1-Phenoxy-3-vinylbenzene

Base Information

• Chemical Name: 1-Phenoxy-3-vinylbenzene
• CAS No.: 63444-54-2
• Molecular Formula: C14H12O
• Molecular Weight: 196.249
• DSSTox Substance ID: DTXSID501346832
• Nikkaji Number: J47.599H
• Wikidata: Q63398905
• Mol file: 63444-54-2.mol

Synonyms:1-Phenoxy-3-vinylbenzene;3-phenoxystyrene;63444-54-2;1-ethenyl-3-phenoxy-benzene;1-ethenyl-3-phenoxybenzene;SCHEMBL3276887;QDCUAHOXDLTZCU-UHFFFAOYSA-N;DTXSID501346832;AKOS013990306;EN300-1861422;A1-42382;Q63398905

Chemical Property of 1-Phenoxy-3-vinylbenzene

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 196.088815002
• Heavy Atom Count: 15
• Complexity: 194

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CC1=CC(=CC=C1)OC2=CC=CC=C2

Technology Process of 1-Phenoxy-3-vinylbenzene

There total 7 articles about 1-Phenoxy-3-vinylbenzene 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: 80.0%

ethene (74-85-1) + 1-(non-8-en-1-yl)-3-phenoxybenzene → 3-ethenylphenyl phenyl ether (63444-54-2)

Guidance literature:

With di-μ-bromobis(tri-tert-butylphosphino)dipalladium(I); [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro[[2-(1-methyl-2-oxopropoxy)phenyl]methylene]ruthenium(II); In tetrahydrofuran; at 50 ℃; for 32h; under 3750.38 Torr; Autoclave; Sealed tube; Inert atmosphere;

DOI:10.1039/c8gc03823f

Reference yield: 76.0%

1-ethyl-3-phenoxybenzene (78427-95-9) → 3-ethenylphenyl phenyl ether (63444-54-2)

Guidance literature:

With 2-chloroanthracene-9,10-dione; cobalt(II) diacetate tetrahydrate; butane-2,3-dione dioxime; In 1,2-dichloro-ethane; at 20 - 30 ℃; for 36h; Irradiation; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.1c05479

Reference yield: 58.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 3-Phenoxybenzaldehyde (39515-51-0) → 3-ethenylphenyl phenyl ether (63444-54-2)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 2h; Inert atmosphere; Schlenk technique;

3-Phenoxybenzaldehyde; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c8gc03823f

upstream raw materials:

1-(m-phenoxyphenyl)-1-chloroethane

Methyltriphenylphosphonium bromide

3-Phenoxybenzaldehyde

ethene

Downstream raw materials:

2-(3-phenoxy-phenyl)-propionaldehyde

3-(3-phenoxyphenyl)propanal

1-phenoxy-3-[(S)-1-methylallyl]benzene

1-phenoxy-3-[1-methylallyl]benzene

Refernces

• 1、 Zhou, Min-Jie,Zhang, Lei,Liu, Guixia,Xu, Chen,Huang, Zheng. "Site-Selective Acceptorless Dehydrogenation of Aliphatics Enabled by Organophotoredox/Cobalt Dual Catalysis". supporting information. p. 16470 - 16485. Retrieved 2021/10/20.
• 2、 Shi, Yiping,Kamer, Paul C. J.,Cole-Hamilton, David J.. "Synthesis of pharmaceutical drugs from cardanol derived from cashew nut shell liquid". supporting information. p. 1043 - 1053. Retrieved 2019/03/12.