2186-92-7

Basic information

• Product Name: P-ANISALDEHYDE DIMETHYL ACETAL
• Synonyms: 1-(dimethoxymethyl)-4-methoxy-benzen;1-(dimethoxymethyl)-4-methoxy-Benzene;Anisicaldehydedimethylacetal;P-ANISALDEHYDE DIMETHYL ACETAL;4-METHOXYBENZALDEHYDE DIMETHYL ACETAL;ANISALDEHYDE DIMETHYL ACETAL;ANISIC ALDEHYDE DMA;p-(dimethoxymethyl)anisole
• CAS NO: 2186-92-7
• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22
• EINECS: 218-577-4
• Product Categories: Biochemistry;Reagents for Oligosaccharide Synthesis
• Mol File: 2186-92-7.mol
• Article Data: 87

Chemical Properties

• Boiling Point: 85-87 °C0.1 mm Hg(lit.)
• Flash Point: 97°C
• Appearance: Clear colorless to light yellow/Liquid
• Density: 1.07 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0171mmHg at 25°C
• Refractive Index: n20/D 1.505
• Storage Temp.: 2-8°C
• Solubility: H2O: soluble
• Water Solubility: Miscible with alcohol and many organic solvents. Slightly miscible with water.
• BRN: 2048930
• CAS DataBase Reference: P-ANISALDEHYDE DIMETHYL ACETAL(CAS DataBase Reference)
• NIST Chemistry Reference: P-ANISALDEHYDE DIMETHYL ACETAL(2186-92-7)
• EPA Substance Registry System: P-ANISALDEHYDE DIMETHYL ACETAL(2186-92-7)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 1
• F: 10
• TSCA: Yes
• Hazardous Substances Data: 2186-92-7(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light yellow liquid

Uses

4-Methoxybenzaldehyde dimethyl acetal is used as a precursor to 1-methoxy-1-(4-methoxyphenyl)hept-2-yne, 2,5-dioxopyrrolidin-1-yl-3-((4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane-4-carboxamido)propanoate and 1-(p-anisyl)-2-(2-methoxyethyl)-3-phenylindene. Further, it acts as a protecting group reagent for diols, especially in carbohydrates. It is also used as a flavor essence in sunflower, cyclamen and in jasmine. In addition to this, it is involved in allylation reactions with allyltrimethylsilane catalyzed by Iron(III) chloride.

InChI:InChI=1/C12H18O3/c1-4-14-12(15-5-2)10-6-8-11(13-3)9-7-10/h6-9,12H,4-5H2,1-3H3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 149-73-5 trimethyl orthoformate 
• 67-56-1 methanol 
• 140-67-0 Estragole 
• 637-69-4 4-Methoxystyrene 
• 616-42-2 dimethylsulfite 
• 104-46-1 anethole 
• 119208-80-9 1,3,5-tris(4-methoxyphenyl)-2,4-diazapenta-1,4-diene 
• 104-93-8 p-methylanizole 
• 824-94-2 p-methoxybenzyl chloride 
• 1515-81-7 1-methoxy-4-(methoxymethyl)benzene 
• 7647-01-0 hydrogenchloride 
• 1445-45-0 Trimethyl orthoacetate 
• 82849-42-1 4-methoxyphenylchlorocarbene 

