2,5-Dimethoxyphenylacetylene

Base Information

• Chemical Name: 2,5-Dimethoxyphenylacetylene
• CAS No.: 22944-08-7
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID00454943
• Nikkaji Number: J1.712.037I
• Wikidata: Q82276756
• Mol file: 22944-08-7.mol

Synonyms:2,5-Dimethoxyphenylacetylene;22944-08-7;2-ETHYNYL-1,4-DIMETHOXYBENZENE;2-ethynyl-1,4-dimethoxy-benzene;(2,5-dimethoxyphenyl)acetylene;SCHEMBL6196567;1,4-Dimethoxy-2-ethynylbenzene;DTXSID00454943;XYJAHKATEAXAOA-UHFFFAOYSA-N;MFCD11655755;AKOS012332372;EN300-1856529;J-509340

Chemical Property of 2,5-Dimethoxyphenylacetylene

Chemical Property:

• PSA: 18.46000
• LogP: 1.68510
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 180

Purity/Quality:

98%min ^*data from raw suppliers

2,5-DIMETHOXYPHENYLACETYLENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,5-Dimethoxyphenylacetylene

There total 14 articles about 2,5-Dimethoxyphenylacetylene 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: 93.0%

[(2,5-dimethoxyphenyl)ethynyl]trimethylsilane (531504-78-6) → 2-ethynyl-1,4-dimethoxybenzene (22944-08-7)

Guidance literature:

With potassium hydroxide; In methanol; chloroform; water; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ja8040493

Reference yield: 90.0%

2-methyl-4-(2,5-dimethoxyphenyl)-3-butyn-2-ol (22944-10-1) → 2-ethynyl-1,4-dimethoxybenzene (22944-08-7)

Guidance literature:

With sodium hydroxide; In toluene; for 4h; Heating;

DOI:10.1016/j.tet.2008.07.041

Reference yield: 87.0%

carbon tetrabromide (558-13-4) + 2,5-dimethoxybenzaldehyde (93-02-7) → 2-ethynyl-1,4-dimethoxybenzene (22944-08-7)

Guidance literature:

carbon tetrabromide; 2,5-dimethoxybenzaldehyde; With triisopropyl phosphite; In acetonitrile; at 0 ℃; for 0.166667h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In acetonitrile; at 0 - 20 ℃; for 4h;

DOI:10.1002/adsc.201801334

upstream raw materials:

1-chloro-1-(2,5-dimethoxyphenyl)ethene

[(2,5-dimethoxyphenyl)ethynyl]trimethylsilane

2',5'-dimethoxyacetophenone

4-methoxyphenyl p-toluenesulfonate

Downstream raw materials:

1-(2,5-Dimethoxy-phenylethynyl)-4-ethynyl-2,5-dimethoxy-benzene

C₃₀H₂₆O₆

1-(2,5-dimethoxyphenyl)-2-(thien-3-yl)ethyne

3-phenylpropyl 2-hydroxy-5-[4-(2,5-dimethoxyphenyl)-1H-1,2,3-triazol-1-yl]benzoate

Refernces

• 1、 Hosseini, Abolfazl,Schreiner, Peter R.. "Direct Exploitation of the Ethynyl Moiety in Calcium Carbide Through Sealed Ball Milling". . p. 4339 - 4346. Retrieved 2020/07/04.
• 2、 Mehta, Saurabh,Larock, Richard C.. "Iodine/Palladium approaches to the synthesis of polyheterocyclic compounds". supporting information; experimental part. p. 1652 - 1658. Retrieved 2010/05/01.