4-Propenyl-2,6-dimethoxyphenol

Base Information

• Chemical Name: 4-Propenyl-2,6-dimethoxyphenol
• CAS No.: 20675-95-0
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Hs Code.: 2909500000
• NSC Number: 16952
• UNII: 8178699JLG
• DSSTox Substance ID: DTXSID1075066
• Nikkaji Number: J588.631G,J892.000A
• Wikidata: Q27269222
• Metabolomics Workbench ID: 47716
• Mol file: 20675-95-0.mol

Synonyms:4-Propenyl-2,6-dimethoxyphenol;20675-95-0;Phenol, 2,6-dimethoxy-4-(1E)-1-propenyl-;trans-4-Propenylsyringol;(E)-2,6-Dimethoxy-4-(prop-1-en-1-yl)phenol;2,6-dimethoxy-4-[(E)-prop-1-enyl]phenol;6635-22-9;2,6-Dimethoxy-4-(1-propenyl)phenol;2,6-Dimethoxy-4-propenylphenol;(E)-2,6-dimethoxy-4-propenylphenol;Phenol, 2,6-dimethoxy-4-(1E)-1-propen-1-yl-;2,6-Dimethoxy-4-propenylphenol,(E)-;FEMA No. 3728;trans-2,6-Dimethoxy-4-(1-propenyl)phenol;2,6-dimethoxy-4-[(1E)-prop-1-en-1-yl]phenol;Phenol, 2,6-dimethoxy-4-(1-propenyl)-, (E)-;8178699JLG;2,6-Dimethoxy-4-(E)-1-propenylphenol;Phenol, 2,6-dimethoxy-4-propenyl-, (E)-;4-(1-Propenyl)-2,6-dimethoxyphenol;Phenol, 2,6-dimethoxy-4-(1-propenyl)-;4-propenyl syringol;UNII-8178699JLG;NSC16952;4-(1-Propenyl)syringol;DTXSID1075066;2,6-Dimethoxy-4-propenyl phenol;4-Propenyl-2,6-dimethoxy phenol;CHEBI:173948;YFHOHYAUMDHSBX-SNAWJCMRSA-N;2,6-dimethoxy-4-prop-1-enylphenol;NSC-16952;AKOS005137954;Phenol, 4-(1-propenyl)-2,6-dimethoxy;2,6-Dimethoxy-4-[(E)-1-propenyl]phenol;4-(1-Propenyl)-2,6-dimethoxy(E)-Phenol;Phenol, 2,6-dimethoxy-4-propenyl-, (E);2,6-dimethoxy-4-[(1E)-1-propenyl]phenol;2,6-dimethoxy-4-[(E)-prop-1-enyl]-phenol;4-PROPENYL-2,6-DIMETHOXYPHENOL [FHFI];2,6-DIMETHOXY-4-PROPENYLPHENOL, TRANS-;EN300-2727019;Phenol, 4-(1-propenyl)-2,6-dimethoxy, (E)-;Q27269222

Chemical Property of 4-Propenyl-2,6-dimethoxyphenol

Chemical Property:

• Vapor Pressure: 0.000455mmHg at 25°C
• Refractive Index: 1.562
• Boiling Point: 305.4 °C at 760 mmHg
• PKA: 10.12±0.36(Predicted)
• Flash Point: 138.5 °C
• PSA: 38.69000
• Density: 1.098 g/cm³
• LogP: 2.44250
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

(E)-2,6-Dimethoxy-4-(prop-1-en-1-yl)phenol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-Propenyl-2,6-dimethoxyphenol

There total 14 articles about 4-Propenyl-2,6-dimethoxyphenol 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: 98.0%

4-allyl-2,6-dimethoxyphenol (6627-88-9) → (E)-2,6,-dimethoxy-4-(prop-1-en-1-yl)phenol (20675-95-0)

Guidance literature:

With C₃₂H₆₂I₂P₂Pd₂; In methanol; at 50 ℃; for 2h; diastereoselective reaction;

DOI:10.1002/anie.202009115

Reference yield:

Syringenin (20675-96-1,104330-63-4,537-33-7) → 4-n-propylsyringol (6766-82-1) + (E)-2,6,-dimethoxy-4-(prop-1-en-1-yl)phenol (20675-95-0)

Guidance literature:

With formic acid; sodium formate; In ethanol; water; at 200 ℃; for 2h;

DOI:10.1002/cssc.201802497

Reference yield:

2,6-dimethoxy-4-(2-propenylidene)-2,5-cyclohexadien-1-one (58623-87-3) → 4-allyl-2,6-dimethoxyphenol (6627-88-9) + (E)-2,6,-dimethoxy-4-(prop-1-en-1-yl)phenol (20675-95-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; benzene; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00207a006

upstream raw materials:

4-allyl-2,6-dimethoxyphenol

2,6-dimethoxy-4-(2-propenylidene)-2,5-cyclohexadien-1-one

sinapyl acetate

Isobutyric acid 2,6-dimethoxy-4-((E)-propenyl)-phenyl ester

Downstream raw materials:

1-(4-hydroxy-3,5-dimethoxyphenyl)-2-<2,6-dimethoxy-4-(1-propenyl)phenoxy>propane

isoelemicin

1-(3,4,5-trimethoxyphenyl)propan-2-ol

(R)-1-(3,4,5-trimethoxyphenyl)-2-propanol

Refernces

• 1、 Jing, Xiao-Bi,Wang, Li,Han, Ying,Shi, Yao-Cheng,Liu, Yong-Hong,Sun, Jing. "Total synthesis of six natural products of benzodioxane neolignans". . p. 1001 - 1004. Retrieved 2004.
• 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.
• 3、 Dong, Kui,Jin, Xiao-Ling,Chen, Shihao,Wu, Li-Zhu,Liu, Qiang. "Controllable synthesis of 2- And 3-aryl-benzomorpholines from 2-aminophenols and 4-vinylphenols". supporting information. p. 7941 - 7944. Retrieved 2020/08/14.