4,4'-Diacetoxystilbene

Base Information

• Chemical Name: 4,4'-Diacetoxystilbene
• CAS No.: 63449-52-5
• Molecular Formula: C18H16O4
• Molecular Weight: 296.323
• Hs Code.: 2916399090
• European Community (EC) Number: 264-153-7
• Nikkaji Number: J1.805.174E,J349.181A
• ChEMBL ID: CHEMBL4215291
• Mol file: 63449-52-5.mol

Synonyms:4,4'-Diacetoxystilbene;63449-52-5;(E)-4,4'-Diacetoxystilbene;CHEMBL4215291;SCHEMBL11354408;trans-Ethylenedi-p-phenylene diacetate;trans-1,2-Bis-(4-acetoxyphenyl)ethene;(E)-4,4'-(ethene-1,2-diyl)bis(4,1-phenylene) diacetate;Acetic acid 4-[2-(4-acetoxy-phenyl)-vinyl]-phenyl ester

Chemical Property of 4,4'-Diacetoxystilbene

Chemical Property:

• Boiling Point: 435.2oC at 760 mmHg
• Flash Point: 218.2oC
• PSA: 52.60000
• Density: 1.195g/cm3
• LogP: 3.70760
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 296.10485899
• Heavy Atom Count: 22
• Complexity: 361

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)C=CC2=CC=C(C=C2)OC(=O)C
• Isomeric SMILES: CC(=O)OC1=CC=C(C=C1)/C=C/C2=CC=C(C=C2)OC(=O)C

Technology Process of 4,4'-Diacetoxystilbene

There total 9 articles about 4,4'-Diacetoxystilbene 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: 76.0%

p-acetoxystyrene (2628-16-2) + (S)-2-vinyl-piperidine-1-carboxylic acid tert-butyl ester (393827-07-1,176324-61-1) → (2S)-2-((E)-2-(4-acetoxyphenyl)vinyl)piperidine-1-carboxylic acid tert-butyl ester (1257405-68-7) + 4,4'-diacetoxy-stilbene (63449-52-5)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1016/j.tetlet.2010.09.079

Reference yield:

p-acetoxystyrene (2628-16-2) + tert-butyl allyl carbonate (70122-89-3) → tert-butyl (E)-3-(4'-acetyloxyphenyl)prop-2-en-1-yl carbonate (1137838-26-6) + 4,4'-diacetoxy-stilbene (63449-52-5)

Guidance literature:

With tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride; In dichloromethane; at 40 ℃; for 2h; Inert atmosphere;

DOI:10.1135/cccc20080705

Reference yield:

2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane (2971-36-0) → 4,4'-diacetoxy-stilbene (63449-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc dust; alcohol

With ethanol; zinc;

upstream raw materials:

4,4'-dihydroxystilbene

acetic anhydride

4,4'-diacetoxy-α,α'-dichloro-bibenzyl

sodium acetate

Downstream raw materials:

4-hydroxy-benzoic acid