4-trans-propenylveratrole

Base Information

• Chemical Name: 4-trans-propenylveratrole
• CAS No.: 6379-72-2
• Molecular Formula: C11H14 O2
• Molecular Weight: 178.231
• European Community (EC) Number: 202-224-6
• UNII: 64DPK8DS6F
• DSSTox Substance ID: DTXSID101026531
• Nikkaji Number: J15.691D
• Wikipedia: Methyl isoeugenol,Methyl_isoeugenol
• Wikidata: Q27122111
• Metabolomics Workbench ID: 49414
• ChEMBL ID: CHEMBL1164609
• Mol file: 6379-72-2.mol

Synonyms:Benzene,1,2-dimethoxy-4-(1-propenyl)-, (E)-; Benzene, 1,2-dimethoxy-4-(1E)-1-propenyl-(9CI); Benzene, 1,2-dimethoxy-4-propenyl-, (E)- (8CI); Veratrole, 4-propenyl-,trans- (6CI); (E)-1,2-Dimethoxy-4-(1-propenyl)benzene;(E)-1-(3,4-Dimethoxyphenyl)propene; (E)-1-Propenyl-3,4-dimethoxybenzene;(E)-Isoeugenol methyl ether; (E)-Methylisoeugenol; (E)-O-Methylisoeugenol; 1,2-Dimethoxy-4-[(1E)-1-propenyl]benzene;4-trans-Propenylveratrole; Isohomoeugenol; O-Methyl-trans-isoeugenol;trans-1,2-Dimethoxy-4-(1-propenyl)benzene; trans-Isoeugenol methyl ether;trans-Methylisoeugenol; trans-O-Methylisoeugenol

Chemical Property of 4-trans-propenylveratrole

Chemical Property:

• Vapor Pressure: 0.0272mmHg at 25°C
• Boiling Point: 260-263℃
• Flash Point: 87.1°C
• PSA: 18.46000
• Density: 0.98g/cm³
• LogP: 2.73690
• Storage Temp.: 2-8°C
• Water Solubility.: 297mg/L at 20℃
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 166

Purity/Quality:

99.9% ^*data from raw suppliers

trans-Methylisoeugenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC1=CC(=C(C=C1)OC)OC
• Isomeric SMILES: C/C=C\C1=CC(=C(C=C1)OC)OC

Technology Process of 4-trans-propenylveratrole

There total 43 articles about 4-trans-propenylveratrole 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%

C4H8N4O2S + 3,4-dimethoxy-benzaldehyde (120-14-9) → 1,2-dimethoxy-4-(E)-propenylbenzene (6379-72-2)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; 1,2-dimethoxyethane; at -55 - 20 ℃; for 2h; stereoselective reaction;

DOI:10.1016/j.tetlet.2019.05.007

Reference yield: 99.0%

(Z)-1,2-dimethoxy-4-(prop-1-en-1-yl)benzene (6380-24-1) → 1,2-dimethoxy-4-(E)-propenylbenzene (6379-72-2)

Guidance literature:

(Z)-1,2-dimethoxy-4-(prop-1-en-1-yl)benzene; With cobalt(II) chloride; 2,2'-bis(diphenylphosphino)diphenylamine; In toluene; at 20 ℃; for 0.0833333h; Schlenk technique; Inert atmosphere;

With sodium triethylborohydride; In toluene; at 20 ℃; for 1h; diastereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00072

Reference yield: 98.0%

(E)-2-methoxy-4-(1-propenyl)phenol (5932-68-3) + methyl iodide (74-88-4) → 1,2-dimethoxy-4-(E)-propenylbenzene (6379-72-2)

Guidance literature:

(E)-2-methoxy-4-(1-propenyl)phenol; With potassium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 1h; Inert atmosphere;

methyl iodide; In dimethyl sulfoxide; Inert atmosphere;

DOI:10.1002/chem.201601842

upstream raw materials:

methyl bromide

Isochavibetol

1,2-dimethoxy-4-(2-propenyl)benzene

(E)-2-methoxy-4-(1-propenyl)phenol

Downstream raw materials:

(E)-2-methoxy-4-(1-propenyl)phenol

Isochavibetol

3,4-dimethoxyphenylacetone

(+/-)-trans-2-(3,4-dimethoxyphenyl)-1,2-dihydro-1-methylnaphtho<2,1-b>furan

Refernces

• 1、 Kim, Daniel,Pillon, Guy,Diprimio, Daniel J.,Holland, Patrick L.. "Highly Z-Selective Double Bond Transposition in Simple Alkenes and Allylarenes through a Spin-Accelerated Allyl Mechanism". supporting information. p. 3070 - 3074. Retrieved 2021/03/08.
• 2、 Zhang, Jian,Mu, Keman,Yang, Peng,Feng, Xinqian,Zhang, Di,Fan, Xiangyu,Wang, Qiantao,Mao, Shengjun. "Synthesis, antiepileptic effects, and structure-activity relationships of α-asarone derivatives: In vitro and in vivo neuroprotective effect of selected derivatives". . . Retrieved 2021/08/03.