Downstream Products

• 64610-11-3 1-(chloro-methoxy-methyl)-4-methoxy-benzene 
• 127721-50-0 1-Methoxy-1-(4-methoxy-phenyl)-4-phenyl-butan-2-ol 
• 4316-33-0 p-Methoxybenzoic acid methyl orthoester 
• 121-98-2 methyl 4-methoxybenzoate 
• 62370-08-5 methyl 4-tert-butoxybenzoate 
• 104865-85-2 trimethyl 4-tert-butoxyorthobenzoate 
• 57056-44-7 H₂-5,15-di(p-methoxycarbonylphenyl)-10,20-di(p-tolyl)porphyrin 
• 57105-80-3 5,10,15-tris(4-methylphenyl)-20-(4-methoxycarbonylphenyl)porphyrin 
• 14527-51-6 5,10,15,20-tetra(p-tolyl)porphyrin 
• 39659-76-2 3-(4-methoxy-phenyl)-1,5-diphenyl-pentane-1,5-dione 
• 124193-30-2 3-methoxy-3-(4-methoxyphenyl)-1-phenyl-propan-1-one 
• 131204-03-0 allyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside 
• 136520-23-5 Allyl-2-acetamido-2-desoxy-4,6-O-(4-methoxybenzyliden)-α-D-glucopyranosid 
• 130874-90-7 4,5-dimethyl (4R,5R)-2-(4-methoxyphenyl)-1,3-dioxolane-4,5-dicarboxylate 

Relevant articles and documents

Microflow electroorganic synthesis without supporting electrolyte

Anodic methoxylation of several organic compounds has been successfully achieved in the absence of intentionally added supporting electrolyte using an electrochemical microflow system. The Royal Society of Chemistry 2005.

Thiol-initiated photocatalytic oxidative cleavage of the C=C bond in olefins and its extension to direct production of acetals from olefins

The oxidative cleavage of olefins to produce aldehydes/ketones is an important reaction in organic syntheses. In this manuscript, a mild and operationally simple protocol for the aerobic oxidation of olefins to produce carbonyl compounds was realized over ZnIn2S4under visible light, using air as the oxidant and a thiol as the initiator. It was proposed that the photogenerated holes over ZnIn2S4attack the thiol to produce thiyl radicals, which initiate the oxidative cleavage of the C=C bond in olefins to produce aldehydes/ketones. By further coupling with the condensation between the as-obtained aldehydes/ketones and alcohols, this strategy can also be applied to the production of different acetals directly from the olefins. This study demonstrates a new pathway to realize the oxidative cleavage of olefins to produce aldehydes/ketones, and also provides a new protocol for the production of acetals directly from the olefins.

MOF-808 as a recyclable catalyst for the photothermal acetalization of aromatic aldehydes

Metal-organic frameworks (MOFs) show promise for catalysis applications due to their porosity, high internal surface area, and structural adaptability. Typical acetylation reactions of aldehydes require elevated temperatures and excess alcohol to drive the reactions to completion. In this current work, MOF-808 is used as a heterogeneous catalyst for acetylation of aldehydes in methanol using a mild photothermal process. Optimized conditions gave 72% yield of 2-(dimethoxymethyl)naphthalene in the presence of 10 mol% MOF-808 at 45 °C using only a fluorescent lamp. MOF-808 can be recycled up to 5 times with no loss in catalytic activity. A proof-of-principle substrate scope demonstrates the potential utility for aromatic and aliphatic substrates.

Synthesis, structural determination and catalytic study of a new 2-D chloro-substituted zinc phosphate, (C8N2H20)[ZnCl(PO3(OH))]2

A novel chloro-substituted zinc-phosphate, (C8N2H20)[ZnCl(PO3(OH))], has been synthesized by a slow evaporation method in the presence of 1,3-cyclohexanebis- (methylamine), which acts as a template. The structure consists of vertex linked ZnO3Cl and PO3(OH) tetrahedral, assembled into corrugated porous layers [ZnCl(PO3(OH))2]∞ with (4.82) topology. The optical properties were also investigated using Diffuse Reflecting Spectroscopy (DRS), showing that the title compound has semiconducting properties. In addition, the catalytic activity of (C8N2H20)[ZnCl(PO3(OH))]2 has been tested in the acetalisation reaction of aldehydes. The title compound displayed a high catalytic activity with practically total conversion in many examples using MeOD as solvent and as the sole source of acetalisation. More importantly, the reaction crudes are very clean and only the preferred products are found in the NMR spectra.