6342-70-7

Basic information

• Product Name: Methyl 3-methoxysalicylate
• Synonyms: METHYL 3-METHOXYSALICYLATE;METHYL 2-HYDROXY-3-METHOXY-BENZOATE;2-HYDROXY-3-METHOXYBENZOIC ACID METHYL ESTER;AKOS 214-56;RARECHEM AL BF 0033;Methyl 3-methoxysalicylate,Methyl 2-hydroxy-3-methoxybenzoate;3-Methoxysalicylic Acid Methyl Ester Methyl 2-Hydroxy-3-methoxybenzoate 2-Hydroxy-3-methoxybenzoic Acid Methyl Ester Methyl 2-Hydroxy-m-anisate 2-Hydroxy-m-anisic Acid Methyl Ester
• CAS NO: 6342-70-7
• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17
• EINECS: 228-737-5
• Product Categories: Acids and Derivatives;Alcohols and Derivatives;Aromatic Esters;Building Blocks;C8 to C9;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks
• Mol File: 6342-70-7.mol
• Article Data: 22

Chemical Properties

• Melting Point: 65-68 °C(lit.)
• Boiling Point: 256.1 °C at 760 mmHg
• Flash Point: 97.8 °C
• Appearance: /
• Density: 1.216 g/cm³
• Vapor Pressure: 0.00975mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 9.76±0.10(Predicted)
• CAS DataBase Reference: Methyl 3-methoxysalicylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-methoxysalicylate(6342-70-7)
• EPA Substance Registry System: Methyl 3-methoxysalicylate(6342-70-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 6342-70-7(Hazardous Substances Data)

Usage

General Description

Methyl 3-methoxysalicylate is an organic compound that is commonly used in the fragrance and flavor industry. It is a clear, colorless liquid with a sweet, floral odor. This chemical is often used as a fragrance ingredient in various personal care products, such as perfumes, lotions, and shampoo. It is also used as a flavoring agent in food products and as an additive in industrial and household products. Methyl 3-methoxysalicylate is synthesized through the esterification of 3-methoxysalicylic acid with methanol, and it is known for its strong and long-lasting aroma.

InChI:InChI=1/C9H10O4/c1-12-7-5-3-4-6(8(7)10)9(11)13-2/h3-5,10H,1-2H3

Upstream product

• 67-56-1 methanol 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 5368-81-0 methyl 3-methoxybenzoate 
• 877-22-5 3-methoxysalicylic acid 
• 196601-61-3 2-benzenesulfonyloxy-3-methoxy-benzoic acid 
• 2426-85-9 2-Hydroxy-3-methoxybenzaldehyde benzenesulfonate 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 107953-75-3 1,4-dimethoxy-1,3-bis(trimethylsilyloxy)-1,3-butadiene 
• 74-88-4 methyl iodide 
• 2150-42-7 methyl 2,3-dimethoxybenzoate 
• 186581-53-3 diazomethane 

Downstream Products

• 500798-31-2 2-acetoxy-3-methoxy-benzoic acid methyl ester 
• 104796-24-9 3-methoxy-2-(2-methoxy-2-oxoethoxy)benzoic acid methyl ester 
• 278175-50-1 methyl 3-methoxy-2-(perfluoro-1-butanesulfonyloxy)benzoate 
• 339539-06-9 methyl 2-(benzyloxy)-3-methoxybenzoate 
• 51294-57-6 7-Methoxy-3-hydroxy-1,2-benzisoxazol 
• 26750-81-2 alibendol 
• 703-98-0 1-(2-hydroxy-3-methoxyphenyl)ethanone 
• 1056028-67-1 (2S,3S,4R,5R,6R)-2,3-bis-benzyloxy-5-(3,4,5-tris-benzyloxy-6-benzyloxymethyltetrahydropyran-2-yl)benzoic acid 
• 1056028-66-0 (2S,3S,4R,5R,6R)-2,3-bis-benzyloxy-5-(3,4,5-trisbenzyloxy-6-benzyloxymethyltetrahydropyran-2-yl)benzoic acid methyl ester 
• 1175558-87-8 benzyloxy-5-benzyloxy-β-D-glucosyl-3,4-benzyloxysalicylate 
• 1056028-64-8 2,3-bis-benzyloxy-5-iodobenzoic acid methyl ester 
• 1056028-65-9 (2S,3S,4R,5R,6R)-2,3-bis-benzyloxy-5-(3,4,5-triacetoxy-6-acetoxymethyltetrahydropyran-2-yl)benzoic acid methyl ester 
• 1056028-63-7 2,3-dihydroxy-5-iodobenzoic acid methyl ester 

Relevant articles and documents

Phosphorescence at Low Temperature by External Heavy-Atom Effect in Zinc(II) Clusters

Luminescent ZnII clusters [Zn4L4(μ3-OMe)2X2] (X=SCN (1), Cl (2), Br (3)) and [Zn7L6(μ3-OMe)2(μ3-OH)4]Y2 (Y=I? (4), ClO4? (5)), HL=methyl-3-methoxysalicylate, exhibiting blue fluorescence at room temperature (λmax=416≈429 nm, Φem=0.09–0.36) have been synthesised and investigated in detail. In one case the external heavy-atom effect (EHE) arising the presence of iodide counter anions yielded phosphorescence with a long emission lifetime (λmax=520 nm, τ=95.3 ms) at 77 K. Single-crystal X-ray structural analysis and time-dependent density-functional theory (TD-DFT) calculations revealed that their emission origin was attributed to the fluorescence from the singlet ligand-centred (1LC) excited state, and the phosphorescence observed in 4 was caused by the EHE of counter anions having strong CH?I interactions.

Choleretic drug alibendol preparation method

The invention belongs to the field of drug synthesis, and provides an alibendol preparation method, which comprises: selecting 2-hydroxy-3-methoxybenzaldehyde as a raw material, selecting an efficientoxidative esterification catalyst, carrying out one-step oxidative esterification to obtain methyl 2-hydroxy-3-methoxybenzoate, carrying out a reaction on the methyl 2-hydroxy-3-methoxybenzoate and allyl bromide under the action of an alkali to generate methyl 2-allyloxy-3-methoxybenzoate, carrying out a para Claisen rearrangement reaction on the methyl 2-allyloxy-3-methoxybenzoate at a high temperature to obtain methyl 2-hydroxy-3-methoxy-5-allylbenzoate, and carrying out an aminolysis reaction in ethanolamine to generate alibendol. Compared with the traditional synthetic process, the new process of the present invention has characteristics of simple synthesis steps, convenient post-treatment and good product quality, and is suitable for industrial production.

Chromatography-free, Mitsunobu-triggered heterocyclizations of salicylhydroxamic acids to 3-hydroxybenzisoxazoles

The Mitsunobu reaction has become one of the most powerful tools to alkylate acidic pronucleophiles. A significant caveat of Mitsunobu chemistry, however, is that the reaction mixture is often plagued with purification problems owing to the phosphine oxide and hydrazine dicarboxylate by-products. In addition to the development of more readily separable Mitsunobu reagents, the product's physicochemical properties may be exploited to facilitate purification. In this regard, we present a swift and efficient preparation of 3-hydroxybenzisoxazoles by the Mitsunobu-triggered heterocyclizations of salicylhydroxamic acids, which can be isolated by an acid–base work-up. As expected, a range of functional groups was compatible with the chemistry.