1-Methoxy-4-((E)-3-phenyl-allyloxy)-benzene

Base Information

• Chemical Name: 1-Methoxy-4-((E)-3-phenyl-allyloxy)-benzene
• CAS No.: 38276-72-1
• Molecular Formula: C16H16 O2
• Molecular Weight: 240.302
• Hs Code.: 2909309090
• NSC Number: 86625
• Nikkaji Number: J2.100.185F,J3.366.962C
• Mol file: 38276-72-1.mol

Synonyms:38276-72-1;1-METHOXY-4-((E)-3-PHENYL-ALLYLOXY)-BENZENE;1-methoxy-4-[(E)-3-phenylprop-2-enoxy]benzene;4-Methoxyphenylcinnamyl ether;NSC86625;NSC-86625;AKOS015967570;1-(3-Phenylallyloxy)-4-methoxybenzene

Chemical Property of 1-Methoxy-4-((E)-3-phenyl-allyloxy)-benzene

Chemical Property:

• Vapor Pressure: 5.55E-06mmHg at 25°C
• Boiling Point: 391.5°Cat760mmHg
• Flash Point: 159.4°C
• PSA: 18.46000
• Density: 1.078g/cm³
• LogP: 3.78740
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 240.115029749
• Heavy Atom Count: 18
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

1-METHOXY-4-((E)-3-PHENYL-ALLYLOXY)-BENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Methoxy-4-((E)-3-phenyl-allyloxy)-benzene

There total 13 articles about 1-Methoxy-4-((E)-3-phenyl-allyloxy)-benzene 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%

Cinnamyl acetate (21040-45-9) + 4-methoxy-phenol (150-76-5) → 1-methoxy-4-[[(2E)-3-phenyl-2-propen-1-yl]oxy]benzene (38276-72-1)

Guidance literature:

4-methoxy-phenol; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

Cinnamyl acetate; tetrakis(triethylphosphite)nickel⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; at 50 ℃; for 20h; Further stages.;

DOI:10.1021/ol702122d

Reference yield: 87.0%

4-methoxy-phenol (150-76-5) + Cinnamyl bromide (4392-24-9) → 1-methoxy-4-[[(2E)-3-phenyl-2-propen-1-yl]oxy]benzene (38276-72-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 23 ℃; for 3h; Schlenk technique; Glovebox; Inert atmosphere;

DOI:10.1021/acs.joc.1c02290

Reference yield: 86.0%

trans-3-phenylprop-2-enyl chloride (21087-29-6) + 4-methoxy-phenol (150-76-5) → 1-methoxy-4-[[(2E)-3-phenyl-2-propen-1-yl]oxy]benzene (38276-72-1) + 1-methoxy-4-[(1-phenylprop-2-en-1-yl)oxy]benzene

Guidance literature:

trans-3-phenylprop-2-enyl chloride; With bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)]; potassium carbonate; In acetonitrile; at 20 ℃; for 0.333333h; Inert atmosphere; Schlenk technique;

4-methoxy-phenol; In acetonitrile; at 20 ℃; for 16h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2013.12.074

upstream raw materials:

4-methoxy-phenol

Cinnamyl bromide

1-Phenylprop-1-yne

trans-3-phenylprop-2-enyl chloride

Downstream raw materials:

4-methoxy-4-(3-phenyl-prop-2-enyloxy)-2,5-cyclohexanedione

6-methoxy-3,4-dihydro-4-phenyl-2H-chromene

(1E)-3-(4-methoxyphenyl)-1-phenylpropene

(E)-3-[(4-N,N-dimethylaminophenyl)]-1-phenylpropene

Refernces

• 1、 Li, Hengchao,Chen, Hang,Zhou, Yang,Huang, Jin,Yi, Jundan,Zhao, Hongcai,Wang, Wei,Jing, Linhai. "Selective Synthesis of Z-Cinnamyl Ethers and Cinnamyl Alcohols through Visible Light-Promoted Photocatalytic E to Z Isomerization". supporting information. p. 555 - 559. Retrieved 2020/02/05.
• 2、 Li, Chunsheng,Li, Meng,Li, Jianxiao,Liao, Jianhua,Wu, Wanqing,Jiang, Huanfeng. "Palladium-Catalyzed Aerobic Oxygenation of Allylarenes". . p. 10912 - 10919. Retrieved 2017/10/27.