2033-89-8

Basic information

• Product Name: 3,4-Dimethoxyphenol
• Synonyms: 3,4-Bis(methyloxy)phenol;Phenol,3,4-dimethoxy-
• CAS NO: 2033-89-8
• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.1632
• EINECS: 217-995-4
• Mol File: 2033-89-8.mol
• Article Data: 72

Chemical Properties

• Melting Point: 77-82℃
• Boiling Point: 271.2 °C at 760 mmHg
• Flash Point: 117.8 °C
• Appearance: Red crystal powder
• Density: 1.134 g/cm³
• Vapor Pressure: 0.00394mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: 3,4-Dimethoxyphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dimethoxyphenol(2033-89-8)
• EPA Substance Registry System: 3,4-Dimethoxyphenol(2033-89-8)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S37/39:
• Hazardous Substances Data: 2033-89-8(Hazardous Substances Data)

Usage

General Description

3,4-Dimethoxyphenol is a chemical compound that belongs to the class of organic compounds called methoxyphenols, characterized by a phenol ring bearing one or more methoxy groups. It's commonly used in scientific research and has major roles in industry and pharmacology due to its antioxidative properties. Its presence is found in several plants and fruits, including grapes and peaches. Notably, the compound is used in the synthesis of pharmaceuticals and other organic compounds. It also has applications in the production of fragrances and flavors due to its smoky, sweet, and vanilla-like aroma. Despite its benefits, overexposure or misuse of 3,4-Dimethoxyphenol can cause irritation to skin, eyes, and respiratory tract.

InChI:InChI=1/C8H10O3/c1-10-7-4-3-6(9)5-8(7)11-2/h3-5,9H,1-2H3

Upstream product

• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 64-17-5 ethanol 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 83813-97-2 2,4,5-trimethoxybenzoic anhydride 
• 85950-49-8 2,4,6-trihydroxy-3,5,ω-trimethoxyacetophenone 
• 74385-18-5 3,4-dimethoxy-(1'-hydroxy-1'-methylethyl)benzene 
• 22675-96-3 2-methoxyphenoxy-3',4'-dimethoxyacetophenone 
• 53751-40-9 veratryl acetate 
• 6315-89-5 3,4-dimethoxyaniline 
• 5722-93-0 2-hydroxy-4,5-dimethoxybenzoic acid 
• 2033-88-7 3,4-dimethoxyphenyl formate 
• 7203-46-5 3,4-dimethoxyphenyl acetate 
• 64701-03-7 3,4,4-trimethoxycyclohexa-2,5-dienone 

Downstream Products

• 103038-62-6 2-chloro-1-(2-hydroxy-4,5-dimethoxyphenyl)ethanone 
• 20628-06-2 2-hydroxy-4,5-dimethoxyacetophenone 
• 868846-12-2 (E)-4-(but-2-enyloxy)-1,2-dimethoxybenzene 
• 65383-61-1 6,7-dimethoxy-2,2-dimethyl-4-chromanone 
• 644-06-4 precocene II 
• 99902-83-7 2-(3,4-Dimethoxy-phenoxy)-5-nitro-benzonitrile 
• 132802-64-3 Acetic acid 1,2-dimethoxy-4-oxo-cyclohexa-2,5-dienyl ester 
• 75840-18-5 2-Hydroxy-2-(2-hydroxy-4,5-dimethoxy-phenyl)-indan-1,3-dione 
• 104832-93-1 rac-(2S,3S)-5,6-dimethoxy-2-(3,4-dimethoxyphenyl)-3-methyl-2,3-dihydrobenzofuran 
• 94774-00-2 3-(3,4-Dimethoxy-phenyl)-3-p-tolyl-propionic acid ethyl ester 
• 101432-12-6 bis(3, 4-dimethoxyphenyl)ether 
• 133378-07-1 5,6-Dimethoxy-3-(4-methoxy-benzyl)-3H-benzofuran-2-one 
• 94773-98-5 3-(3,4-Dimethoxy-phenyl)-3-(4-methoxy-phenyl)-propionic acid ethyl ester 
• 133378-08-2 3-(3,4-Dimethoxy-benzyl)-5,6-dimethoxy-3H-benzofuran-2-one 

Relevant articles and documents

Synthesis of a Fluorescent-Labeled Bisbenzamidine Containing the Central (6,7-Dimethoxy-4-coumaryl)Alanine Building Block

The synthesis of an amino acid amide is reported, which contains two benzamidine cores, one placed in the amide part the other one within the sulfonyl N-capping group. The amino acid side chain bears the 6,7-dimethoxycoumarin fluorophore. The fluorescent amino acid was prepared by using the von-Pechmann reaction. The two corresponding nitrile groups of a precursor molecule were simultaneously converted to the amidine moieties by the Pinner reaction. The fluorescent properties of the final compound were determined.

The graphite-catalyzed: ipso -functionalization of arylboronic acids in an aqueous medium: metal-free access to phenols, anilines, nitroarenes, and haloarenes

An efficient, metal-free, and sustainable strategy has been described for the ipso-functionalization of phenylboronic acids using air as an oxidant in an aqueous medium. A range of carbon materials has been tested as carbocatalysts. To our surprise, graphite was found to be the best catalyst in terms of the turnover frequency. A broad range of valuable substituted aromatic compounds, i.e., phenols, anilines, nitroarenes, and haloarenes, has been prepared via the functionalization of the C-B bond into C-N, C-O, and many other C-X bonds. The vital role of the aromatic π-conjugation system of graphite in this protocol has been established and was observed via numerous analytic techniques. The heterogeneous nature of graphite facilitates the high recyclability of the carbocatalyst. This effective and easy system provides a multipurpose approach for the production of valuable substituted aromatic compounds without using any metals, ligands, bases, or harsh oxidants.

Development of a Cross-Conjugated Vinylogous [4+2] Anionic Annulation and Application to the Total Synthesis of Natural Antibiotic (±)-ABX

The cross-conjugated vinylogous [4+2] anionic annulation has been newly developed, the cascade process of which has a high preference for regiochemical control and chemoselectivity, giving rise to exclusively Michael-type adducts in moderate to high yields (up to 94 %, 35 examples). By making use of this approach as a key operation, the first total synthesis of natural antibiotic ABX, in racemic form, has been successfully achieved in a concise 7-step sequence with an overall yield of about 20 %.