2-Ethynyl-1,3-dimethoxybenzene

Base Information

• Chemical Name: 2-Ethynyl-1,3-dimethoxybenzene
• CAS No.: 126829-31-0
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID50563534
• Nikkaji Number: J2.706.157E
• Wikidata: Q82447989
• Mol file: 126829-31-0.mol

Synonyms:2-ethynyl-1,3-dimethoxybenzene;126829-31-0;1-Ethynyl-2,6-dimethoxy-benzene;2-ethynyl-1,3-dimethoxy-benzene;Benzene, 2-ethynyl-1,3-dimethoxy-;2,6-Dimethoxyphenylacetylene;1-ethynyl-2,6-dimethoxybenzene;SCHEMBL2582337;DTXSID50563534;BFA82931;MFCD08703538;AKOS006237388;AS-77492;CS-0186636;A18149;D95451;EN300-1852266

Chemical Property of 2-Ethynyl-1,3-dimethoxybenzene

Chemical Property:

• Vapor Pressure: 0.0153mmHg at 25°C
• Melting Point: 106-108 °C
• Refractive Index: 1.522
• Boiling Point: 265.1 °C at 760 mmHg
• Flash Point: 108 °C
• PSA: 18.46000
• Density: 1.06 g/cm³
• LogP: 1.68510
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

98%min ^*data from raw suppliers

2-Ethynyl-1,3-dimethoxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Ethynyl-1,3-dimethoxybenzene

There total 9 articles about 2-Ethynyl-1,3-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: 93.0%

2-iodo-1,3-dimethoxybenzene (16932-44-8) + trimethylsilylacetylene (1066-54-2) → 1-ethynyl-2,6-dimethoxybenzene (126829-31-0)

Guidance literature:

2-iodo-1,3-dimethoxybenzene; trimethylsilylacetylene; With copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; In toluene; at 20 - 60 ℃; for 49h; Inert atmosphere;

With methanol; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 90.0%

(2-(2,6-dimethoxyphenyl)ethynyl)trimethylsilane (1242030-69-8) → 1-ethynyl-2,6-dimethoxybenzene (126829-31-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.05.030

Reference yield: 79.6%

α-(2,6-dimethoxyphenyl)vinyl chloride (132338-43-3) → 1-ethynyl-2,6-dimethoxybenzene (126829-31-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; for 5h; -78 deg C to r.t.;

DOI:10.1016/S0040-4039(00)97162-4

upstream raw materials:

α-(2,6-dimethoxyphenyl)vinyl chloride

diethyl (1-diazo-2-oxopropyl)phosphonate

2,6-dimethoxybenzaldehyde

2,6-dimethoxyacetophenone

Downstream raw materials:

methyl 2-<(2,6-dimethoxyphenyl)ethynyl>benzoate

2,4-bis(2,6-dimethoxyphenyl)but-1-en-3-yne

methyl 2-<(2,6-dimethoxyphenyl)ethynyl>-3-methoxybenzoate

8-(2,6-Dimethoxy-phenylethynyl)-7-methoxy-naphthalene-2-carboxylic acid methyl ester

Refernces

• 1、 Jabeen,Khera,Iqbal,Asgher. "Synthesis of Triazole Click Ligands for Suzuki-Miyaura Cross-Coupling of Aryl Chlorides". . p. 1416 - 1422. Retrieved 2019/11/03.
• 2、 Gangjee, Aleem,Namjoshi, Ojas A.,Keller, Staci N.,Smith, Charles D.. "2-Amino-4-methyl-5-phenylethyl substituted-7-N-benzyl-pyrrolo[2,3-d] pyrimidines as novel antitumor antimitotic agents that also reverse tumor resistance". experimental part. p. 4355 - 4365. Retrieved 2011/08/09.