4-[2-(3,5-Dimethoxyphenyl)ethenyl]phenol

Base Information

• Chemical Name: 4-[2-(3,5-Dimethoxyphenyl)ethenyl]phenol
• CAS No.: 18259-15-9
• Molecular Formula: C16H16 O3
• Molecular Weight: 256.301
• DSSTox Substance ID: DTXSID30859467
• Wikidata: Q105288336
• ChEMBL ID: CHEMBL4303505
• Mol file: 18259-15-9.mol

Synonyms:3,5-dimethoxy-4'-hydroxystilbene

Chemical Property of 4-[2-(3,5-Dimethoxyphenyl)ethenyl]phenol

Chemical Property:

• Vapor Pressure: 1.15E-07mmHg at 25°C
• Boiling Point: 420.4°C at 760 mmHg
• PKA: 9.47±0.15(Predicted)
• Flash Point: 208.1°C
• PSA: 38.69000
• Density: 1.169g/cm³
• LogP: 3.57980
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 256.109944368
• Heavy Atom Count: 19
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): R41:; R51/53:
• Hazard Codes: Xi:Irritant;; <
• Statements: R41:; R51/53:
• Safety Statements: S26:; S39:; S61:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)C=CC2=CC=C(C=C2)O)OC

Technology Process of 4-[2-(3,5-Dimethoxyphenyl)ethenyl]phenol

There total 76 articles about 4-[2-(3,5-Dimethoxyphenyl)ethenyl]phenol 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%

(E)-1-(4'-acetoxyphenyl)-2-(3,5-dimethoxyphenyl)ethene (18259-14-8,63366-83-6) → 3,5-dimethoxy-4'-hydroxy-trans-stilbene (537-42-8,18259-15-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 2h; Heating;

DOI:10.1016/j.tetlet.2008.07.087

Reference yield: 93.0%

(E)-1-(4'-(methoxymethoxy)styryl)-3,5-dimethoxybenzene (848487-76-3) → 3,5-dimethoxy-4'-hydroxy-trans-stilbene (537-42-8,18259-15-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; Heating;

DOI:10.1021/jm049238e

Reference yield: 90.0%

trans-3,5-dimethoxy-4'-tert-butyldimethylsilyloxystilbene (441351-31-1) → 3,5-dimethoxy-4'-hydroxy-trans-stilbene (537-42-8,18259-15-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2006.08.088

upstream raw materials:

trans-3,5-dimethoxy-4'-tert-butyldimethylsilyloxystilbene

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

dimethyl sulfate

(E)-1-(4'-(methoxymethoxy)styryl)-3,5-dimethoxybenzene

Downstream raw materials:

3,5-dimethoxybenzoic acid

3,5,4'-trimethoxy-trans-stilbene

(E)-O-4-(3,5-dimethoxystyryl)phenyl dimethylcarbamothioate

pinostilbene

Refernces

• 1、 Rimando, Agnes M.,Cuendet, Muriel,Desmarchelier, Cristian,Mehta, Rajendra G.,Pezzuto, John M.,Duke, Stephen O.. "Cancer chemopreventive and antioxidant activities of pterostilbene, a naturally occurring analogue of resveratrol". . p. 3453 - 3457. Retrieved 2002.
• 2、 Andersen, Olaf Sparre,Barbieri, Karina Pereira,Bosquesi, Priscila Longhin,Carlos, Iracilda Zepone,Chelucci, Rafael Consolin,Costa, Fernando Ferreira,Dos Santos, Jean Leandro,Fernandes, Guilherme Felipe dos Santos,Lanaro, Carolina,Melchior, Aylime Castanho Bolognesi,Pavan, Aline Renata,Rusinova, Radda,de Souza, Cristiane Maria. "Synthesis and evaluation of resveratrol derivatives as fetal hemoglobin inducers". . . Retrieved 2020.
• 3、 Rimando, Agnes M.,Nagmani, Rangaswamy,Feller, Dennis R.,Yokoyama, Wallace. "Pterostilbene, a new agonist for the peroxisome proliferator-activated receptor α-isoform, lowers plasma lipoproteins and cholesterol in hypercholesterolemic hamsters". . p. 3403 - 3407. Retrieved 2005.
• 4、 -. "Preparation method of resveratrol compound". Paragraph 0058; 0059; 0076; 0077; 0079; 0080. . Retrieved 2019/07/16.