cis-4,4'-Dimethoxystilbene

Base Information

• Chemical Name: cis-4,4'-Dimethoxystilbene
• CAS No.: 4705-34-4
• Molecular Formula: C16H16O2
• Molecular Weight: 244.337
• Hs Code.: 29379000
• European Community (EC) Number: 607-550-6
• UNII: 3R53S2975H
• DSSTox Substance ID: DTXSID601311618
• Nikkaji Number: J496.387C
• ChEMBL ID: CHEMBL79136
• Mol file: 4705-34-4.mol

Synonyms:cis-4,4'-Dimethoxystilbene;(Z)-p,p'-Dimethoxystilbene;4,4'-Dimethoxy-cis-stilbene;p,p'-Dimethoxystilbene, (Z)-;3R53S2975H;CHEMBL79136;UNII-3R53S2975H;2510-75-0;1,1'-(1Z)-1,2-Ethenediylbis(4-methoxybenzene);Benzene, 1,1'-(1Z)-1,2-ethenediylbis(4-methoxy-;Benzene, 1,1'-(1,2-ethenediyl)bis(4-methoxy-, (Z)-;1,1'-(1Z)-1,2-Ethenediylbis[4-methoxybenzene];Benzene, 1,1'-(1Z)-1,2-ethenediylbis[4-methoxy-;BENZENE, 1,1'-(1,2-ETHENEDIYL)BIS[4-METHOXY-, (Z)-;EINECS 225-189-9;AI3-14664;5Z-4,4'-dimethoxystilbene;5Z-4,4''-dimethoxystilbene;(Z)-4,4'-Dimethoxystilbene;1-methoxy-4-[(Z)-2-(4-methoxyphenyl)ethenyl]benzene;SCHEMBL14950253;DTXSID601311618;Stilbene, 4,4'-dimethoxy-(8CI);BDBM50145697;1-methoxy-4-[(Z)-2-(4-methoxyphenyl)vinyl]benzene

Chemical Property of cis-4,4'-Dimethoxystilbene

Chemical Property:

• Melting Point: 213-215oC
• Refractive Index: 1.4700 (estimate)
• Boiling Point: 323.02°C (rough estimate)
• Flash Point: 159.3oC
• PSA: 18.46000
• Density: 1.1228 (rough estimate)
• LogP: 3.87420
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Sonicated), Ethyl Acetate (Slightly, Sonicated)
• 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: 220

Purity/Quality:

98%min ^*data from raw suppliers

4,4''-Dimethoxystilbene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=CC2=CC=C(C=C2)OC
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C\C2=CC=C(C=C2)OC
• Uses: 4,4''-Dimethoxystilbene is an intermediate in the synthesis of nonsteroidal, selective estrogen receptor modulator (SERM), Raloxifene (R100000).

Technology Process of cis-4,4'-Dimethoxystilbene

There total 244 articles about cis-4,4'-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: 99.0%

E-1-(4'-methoxyphenyl)prop-1-ene (4180-23-8,25086-72-0,63589-56-0) → 1,2-bis(4-methoxyphenyl)ethene (4705-34-4,15638-14-9,34480-01-8,112246-67-0,2510-75-0)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; acrylic acid methyl ester; In dichloromethane; for 2h; Reflux; Inert atmosphere;

DOI:10.1002/ejic.202100078

Reference yield: 98.9%

4-Methoxystyrene (637-69-4,24936-44-5) → 1,2-bis(4-methoxyphenyl)ethene (4705-34-4,15638-14-9,34480-01-8,112246-67-0,2510-75-0)

Guidance literature:

Grubbs catalyst first generation; In toluene; at 110 ℃; for 0.25h;

DOI:10.1002/ejoc.200500068

Reference yield: 97.0%

4,4'-dimethoxydiphenylacetylene (2132-62-9) → 1,2-bis(4-methoxyphenyl)ethene (4705-34-4,15638-14-9,34480-01-8,112246-67-0,2510-75-0)

Guidance literature:

With alpha-D-glucopyranose; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; In 1,2-dichloro-ethane; at 120 ℃; for 24h; stereoselective reaction;

DOI:10.1002/cssc.201801770

upstream raw materials:

piperidine

4-Methoxyphenylacetic acid

4-methoxy-benzaldehyde

N,N-bis(4-methoxybenzylidene)hydrazine

Downstream raw materials:

trans-2,3-Bis(4-methoxyphenyl)oxirane

trans-4,4'-dihydroxystilbene

(E)-1,2-diphenyl-ethene

1,2-bis(4-methoxyphenyl)ethane

Refernces

• 1、 Avenda?o Villarreal, Jesus A.,Delolo, Fábio G.,Granato, Artur V.,dos Santos, Eduardo N.. "Efficient synthesis of styrene derivatives through ethenolysis of renewable propenylbenzenes". . . Retrieved 2021/06/03.
• 2、 Sait,Aliouane,Toukal,Hammache,Al-Noaimi,Helesbeux,Duval. "Synthesis of ethylene bis [(2-hydroxy-5,1,3-phenylene) bis methylene] tetraphosphonic acid and their anticorrosive effect on carbon steel in 3%NaCl solution". . . Retrieved 2021/01/25.