cis-Coniferyl alcohol

Base Information

• Chemical Name: cis-Coniferyl alcohol
• CAS No.: 458-35-5
• Molecular Formula: C10H12 O3
• Molecular Weight: 180.203
• Hs Code.: 29095000
• UNII: ASW5FSM5Z0
• Nikkaji Number: J246.060B
• Metabolomics Workbench ID: 70046
• ChEMBL ID: CHEMBL2088631
• Mol file: 458-35-5.mol

Synonyms:cis-coniferyl alcohol;(Z)-Coniferyl Alcohol;ASW5FSM5Z0;Coniferyl alcohol, (Z)-;UNII-ASW5FSM5Z0;bmse010156;4-[(Z)-3-hydroxyprop-1-enyl]-2-methoxyphenol;4-((1Z)-3-Hydroxy-1-propen-1-yl)-2-methoxyphenol;Phenol, 4-(3-hydroxy-1-propenyl)-2-methoxy-, (Z)-;69056-21-9;Phenol, 4-((1Z)-3-hydroxy-1-propen-1-yl)-2-methoxy-;Phenol, 4-(3-hydroxy-1-propenyl)-2-methoxy-;AC1LU7QP;Coniferyl alcohol, cis;Phenol, 4-(3-hydroxy-1-propen-1-yl)-2-methoxy-;CHEMBL2088631;AKOS025401152;4-[(Z)-3-hydroxyprop-1-enyl]-2-methoxy-phenol

Chemical Property of cis-Coniferyl alcohol

Chemical Property:

• Appearance/Colour: beige crystalline powder
• Vapor Pressure: 6.93E-07mmHg at 25°C
• Melting Point: 75-80 °C(lit.)
• Refractive Index: 1.5080 (estimate)
• Boiling Point: 163-165 °C3 mm Hg(lit.)
• PKA: 9.99±0.35(Predicted)
• Flash Point: 166.7°C
• PSA: 49.69000
• Density: 1.198g/cm³
• LogP: 1.40630
• Storage Temp.: −20°C
• Sensitive.: Light Sensitive
• Solubility.: alcohol: moderately soluble(lit.)
• 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

4-(3-Hydroxyprop-1-en-1yl)-2-methoxyphenol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=CCO)O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C\CO)O
• Uses: Coniferyl alcohol was used as a fungal growth inhibitor.

Technology Process of cis-Coniferyl alcohol

There total 62 articles about cis-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:

3-(4-hydroxy-3-methoxyphenyl)acrylic acid

(E,E)-3-(4-hydroxy-3-methoxyphenyl)allyl 3-(4-hydroxy-3-methoxyphenyl)acrylate

ethyl ferulate

coniferaldehyde

Downstream raw materials:

coniferyl alcohol 2,4-dinitrophenyl ether

(+/-)-kielcorin

(+/-)-cis-kielcorin

3'-O-methylxanthocercin B

Refernces

• 1、 Jawerth,Lawoko,Lundmark,Perez-Berumen,Johansson. "Allylation of a lignin model phenol: A highly selective reaction under benign conditions towards a new thermoset resin platform". . p. 96281 - 96288. Retrieved 2016.
• 2、 -. "COMPOUNDS HAVING HEPATIAL DISEASE EFFECTIVE". Paragraph 0114-0115; 0118. . Retrieved 2021/01/29.
• 3、 Arora, Shalini,Gupta, Neeraj,Singh, Vasundhara. "Improved Pd/Ru metal supported graphene oxide nano-catalysts for hydrodeoxygenation (HDO) of vanillyl alcohol, vanillin and lignin". supporting information. p. 2018 - 2027. Retrieved 2020/04/07.