533-18-6

Basic information

• Product Name: O-TOLYL ACETATE
• Synonyms: 2-Methylphenyl ester of acetic acid;aceticacid,2-methylphenylester;Acetyl-o-cresol;o-Acetoxytoluene;o-Cresol acetate;o-Cresylic acetate;o-Methylphenyl acetate;FEMA 3072
• CAS NO: 533-18-6
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.17
• EINECS: 208-556-8
• Product Categories: Organics
• Mol File: 533-18-6.mol
• Article Data: 69

Chemical Properties

• Boiling Point: bp ~208°
• Flash Point: 84 °C
• Appearance: /
• Density: 1.05
• Refractive Index: 1.4980-1.5010
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water
• Merck: 14,2584
• CAS DataBase Reference: O-TOLYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: O-TOLYL ACETATE(533-18-6)
• EPA Substance Registry System: O-TOLYL ACETATE(533-18-6)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• Hazardous Substances Data: 533-18-6(Hazardous Substances Data)

Usage

Description

O-TOLYL ACETATE, also known as ortho-tolyl acetate or 2-methoxyphenyl acetate, is an organic compound commonly used as a flavoring agent and a fragrance component in various industries. It is a colorless to pale yellow liquid with a powerful, fruity, medicinal odor that becomes sweet floral upon dilution. O-TOLYL ACETATE has a sweet and fruity flavor at low levels and is combustible in nature. It is nearly insoluble in cold water but soluble in hot water and organic solvents.

Uses

Used in Flavor and Fragrance Industry:
O-TOLYL ACETATE is used as a flavoring agent for its sweet and fruity taste, adding a pleasant aroma to various food products and beverages. It is also used as a fragrance component in the perfumery industry, contributing to the creation of complex and long-lasting scents in perfumes and colognes.
Used in Chemical Synthesis:
O-TOLYL ACETATE serves as an important intermediate in the synthesis of various chemicals, including pharmaceuticals, dyes, and other specialty chemicals. Its versatile chemical properties make it a valuable building block for the development of new compounds with potential applications in different industries.
Used in Solvent Applications:
Due to its solubility in hot water and organic solvents, O-TOLYL ACETATE can be used as a solvent in certain chemical processes, facilitating reactions and improving the efficiency of various industrial applications.

Preparation

From sodium o-cresol and acetic anhydride.

InChI:InChI=1/C9H10O2/c1-7-5-3-4-6-9(7)11-8(2)10/h3-6H,1-2H3

Upstream product

• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 95-48-7 ortho-cresol 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 13507-15-8 acetamide hydrochloride 
• 118-90-1 ortho-methylbenzoic acid 
• 546-67-8 lead(IV) tetraacetate 
• 57006-69-6 (E,E)-sorbyl acetate 
• 201230-82-2 carbon monoxide 
• 2036-94-4 (dimethylamino)methyl acetate 
• 13254-15-4 sulfurous acid di-o-tolyl ester 
• 704-65-4 2-(bromomethyl)phenyl acetate 
• 10186-94-4 3,4-dinitro-phenyl-acetate 

Downstream Products

• 62790-79-8 2-(tert-butyldimethylsilyloxy)toluene 
• 876-02-8 4-hydroxy-3-methylphenyl methyl ketone 
• 699-91-2 2-acetyl-6-methylphenol 
• 95-48-7 ortho-cresol 
• 64-19-7 acetic acid 
• 141-78-6 ethyl acetate 
• 67-64-1 acetone 
• 35664-66-5 3-Acetoxy-4-methylbiphenyl 
• 105902-32-7 2-methyl-5-phenylphenol 
• 553-86-6 benzofuran-2(3H)-one 
• 614-75-5 2-Hydroxyphenylacetic acid 
• 704-65-4 2-(bromomethyl)phenyl acetate 
• 1799633-27-4 (2R)-2-{[(5S_a)-5-{3-chloro-2-methyl-4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl}-6-(5-fluorofuran-2-yl)thieno[2,3-d]pyrimidin-4-yl]oxy}-3-(2-{[1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl]methoxy}phenyl)propanoic acid 
• 13963-35-4 2-(phenylthio)toluene 

Relevant articles and documents

Submicron ZnO raspberries as effective catalysts for Fries rearrangement

o-Xylene-in-water emulsion droplets have been exploited as soft templates for the synthesis of submicrometer-sized raspberry-like ZnO morphologies. The optical properties, structure and morphology of the microstructures have been characterised by absorption and fluorescence spectroscopy, Fourier transform infrared spectroscopy, scanning electron microscopy, transmission electron microscopy, energy dispersive X-ray spectroscopy, X-ray diffraction and selected area electron diffraction analysis. It has been found that the microstructures could act as an environmentally benign and cost-effective alternative to conventional Lewis acid catalysts for the illustrious Fries rearrangement of o-methylphenyl acetate to 3-methyl-4-hydroxyacetophenone, employed as the model reaction and which has been probed by NMR spectroscopic studies.

An efficient method to prepare aryl acetates by the carbonylation of aryl methyl ethers or phenols

Synthesis of valuable chemicals from lignin based compounds is critical for the application of biomass. Here, we develop a method of preparing aryl acetates by the carbonylation of aryl methyl ethers or phenols under low CO pressure. Good to excellent yields of aryl acetates were obtained using different substrates, and a possible reaction mechanism was proposed by conducting a series of control experiments. This method may provide a potential way for the utilization of lignin.

Synthetic method of benzofuranone

The invention provides a synthetic method of benzofuranone. According to the method, o-cresol which is relatively easy to obtain is used as an initial raw material, and the target product benzofuranone is prepared through four-step reaction; and the whole preparation process is mild in condition, high in yield, easy to operate, small in environmental pollution and suitable for large-scale industrial production.