5533-00-6

Basic information

• Product Name: 3-methoxy-4-(methoxymethoxy)benzaldehyde
• Synonyms: 3-methoxy-4-(methoxymethoxy)benzaldehyde;4-(Methoxymethoxy)-3-methoxybenzaldehyde
• CAS NO: 5533-00-6
• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.19988
• EINECS: 226-881-3
• Mol File: 5533-00-6.mol
• Article Data: 40

Chemical Properties

• Melting Point: 40 °C
• Boiling Point: 316.5°Cat760mmHg
• Flash Point: 139.5°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 0.000409mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: 3-methoxy-4-(methoxymethoxy)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methoxy-4-(methoxymethoxy)benzaldehyde(5533-00-6)
• EPA Substance Registry System: 3-methoxy-4-(methoxymethoxy)benzaldehyde(5533-00-6)

Safety Data

• Hazardous Substances Data: 5533-00-6(Hazardous Substances Data)

Usage

Description

3-methoxy-4-(methoxymethoxy)benzaldehyde is a chemical compound with the molecular formula C10H12O4. It is an aromatic aldehyde with two methoxy groups attached to a benzene ring, as well as an additional methoxymethoxy group. 3-methoxy-4-(methoxymethoxy)benzaldehyde is commonly used in organic synthesis and pharmaceutical research as a building block for the production of various compounds.

Uses

Used in Pharmaceutical Research:
3-methoxy-4-(methoxymethoxy)benzaldehyde is used as a building block for the development of pharmaceuticals, agrochemicals, and other fine chemicals. Its unique structure and functional groups make it a versatile compound in the synthesis of various drug candidates.
Used in Organic Synthesis:
3-methoxy-4-(methoxymethoxy)benzaldehyde is used as a key intermediate in the synthesis of complex organic molecules. Its presence of multiple functional groups allows for a wide range of chemical reactions, making it a valuable component in the creation of new compounds.
Used in Fragrance and Flavoring Industries:
Due to its aromatic properties, 3-methoxy-4-(methoxymethoxy)benzaldehyde is used in the fragrance and flavoring industries. Its pleasant scent and flavor profile make it a desirable ingredient in the development of various consumer products, such as perfumes, colognes, and food additives.
Overall, 3-methoxy-4-(methoxymethoxy)benzaldehyde has many potential applications in various industries and is a versatile compound in organic chemistry.

InChI:InChI=1/C10H12O4/c1-12-7-14-9-4-3-8(6-11)5-10(9)13-2/h3-6H,7H2,1-2H3

Upstream product

• 69404-94-0 O-tert-butyldimethylsilylvanillin 
• 107-30-2 chloromethyl methyl ether 
• 121-33-5 vanillin 
• 65299-00-5 3-hydroxy-4-(methoxymethoxy)benzaldehyde 
• 13057-17-5 bromethyl methyl ether 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 
• 139-85-5 3,4-dihydroxybenzaldehyde 

Downstream Products

• 112742-13-9 2'-hydroxy-3,3',4',6'-tetramethoxy-4-methoxymethoxy-trans-chalcone 
• 102596-16-7 3-methoxy-4-methoxymethoxy-α-(2-methoxy-4-methyl-phenoxy)-trans-cinnamic acid methyl ester 
• 5533-02-8 3-methoxy-4-(methoxymethoxy)benzoic acid 
• 121-33-5 vanillin 
• 62427-71-8 (E)-3-[3-methoxy-4-(methoxymethoxy)phenyl]acrylaldehyde 
• 110049-01-9 6-methoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-chroman-4-one 
• 112742-16-2 5,7,8-trimethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-chroman-4-one 
• 67-56-1 methanol 
• 50-00-0 formaldehyd 
• 634922-70-6 1-(3-methoxy-4-methoxymethoxyphenyl)ethanol 
• 62427-70-7 (E)-2-methoxy-1-(methoxymethoxy)-4-(prop-1-enyl)benzene 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 169959-08-4 3-Methoxy-4-methoxymethoxy cinnamic acid 
• 1352508-93-0 (E)-1-(4-chlorophenyl)-3-(3-methoxy-4-(methoxymethoxy)phenyl)prop-2-en-1-one 

Relevant articles and documents

Synthesis and Photoswitching Properties of Bioinspired Dissymmetric I-Pyrone, an Analogue of Cyclocurcumin

Cyclocurcumin (CC), a turmeric curcuminoid with potential therapeutic properties, is also a natural photoswitch that may undergo E/Z photoisomerization under UV light. To be further exploited in relevant biological applications, photoactivation under near-infrared (NIR) irradiation is required. Such requirement can be met through opportune chemical modifications, by favoring two-photon absorption (TPA) probability. Herein, a general and efficient synthesis of a biomimetic 2,6-disubstituted-δ-pyrone analogue of CC is described, motivated by the fact that molecular modeling previews an order of magnitude increase of its NIR TPA compared to CC. Three retrosynthetic pathways have been identified (i) via an aryl-oxazole intermediate or via aryl-diynone through (ii) a bottom-up or (iii) a top-down approach. While avoiding the passage through unstable synthons or low-yield intermediate reactions, only the latest approach could conveniently afford the 2,6-disubstituted-I-pyrone analogue of CC, in ten steps and with an overall yield of 18%. The photophysical properties of our biomimetic analogue have also been characterized showing an improved photoisomerization yield over the parent natural compound. The potentially improved nonlinear optical properties, as well as enhanced stability, may be correlated to the enforcement of the planarity of the pyrone moiety leading to a quadrupolar D-π-A-π-D system.

Method for synthesizing compound Paulownione C and Tomentodiplone O

The invention relates to a method for synthesizing natural products Tomentodiplacone O and Paulownione C. The method adopts 2, 4, 6-Trihydroxyacetophenone monohydrate compound, citral, clove aldehydeand vanillin as initial raw materials, general inorganic alkali as a catalyst, and methanol with low toxicity as a solvent; high-toxicity pyridine is avoided, and two natural products Tomentodiplone Oand Paulownione C are prepared through five steps. The method has the advantages of simple synthetic route, simple operation, green and high efficiency, thereby solving the problem of high toxicity and low yield of the prepared benzopyran compound, and the method has certain industrial economic value.

STYRYLBENZOTHIAZOLE DERIVATIVES AND USES IN IMAGING

This disclosure relates to styrylbenzothiazole derivatives for use as in vivo imaging agents for the diagnosis of Parkinson's disease (PD) or other degenerative disorders or conditions of the central nervous system. Early diagnosis is particularly advantageous as neuroprotective treatment can be applied to healthy neural cells to delay or even prevent the onset of debilitating clinical symptoms.