6766-82-1

Basic information

• Product Name: Phenol, 2,6-dimethoxy-4-propyl-
• Synonyms: Phenol, 2,6-dimethoxy-4-propyl-;4-PROPYL-2,6-DIMETHOXYPHENOL;2,6-DIMETHOXY-4-PROPYLPHENOL;4-Propylsyringol;Syringylpropane
• CAS NO: 6766-82-1
• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.2429
• Mol File: 6766-82-1.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 300.8°Cat760mmHg
• Flash Point: 135.7°C
• Appearance: /
• Density: 1.059g/cm³
• Vapor Pressure: 0.000613mmHg at 25°C
• Refractive Index: 1.513
• CAS DataBase Reference: Phenol, 2,6-dimethoxy-4-propyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2,6-dimethoxy-4-propyl-(6766-82-1)
• EPA Substance Registry System: Phenol, 2,6-dimethoxy-4-propyl-(6766-82-1)

Safety Data

• Hazardous Substances Data: 6766-82-1(Hazardous Substances Data)

Usage

Occurrence

Reported found in dried bonito fish, natural smoked flavors, cured pork and smoked, fatty fish.

InChI:InChI=1/C11H16O3/c1-4-5-8-6-9(13-2)11(12)10(7-8)14-3/h6-7,12H,4-5H2,1-3H3

Synthetic route

4-allyl-2,6-dimethoxyphenol (6627-88-9) → 4-n-propylsyringol (6766-82-1)

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol under 760 Torr; Ambient temperature;	89%
With palladium 10% on activated carbon; hydrogen In methanol at 60℃; under 30003 Torr; for 16h;	83%
With palladium on activated charcoal; ethanol Hydrogenation;

1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one (5650-43-1) → 4-n-propylsyringol (6766-82-1)

Conditions	Yield
With boron trifluoride diethyl etherate; sodium cyanoborohydride In tetrahydrofuran at 20℃; for 12h;	80%
With hydrogenchloride; amalgamated zinc

Upstream product

• 5650-43-1 1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one 
• 22805-53-4 2-acetoxy-1,3-dimethoxy-5-propyl-benzene 
• 6627-88-9 4-allyl-2,6-dimethoxyphenol 
• 20675-96-1 Syringenin 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 92409-34-2 1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(2'-methoxyphenoxy)-1,3-propanediol 

Downstream Products

• 860724-84-1 3-hydroxy-2,4-dimethoxy-6-propyl-benzaldehyde 
• 861383-97-3 5-propylbenzene-1,2,3-triol 
• 22805-53-4 2-acetoxy-1,3-dimethoxy-5-propyl-benzene 
• 41564-88-9 1-(3',4',5'-trimethoxyphenyl)propane 
• 24760-60-9 2,6-dimethoxy-4-propylidene-2,5-cyclohexadien-1-one 
• 860724-82-9 2,4-dimethoxy-6-propyl-benzoic acid-(3-formyl-2,6-dimethoxy-4-propyl-phenyl ester) 
• 71-43-2 benzene 
• 103-65-1 phenylpropane 
• 2785-87-7 2-methoxy-4-n-propylphenol 
• 55136-70-4 3-methoxy-5-propylphenol 
• 645-56-7 4-n-Propylphenol 
• 23950-98-3 2-methoxy-4-propylcyclohexane-1-ol 
• 2525-02-2 4-propylbenzene-1,2-diol 
• 1678-92-8 propylcyclohexane 

Relevant articles and documents

Controlling lignin solubility and hydrogenolysis selectivity by acetal-mediated functionalization

Existing lignocellulosic biomass fractionation processes produce lignin with random, interunit C-C bonds that inhibit its depolymerization and constrain its use. Here, we exploit the aldehyde stabilization of lignin to tailor its structure, functionality,

Aromatic compound hydrogenation and hydrodeoxygenation method and application thereof

The invention belongs to the technical field of medicines, and discloses an aromatic compound hydrogenation and hydrodeoxygenation method under mild conditions and application of the method in hydrogenation and hydrodeoxygenation reactions of the aromatic compounds and related mixtures. Specifically, the method comprises the following steps: contacting the aromatic compound or a mixture containing the aromatic compound with a catalyst and hydrogen with proper pressure in a solvent under a proper temperature condition, and reacting the hydrogen, the solvent and the aromatic compound under the action of the catalyst to obtain a corresponding hydrogenation product or/and a hydrodeoxygenation product without an oxygen-containing substituent group. The invention also discloses specific implementation conditions of the method and an aromatic compound structure type applicable to the method. The hydrogenation and hydrodeoxygenation reaction method used in the invention has the advantages of mild reaction conditions, high hydrodeoxygenation efficiency, wide substrate applicability, convenient post-treatment, and good laboratory and industrial application prospects.

Lignin depolymerization to monophenolic compounds in a flow-through system

A reductive lignocellulose fractionation in a flow-through system in which pulping and transfer hydrogenolysis steps were separated in time and space has been developed. Without the hydrogenolysis step or addition of trapping agents to the pulping, it is possible to obtain partially depolymerized lignin (21 wt% monophenolic compounds) that is prone to further processing. By applying a transfer hydrogenolysis step 37 wt% yield of lignin derived monophenolic compounds was obtained. Pulp generated in the process was enzymatically hydrolyzed to glucose in 87 wt% yield without prior purification.