Coniferyl alcohol

Base Information

• Chemical Name: Coniferyl alcohol
• CAS No.: 32811-40-8
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.203
• European Community (EC) Number: 207-277-9,825-773-9
• UNII: E7SM92591P
• DSSTox Substance ID: DTXSID50186489
• Nikkaji Number: J5.761D,J246.055F
• Wikipedia: Coniferyl alcohol,Coniferyl_alcohol
• Wikidata: Q418993
• Metabolomics Workbench ID: 42134
• ChEMBL ID: CHEMBL501870
• Mol file: 32811-40-8.mol

Synonyms:4-hydroxy-3-methoxycinnamic alcohol;coniferyl alcohol

Chemical Property of Coniferyl alcohol

Chemical Property:

• Melting Point: 170-171 °C
• Boiling Point: 332.2±0.0 °C(Predicted)
• PKA: 10.04±0.31(Predicted)
• PSA: 49.69000
• Density: 1.198±0.06 g/cm3(Predicted)
• LogP: 1.40630
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

98% ^*data from raw suppliers

(E)-Coniferol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: COC1=C(C=CC(=C1)C=CCO)O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/CO)O
• Uses: (E)-Coniferol was one of the compounds studied as highly polar organic compounds present in wood s moke and in the ambient atmosphere.

Technology Process of Coniferyl alcohol

There total 35 articles about Coniferyl 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%

(E)-3-(4-hydroxy-3-methoxyphenyl)allyl acetate (94930-81-1) → coniferal alcohol (458-35-5,32811-40-8,69056-21-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -10 ℃; for 0.5h;

DOI:10.1021/jo00207a006

Reference yield: 99.7%

trans-coniferyl aldehyde (458-36-6) → coniferal alcohol (458-35-5,32811-40-8,69056-21-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 0.166667h;

DOI:10.1016/S0040-4020(00)00873-5

Reference yield: 98.0%

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → coniferal alcohol (458-35-5,32811-40-8,69056-21-9)

Guidance literature:

With ATP; NADPH; magnesium chloride; In aq. phosphate buffer; at 30 ℃; for 18h; pH=7.5; Green chemistry; Enzymatic reaction;

DOI:10.1039/c9gc02359c

upstream raw materials:

ethyl 4-hydroxy-3-methoxycinnamate

4-allylguaiacol

(2E)-3-(4-O-acetyl-3-methoxyphenyl)prop-2-en-1-yl acetate

guaiacylglycerol-β-guaiacyl ether

Downstream raw materials:

(+/-)-1c,4c-bis-[4-(2,4-dinitro-phenoxy)-3-methoxy-phenyl]-(3ar,6ac)-tetrahydro-furo[3,4-c]furan

(+/-)-pinoresinol

(+/-)-kielcorin

(+/-)-cis-kielcorin

Refernces

• 1、 Alaniya,Kavtaradze,Mshvildadze,Lavoi,Pichette. "Coniferyl alcohol glucoside from Astragalus bungeanus". . p. 706 - 707. Retrieved 2007.
• 2、 Abd El-Mawla, Ahmed M.A.,Farag, Salwa F.,Beuerle, Till. "Cinnamyl alcohols and methyl esters of fatty acids from Wedelia prostrata callus cultures". . p. 45 - 52. Retrieved 2011.
• 3、 Romero, Kevin J.,Galliher, Matthew S.,Raycroft, Mark A. R.,Chauvin, Jean-Philippe R.,Bosque, Irene,Pratt, Derek A.,Stephenson, Corey R. J.. "Electrochemical Dimerization of Phenylpropenoids and the Surprising Antioxidant Activity of the Resultant Quinone Methide Dimers". supporting information. p. 17125 - 17129. Retrieved 2018/12/04.
• 4、 Gangar, Mukesh,Ittuveetil, Avinash,Goyal, Sandeep,Pal, Anang,Harikrishnan,Nair, Vipin A.. "Anti selective glycolate aldol reactions of (: S)-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one: application towards the asymmetric synthesis of 8-4′-oxyneolignans". . p. 102116 - 102126. Retrieved 2016/11/09.