5150-42-5

Basic information

• Product Name: 2,3-Dimethoxyphenol
• Synonyms: 2,3-DIMETHOXYPHENOL;PYROGALLOL-1,2-DIMETHYL ETHER;1-Hydroxy-2,3-dimethoxybenzene;Phenol, 2,3-dimethoxy-;2,3-Dimethoxyphenol 96%;2,3-Dimethoxyphenol, typically 98%;2,3-Dimethoxyphenol,99%;2,3-DiMethoxyphenol, 99% 5GR
• CAS NO: 5150-42-5
• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.16
• EINECS: 225-922-2
• Product Categories: Aromatic Phenols
• Mol File: 5150-42-5.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 233-234 °C(lit.)
• Flash Point: 228 °F
• Appearance: Clear orange to brown/Liquid
• Density: 1.182 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0376mmHg at 25°C
• Refractive Index: n20/D 1.539(lit.)
• Storage Temp.: 2-8°C
• Solubility: Soluble in Chloroform.
• PKA: 9.59±0.10(Predicted)
• BRN: 1910045
• CAS DataBase Reference: 2,3-Dimethoxyphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dimethoxyphenol(5150-42-5)
• EPA Substance Registry System: 2,3-Dimethoxyphenol(5150-42-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39-37
• WGK Germany: 3
• Hazardous Substances Data: 5150-42-5(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR ORANGE TO BROWNISH LIQUID

Uses

Different sources of media describe the Uses of 5150-42-5 differently. You can refer to the following data:
1. 2,3-Dimethoxyphenol is used to study the nitrosative deamination of DNA bases induced by reactive nitrogen species (RNS) while studying the cause of mutagenesis.
2. 2,3-Dimethoxyphenol has been used to study the nitrosative deamination of DNA bases induced by reactive nitrogen species (RNS) while studying the cause of mutagenesis.

General Description

2,3-Dimethoxyphenol is a plant-derived phenylpropanoid compound that is glycosidated to form glycoside compound.

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

Upstream product

• 934-00-9 3-methocycatechol 
• 634-36-6 1,2,3-trimethoxybenzene 
• 59276-32-3 2,3-dimethoxybenzaldehyde dimethylacetal 
• 394-64-9 1-fluoro-2,3-dimethoxybenzene 
• 169268-85-3 1-formyloxy-2,3-dimethoxy-benzene 
• 77-78-1 dimethyl sulfate 
• 87-66-1 2-hydroxyresorcinol 
• 67-56-1 methanol 
• 86-51-1 2,3-dimethyoxybenzaldehyde 
• 56128-66-6 2,3,4-trihydroxybenzoic acid methyl ester 
• 6395-23-9 methyl 2-hydroxy-3,4-dimethoxy-benzoate 
• 91-16-7 1,2-dimethoxybenzene 
• 57197-26-9 5,6,6-trimethoxycyclohexa-2,4-dien-1-one 
• 6346-05-0 3-benzyloxy-4-methoxybenzaldehyde 

Downstream Products

• 380621-78-3 1-(allyloxy)-2,3-dimethoxybenzene 
• 57197-26-9 5,6,6-trimethoxycyclohexa-2,4-dien-1-one 
• 58661-23-7 2-Iod-5,6,6-trimethoxy-2,4-cyclohexadienon 
• 10351-91-4 1,7-Bis(2-hydroxy-3,4-dimethoxyphenyl)-heptan-1,7-dion 
• 32246-67-6 ω-(2-Hydroxy-3,4-dimethoxybenzoyl)-pentancarbonsaeure 
• 19283-81-9 2,3-dihydroxy-4-methoxybenzaldehyde 
• 82964-31-6 2'-(difluoroboryloxy)-3',4'-dimethoxychalcone 
• 101959-16-4 Methanesulfonic acid 2,3-dimethoxy-phenyl ester 
• 19672-10-7 3-<2,3-Dimethoxy-phenoxy>-butanon-(2) 
• 27983-18-2 1,2-dimethoxy-3-phenoxy-benzene 
• 19283-70-6 3,4-dimethoxysalicylaldehyde 
• 30839-37-3 3,8-Dimethoxy-[1,2]naphthochinon 
• 71706-82-6 2,3-Dimethoxyphenoxyacetonitril 
• 1026512-39-9 (E)-3-(3,4-Dimethoxy-phenyl)-acrylic acid 2,3-dimethoxy-phenyl ester 

Relevant articles and documents

Oxygen-Free Regioselective Biocatalytic Demethylation of Methyl-phenyl Ethers via Methyltransfer Employing Veratrol- O-demethylase

The cleavage of aryl methyl ethers is a common reaction in chemistry requiring rather harsh conditions; consequently, it is prone to undesired reactions and lacks regioselectivity. Nevertheless, O-demethylation of aryl methyl ethers is a tool to valorize natural and pharmaceutical compounds by deprotecting reactive hydroxyl moieties. Various oxidative enzymes are known to catalyze this reaction at the expense of molecular oxygen, which may lead in the case of phenols/catechols to undesired side reactions (e.g., oxidation, polymerization). Here an oxygen-independent demethylation via methyl transfer is presented employing a cobalamin-dependent veratrol-O-demethylase (vdmB). The biocatalytic demethylation transforms a variety of aryl methyl ethers with two functional methoxy moieties either in 1,2-position or in 1,3-position. Biocatalytic reactions enabled, for instance, the regioselective monodemethylation of substituted 3,4-dimethoxy phenol as well as the monodemethylation of 1,3,5-trimethoxybenzene. The methyltransferase vdmB was also successfully applied for the regioselective demethylation of natural compounds such as papaverine and rac-yatein. The approach presented here represents an alternative to chemical and enzymatic demethylation concepts and allows performing regioselective demethylation in the absence of oxygen under mild conditions, representing a valuable extension of the synthetic repertoire to modify pharmaceuticals and diversify natural products.

Reductive cleavage of aryl O-carbamates to phenols by the Schwartz reagent. Expedient link to the directed ortho metalation strategy?

A general, mild, and efficient method for the reductive cleavage of aryl O-carbamates to phenols, 1 → 2 using the Schwartz reagent is reported. The method is selective, tolerating a large number of functional groups; may be carried out by direct or by an economical in situ procedure; and, notably, establishes a synthetic connection to the directed ortho metalation strategy (Figure 1) allowing new entries into difficult to prepare contiguously substituted aromatics and heteroaromatics.

Facile and regioselective dealkylation of alkyl aryl ethers using niobium(V) pentachloride

A simple and facile method for the cleavage of carbon-oxygen bonds promoted by niobium pentachloride(V) is described. Excellent yields and regioselectivities were observed with various alkyl aryl ethers to give the phenols. NMR studies revealed the formation of monoaryloxy niobium salt(V), and a neighboring-group effect may play a significant role in the regioselectivity. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.