purity/Quality:

98%Min ^*data from raw suppliers

5-Ethynyl-1,2,3-trimethoxybenzene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C#C

Technology Process of 5-Ethynyl-1,2,3-trimethoxybenzene

There total 24 articles about 5-Ethynyl-1,2,3-trimethoxybenzene 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: 99.0%

1,1-Dibromo-2-(3',4',5'-trimethoxyphenyl)ethene (77295-62-6) → 3,4,5-trimethoxyphenylacetylene (53560-33-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1055/s-0033-1339334

Reference yield: 99.0%

3,4,5-trimethoxy-benzaldehyde (86-81-7) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → 3,4,5-trimethoxyphenylacetylene (53560-33-1)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1016/j.bmc.2013.12.015

Reference yield: 97.0%

1-trimethylsilyl-2-(3,4,5-trimethoxyphenyl)acetylene → 3,4,5-trimethoxyphenylacetylene (53560-33-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 3h;

DOI:10.1039/c3sc50725d

upstream raw materials:

methyl 3,4,5-trimethoxycinnamate

1-bromo-3,4,5-trimethoxybenzene

sodium acetylide

3,4,5-trimethoxyphenyl trifluoromethanesulfonate

Downstream raw materials:

1-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acetylene

1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one

Refernces

• 1、 Felipe, Josyelen L.,Cassamale, Tatiana B.,Louren?o, Leticia D.,Carvalho, Diego B.,das Neves, Amarith R.,Duarte, Rita C.F.,Carvalho, Maria G.,Toffoli-Kadri, Monica C.,Baroni, Adriano C.M.. "Anti-inflammatory, ulcerogenic and platelet activation evaluation of novel 1,4-diaryl-1,2,3-triazole neolignan-celecoxib hybrids". . . Retrieved 2021/12/27.
• 2、 Rao, Maddali L.N.,Shamim Islam, Sk. "Synthesis of alkynes under dry reaction conditions". supporting information. . Retrieved 2021/04/19.