1,2-Diethynyl-4,5-dimethoxybenzene

Base Information

• Chemical Name: 1,2-Diethynyl-4,5-dimethoxybenzene
• CAS No.: 170160-98-2
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• DSSTox Substance ID: DTXSID00470143
• Nikkaji Number: J1.809.942J
• Wikidata: Q82298135
• Mol file: 170160-98-2.mol

Synonyms:1,2-Diethynyl-4,5-dimethoxybenzene;170160-98-2;Benzene, 1,2-diethynyl-4,5-dimethoxy-;DTXSID00470143

Chemical Property of 1,2-Diethynyl-4,5-dimethoxybenzene

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 247

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,2-Diethynyl-4,5-dimethoxybenzene

There total 5 articles about 1,2-Diethynyl-4,5-dimethoxybenzene 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: 95.0%

((4,5-dimethoxy-1,2-phenylene)bis(ethyne-2,1-diyl))bis(trimethylsilane) (803733-65-5) → 1,2-diethynyl-4,5-dimethoxybenzene (170160-98-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 22h;

DOI:10.1142/S1088424611003781

Reference yield: 84.0%

1,2-bis(2,2-dibromovinyl)-4,5-dimethoxybenzene → 1,2-diethynyl-4,5-dimethoxybenzene (170160-98-2)

Guidance literature:

With lithium diisopropyl amide; In toluene; at -78 - 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2005.02.101

Reference yield:

1,2-diiodo-4,5-dimethoxybenzene (110190-08-4) → 1,2-diethynyl-4,5-dimethoxybenzene (170160-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NEt₃ / Pd(PPh₃)2Cl₂; CuI / dimethylformamide

2: Bu₄NF / tetrahydrofuran

With tetrabutyl ammonium fluoride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Sonogashira coupling;

DOI:10.1016/S0040-4039(02)01902-0

upstream raw materials:

1,2-diiodo-4,5-dimethoxybenzene

trimethylsilylacetylene

((4,5-dimethoxy-1,2-phenylene)bis(ethyne-2,1-diyl))bis(trimethylsilane)

4,5-dimethoxy-phthalaldehyde

Downstream raw materials:

2-[(2-ethynyl-4,5-dimethoxyphenyl)ethynyl]benzoic acid

(Z)-5-(2-ethynyl-4,5-dimethoxyphenyl)-3-methylpent-2-en-4-ynoic acid

(Z)-5-(2-ethynyl-4,5-dimethoxyphenyl)pent-2-en-4-ynoic acid

8,9-dimethoxy-11-methyleneindeno[1,2-c]isochromen-5(11H)-one