3,4-Dimethoxycinnamyl alcohol

Base Information

• Chemical Name: 3,4-Dimethoxycinnamyl alcohol
• CAS No.: 40918-90-9
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• European Community (EC) Number: 862-638-3
• NSC Number: 626950
• DSSTox Substance ID: DTXSID301025103
• Nikkaji Number: J1.896.105I,J984.679D
• Wikidata: Q27159237
• Metabolomics Workbench ID: 70633
• ChEMBL ID: CHEMBL1995346
• Mol file: 40918-90-9.mol

Synonyms:3,4-dimethoxycinnamyl alcohol;40918-90-9;(E)-3-(3,4-dimethoxyphenyl)prop-2-en-1-ol;NSC626950;18523-76-7;trans-3,4-dimethoxycinnamyl alcohol;bmse010077;(E)-3-(3,4-dimethoxyphenyl)allyl alcohol;CHEBI:86551;(2E)-3-(3,4-dimethoxyphenyl)prop-2-en-1-ol;2-propen-1-ol, 3-(3,4-dimethoxyphenyl)-;AC1NTSTI;(E)-3,4-Dimethoxycinnamyl alcohol;3-(3,4-dimethoxyphenyl)prop-2-en-1-ol;3'-Hydroxymethylisoeugeneol;SureCN2458079;3,4-dimethoxycinnamylalcohol;SCHEMBL1301189;SCHEMBL2458079;CHEMBL1995346;OYICGYUCCHVYRR-ONEGZZNKSA-N;DTXSID301025103;MFCD21606993;AKOS023255234;NSC-626950;3-(3,4-Dimethoxyphenyl)-2-propen-1-ol;3-(3,4-Dimethoxyphenyl)-2-propene-1-ol;CS-0017636;EN300-1826490;Q27159237

Chemical Property of 3,4-Dimethoxycinnamyl alcohol

Chemical Property:

• Boiling Point: 348.9±32.0 °C(Predicted)
• PKA: 14.10±0.10(Predicted)
• PSA: 38.69000
• Density: 1.104±0.06 g/cm3(Predicted)
• LogP: 1.70930
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

98%Min ^*data from raw suppliers

3,4-Dimethoxycinnamylalcohol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=CCO)OC
• Isomeric SMILES: COC1=C(C=C(C=C1)/C=C/CO)OC

Technology Process of 3,4-Dimethoxycinnamyl alcohol

There total 10 articles about 3,4-Dimethoxycinnamyl alcohol 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: 100.0%

3,4-dimethoxy-cinnamaldehyde (4497-40-9) → 3'-Hydroxymethyleugenol (40918-90-9,70570-23-9,18523-76-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 1.2h; Inert atmosphere;

DOI:10.3390/molecules26196053

Reference yield: 96.0%

methyl 3,4-dimethoxycinnamate (30461-77-9,30461-78-0,5396-64-5) → 3'-Hydroxymethyleugenol (40918-90-9,70570-23-9,18523-76-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201600766

Reference yield: 81.0%

3,4-dimethoxy-cinnamic acid ethyl ester (20583-78-2) → 3'-Hydroxymethyleugenol (40918-90-9,70570-23-9,18523-76-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 4h;

DOI:10.1016/S0031-9422(00)80449-5

upstream raw materials:

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

methyl 3,4-dimethoxycinnamate

3,4-dimethoxy-cinnamic acid ethyl ester

3,4-dimethoxycinnamic acid

Downstream raw materials:

3-(3,4-dimethoxyphenyl)-1-propanol

3,4-dimethoxy-cinnamaldehyde

3,4-dimethoxycinnamyl chloride

3-(3,4-dimethoxyphenyl)prop-2-enyl acetate

Refernces

• 1、 Antoniotti, Sylvain,Blerot, Bernard,Chietera, Giorgiana,Lecourt, Mathilde. "Laccase-catalyzed oxidation of allylbenzene derivatives: Towards a green equivalent of ozonolysis". supporting information. . Retrieved 2021/10/19.
• 2、 Panish, Robert A.,Chintala, Srinivasa R.,Fox, Joseph M.. "A Mixed-Ligand Chiral Rhodium(II) Catalyst Enables the Enantioselective Total Synthesis of Piperarborenine B". supporting information. p. 4983 - 4987. Retrieved 2016/04/26.