122-91-8

Basic information

• Product Name: 4-METHOXYBENZYL FORMATE
• Synonyms: 4-methoxy-benzenemethanoformate;anisyl;Benzenemethanol,4-methoxy-,formate;FEMA 2101;ANISYL FORMATE;4-METHOXYBENZYL FORMATE;ANISYL FORMATE 90+% FCC;Formic acid 4-methoxybenzyl ester
• CAS NO: 122-91-8
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• EINECS: 204-582-9
• Mol File: 122-91-8.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 220 °C(lit.)
• Flash Point: 113 °C
• Appearance: /
• Density: 1.035 g/mL at 25 °C(lit.)
• Vapor Pressure: 6.159Pa at 25℃
• Refractive Index: n20/D 1.523(lit.)
• Water Solubility: 2.679g/L at 25℃
• CAS DataBase Reference: 4-METHOXYBENZYL FORMATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYBENZYL FORMATE(122-91-8)
• EPA Substance Registry System: 4-METHOXYBENZYL FORMATE(122-91-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 122-91-8(Hazardous Substances Data)

Usage

Description

4-METHOXYBENZYL FORMATE, also known as Anisyl formate, is a synthetic flavoring agent with a floral, sweet, and herbaceous-green odor. It is a fairly stable, colorless to light yellow liquid that is soluble in 5.5 volumes of 70% alcohol and has a lilac scent. It is combustible and should be stored in glass, tin, or resin-lined containers.

Uses

Used in Perfumery:
4-METHOXYBENZYL FORMATE is used as a fragrance ingredient for its sweet, spicy, and vanilla-like odor with powdery fruity nuances, enhancing the overall scent of perfumes.
Used in Flavoring Industry:
4-METHOXYBENZYL FORMATE is used as a flavoring agent for its floral and sweet taste, adding a unique flavor to various products such as beverages, candy, and baked goods. It is particularly used in berry flavors at concentrations of 3-10 ppm.
Used in Food Industry:
4-METHOXYBENZYL FORMATE is used as a flavor enhancer in the food industry, providing a sweet, vanilla, and spice taste with fruity heliotropine-like nuances at a taste threshold value of 50 ppm.
Occurrence:
4-METHOXYBENZYL FORMATE has been reported to be found in natural sources such as Vanilla fragrans and Ribes species, which contribute to its desirable flavor and aroma characteristics.

Preparation

By direct esterification of anisic alcohol with formic acid.

Flammability and Explosibility

Notclassified

Metabolism

Esters of benzyl alcohol, such as the acetate, are rapidly hydrolysed in vivo to benzyl alcohol, which is then oxidized. The expected general reaction of primary aromatic alcohols in the animal body is oxidation to the corresponding aromatic acid, which is usually excreted as a glycine conjugate and to a lesser extent as an ester glucuronide. In rabbits, benzyl alcohol is almost entirely converted to benzoic acid, which is excreted mainly as hippuric acid . In substituted anisoles with a carboxyl group or a potential carboxyl group attached to the aromatic ring, the ether link is relatively stable(Williams, 1959).

InChI:InChI=1/C9H10O3/c1-11-9-4-2-8(3-5-9)6-12-7-10/h2-5,7H,6H2,1H3

Upstream product

• 77287-34-4 formamide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 64-18-6 formic acid 
• 195392-61-1 4-formyloxy-1-[1'-(4-methoxybenzyloxy)propan-3'-yl]azetidin-2-one 
• 109-94-4 formic acid ethyl ester 
• 18494-82-1 2-(4-methoxy-benzyloxy)-tetrahydro-pyran 
• 14629-56-2 trimethyl(4-methoxybenzyloxy)silane 
• 195392-62-2 1-[1'-(4-methoxybenzyloxy)propan-3'-yl]-4-vinyloxyazetidin-2-one 
• 50-00-0 formaldehyd 
• 120-44-5 1,4-di(4-methoxyphenyl)ethanone 
• 64-17-5 ethanol 

Downstream Products

• 133788-00-8 6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one 
• 67-56-1 methanol 
• 5405-95-8 4,4'-dimethoxydibenzyl ether 
• 105-13-5 4-Methoxybenzyl alcohol 

Relevant articles and documents

Selective Production of Diethyl Maleate via Oxidative Cleavage of Lignin Aromatic Unit

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Application of polydopamine sulfamic acid-functionalized magnetic Fe3O4 nanoparticles (Fe3O4@PDA-SO3H) as a heterogeneous and recyclable nanocatalyst for the formylation of alcohols and amines under solvent-free conditions

Herein, formylation of structurally different amines and alcohols with ethyl formate was carried out in the presence of a catalytic proportion of sulfonic acid supported on polydopamine (PDA)-encapsulated Fe3O4 nanoparticles as a heterogeneous, recyclable, and greatly efficient catalyst; this method provided the corresponding N-formyl compounds in good to excellent yields under solvent-free conditions. The magnetically catalytic system was recovered, by-passing the time-consuming filtration operation using an external magnet device. This procedure also increases the purity of the product and promises economic and ecological advantages. Furthermore, the recovery and reuse of the catalyst was demonstrated five times without detectable loss in the activity.

Br?nsted acidic ionic liquid supported on rice husk ash (RHA-[pmim]HSO4): A highly efficient and reusable catalyst for the formylation of amines and alcohols

In this work, rice husk ash (RHA), as a natural source of amorphous silica, was used as a support for the immobilization of 1-methyl-3-(trimethoxysilylpropyl)-imidazolium hydrogen sulfate. The immobilized acidic ionic liquid was characterized with a variety of techniques including infrared spectroscopy (FT-IR), X-ray diffraction (XRD), thermogravimetric analysis (TGA), scanning electron microscopy (SEM) and pH analysis. The catalytic performance of this heterogeneous ionic liquid was probed for the N-formylation of a variety of amines using formic acid under solvent free conditions. It is also useful for the formylation of benzylic alcohols. The procedure gave the products in excellent yields in very short reaction times. Also this catalyst can be reused ten times without loss of its catalytic activity.