Cis-3,5-Dimethoxystilbene

Base Information

• Chemical Name: Cis-3,5-Dimethoxystilbene
• CAS No.: 21956-55-8
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• UNII: IQX4U3PABG
• ChEMBL ID: CHEMBL2165238
• DSSTox Substance ID: DTXSID101250560
• Nikkaji Number: J496.396B
• Wikidata: Q27280862
• Mol file: 21956-55-8.mol

Synonyms:Cis-3,5-Dimethoxystilbene;IQX4U3PABG;cis-Pinosylvin dimethyl ether;Pinosylvin dimethyl ether, (Z)-;UNII-IQX4U3PABG;Stilbene, 3,5-dimethoxy-, (Z)-;21956-55-8;Benzene, 1,3-dimethoxy-5-((1Z)-2-phenylethenyl)-;(Z)-pinosylvin dimethyl ether;SCHEMBL9419809;CHEMBL2165238;DTXSID101250560;1,3-dimethoxy-5-[(Z)-2-phenylethenyl]benzene;1,3-Dimethoxy-5-[(1Z)-2-phenylethenyl]benzene;Q27280862

Chemical Property of Cis-3,5-Dimethoxystilbene

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 240.115029749
• Heavy Atom Count: 18
• Complexity: 244

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)C=CC2=CC=CC=C2)OC
• Isomeric SMILES: COC1=CC(=CC(=C1)/C=C\C2=CC=CC=C2)OC

Technology Process of Cis-3,5-Dimethoxystilbene

There total 28 articles about Cis-3,5-Dimethoxystilbene 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: 92.0%

3,5-dimethoxybenzaldehdye (7311-34-4) + benzyl bromide (100-39-0) → 1-phenyl-2-(3,5-dimethoxyphenyl)ethene (78916-49-1,21956-55-8,21956-56-9)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; potassium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃; for 4h; Schlenk technique; Inert atmosphere; Irradiation;

Reference yield: 92.0%

4-(4-nitrophenylsulfonylmethyl)benzene (42497-88-1) + 3,5-dimethoxybenzaldehdye (7311-34-4) → 1-phenyl-2-(3,5-dimethoxyphenyl)ethene (78916-49-1,21956-55-8,21956-56-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1055/s-2006-939682

Reference yield: 88.0%

benzaldehyde (100-52-7) + diethyl 3,5-dimethoxybenzylphosphonate (108957-75-1) → 1-phenyl-2-(3,5-dimethoxyphenyl)ethene (78916-49-1,21956-55-8,21956-56-9)

Guidance literature:

diethyl 3,5-dimethoxybenzylphosphonate; With sodium methylate; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h;

benzaldehyde; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1021/acs.orglett.6b00010

upstream raw materials:

3,5-dimethoxybenzaldehdye

benzyltriphenylphosphonium chloride

triphenyl(phenylmethylene)phosphorane

4-(4-nitrophenylsulfonylmethyl)benzene

Downstream raw materials:

3,5-dimethoxybenzaldehdye

1-(3,5-Dimethoxy-phenyl)-2-phenyl-ethylamin

1,3-dimethoxy-5-(2-phenylethyl)benzene

3-methyl-8-(2-phenylethyl)-2,5-dihydro-1-benzoxepin-6-ol