Vanillyl alcohol

Base Information

• Chemical Name: Vanillyl alcohol
• CAS No.: 498-00-0
• Molecular Formula: C8H10O3
• Molecular Weight: 154.166
• Hs Code.: 29095090
• European Community (EC) Number: 207-852-4
• NSC Number: 3993
• UNII: X7EA1JUA6M
• DSSTox Substance ID: DTXSID20198074
• Nikkaji Number: J28.483A
• Wikipedia: Vanillyl_alcohol
• Wikidata: Q2510417
• Metabolomics Workbench ID: 45207
• ChEMBL ID: CHEMBL4297450
• Mol file: 498-00-0.mol

Synonyms:vanillyl alcohol

Chemical Property of Vanillyl alcohol

Chemical Property:

• Appearance/Colour: crystalline white to off-white powder
• Vapor Pressure: 0.000216mmHg at 25°C
• Melting Point: 110-117 ºC(lit.)
• Refractive Index: 1.57
• Boiling Point: 313.1 ºC at 760 mmHg
• PKA: 9.75±0.18(Predicted)
• Flash Point: 143.2ºC
• PSA: 49.69000
• Density: 1.226 g/cm³
• LogP: 0.89310
• Storage Temp.: Store below +30°C.
• Solubility.: soluble in Methanol
• Water Solubility.: Soluble in 95% ethanol (5 %), water, and oils.
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 154.062994177
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

4-Hydroxy-3-methyoxybenzylAlcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: COC1=C(C=CC(=C1)CO)O
• Recent ClinicalTrials: Assessment of V0018 2.5 mg Effect on Craving
• Description: 4-hydroxy-3-methoxybenzyl alcohol (also known as vanillyl alcohol) is often used as a deodorant component that is active in preventing the formation of body odor. It can also be used as a flavoring agent. Recent studies have also demonstrated that it has certain pharmacological effects. For example, it has been confirmed that it has certain neuro-protective effects through suppressing the oxidative stress and anti-apoptotic activity in toxin-induced dopaminergic MN9D cells, making it a potential candidate for the treatment of neurodegenerative diseases such as Parkinson’s disease.
• Uses: Used as a flavoring agent. Other possible uses, vanilla, coconut, cream and other dairy nuances, coumarin.

Technology Process of Vanillyl alcohol

There total 73 articles about Vanillyl 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: 99.9%

vanillin (121-33-5,8014-42-4) → 2-Methoxy-4-methylphenol (93-51-6) + 4-hydroxymethyl-2-methoxyphenol (498-00-0)

Guidance literature:

With hydrogen; In water; at 70 ℃; Catalytic behavior;

DOI:10.1016/j.mcat.2018.05.030

Reference yield: 99.2%

3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → 4-hydroxymethyl-2-methoxyphenol (498-00-0)

Guidance literature:

With whole cells of recombinant strain VA₁; In aq. phosphate buffer; at 30 ℃; for 24h; pH=7.4; Temperature; Microbiological reaction;

DOI:10.1002/anie.201710793

Reference yield: 98.0%

3-methoxy-4-hydroxybenzoic acid (121-34-6) → 4-hydroxymethyl-2-methoxyphenol (498-00-0)

Guidance literature:

With sodium tetrahydroborate; Trimethyl borate; dimethyl sulfate; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1016/j.tetlet.2008.03.078

upstream raw materials:

vanillin

formaldehyd

2-methoxy-phenol

piperonol

Downstream raw materials:

methoxy-[1,4]benzoquinone-4-(4-dimethylamino-phenylimine)

2-methoxy-4,6-dinitrophenol

4-hydroxy-5-methoxy-3-nitrobenzyl alcohol

(4-hydroxy-3-methoxy-phenyl)-methanesulfonic acid