3,4-Dimethoxybenzyl alcohol

Base Information

• Chemical Name: 3,4-Dimethoxybenzyl alcohol
• CAS No.: 93-03-8
• Molecular Formula: C9H12O3
• Molecular Weight: 168.192
• Hs Code.: 29062990
• European Community (EC) Number: 202-212-0
• NSC Number: 6317
• UNII: MB4T4A711H
• DSSTox Substance ID: DTXSID1059076
• Nikkaji Number: J10.605D
• Wikipedia: Veratrole_alcohol
• Wikidata: Q410698,Q27160083
• Metabolomics Workbench ID: 62035
• Mol file: 93-03-8.mol

Synonyms:3,4-dimethoxy benzenemethanol;3,4-dimethoxybenzyl alcohol;veratryl alcohol

Chemical Property of 3,4-Dimethoxybenzyl alcohol

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.00058mmHg at 25°C
• Melting Point: 22 °C
• Refractive Index: n20/D 1.552(lit.)
• Boiling Point: 298.1 °C at 760 mmHg
• PKA: 14.18±0.10(Predicted)
• Flash Point: 121.7 °C
• PSA: 38.69000
• Density: 1.111 g/cm³
• LogP: 1.19610
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: miscible
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 168.078644241
• Heavy Atom Count: 12
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dimethoxybenzyl Alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: COC1=C(C=C(C=C1)CO)OC
• Uses: 3,4-Dimethoxybenzyl Alcohol is a secondary metabolite of some lignin degrading fungi. Recent studies have been conducted to explore whether 3,4-Dimethoxybenzyl Alcohol, a product from the biodegradati on of lignocellulosic biomass, could be used as the fuel of the microbial fuel cell (MFC) to generate power. 3,4-Dimethoxybenzyl alcohol used as the fuel of the microbial fuel cell (MFC) to generate power. Veratrole alcohol is the raw material for the synthesis of cyclotriveratrylene which is used in host-guest chemistry. 3,4-Dimethoxybenzyl alcohol is widely used in the synthesis of various cyclotriveratrylenes (CTVs), which are cyclic molecular hosts with a cavity to accommodate guest molecules. It can also be used as a precursor in the total synthesis of salvianolic acid N.

Technology Process of 3,4-Dimethoxybenzyl alcohol

There total 82 articles about 3,4-Dimethoxybenzyl 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-benzaldehyde (120-14-9) → (3,4-dimethoxyphenyl)methanol (93-03-8)

Guidance literature:

With tri-n-butyl-tin hydride; phenylboronic acid; In dichloromethane; at 20 ℃; for 21h;

DOI:10.1081/SCC-100105400

Reference yield: 98.0%

C11H16O4 → (3,4-dimethoxyphenyl)methanol (93-03-8)

Guidance literature:

With toluene-4-sulfonic acid; In neat (no solvent, solid phase); at 20 ℃; for 0.583333h; Green chemistry;

DOI:10.2174/1570178614666170321103650

Reference yield: 96.0%

2-(3,4-dimethoxybenzyloxy)tetrahydro-2H-pyran (148625-44-9) → (3,4-dimethoxyphenyl)methanol (93-03-8)

Guidance literature:

With sulfuric acid; silica gel; In methanol; at 20 ℃; for 0.5h;

upstream raw materials:

methyl chlorobenzoate

N,N-dimethyl-3,4-dimethoxybenzylamine

methyl 3,4-dimethoxybenzoate

methanol

Downstream raw materials:

4-nitro-benzoic acid veratryl ester

veratryl acetate

veratrylmercapto-acetic acid

4-chloromethyl-1,2-dimethoxy-benzene

Refernces

ORGANOMANGANESE (II) REAGENTS XII¹: AN EFFICIENT ONE-POT PREPARATION OF UNSYMMETRICAL SECONDARY OR TERTIARY ALCOHOLS

10.1016/S0040-4039(00)84973-4

The study presents an efficient one-pot method for preparing unsymmetrical secondary or tertiary alcohols using organomanganese (II) reagents. The process involves the acylation of organomanganese reagents by carboxylic acid chlorides to form ketones, which are then complexed with metallic salts present in the reaction mixture. This complexation allows for the subsequent 1,2-addition of various organometallic compounds such as organolithium (e.g., BuLi) and organomagnesium reagents (e.g., BuMgBr), or reduction with lithium aluminium hydride (LiAlH4) or sodium borohydride (NaBH4), to yield the desired alcohols. The method is notable for its mild reaction conditions (between -10°C and 20°C) and high yields, making it a convenient and effective approach for synthesizing a wide range of alcohols.

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