Quick Search
CAS NO:93-58-3
EC NO:202-259-7
Methyl benzoate is an organic compound.
Methyl benzoate is an ester with the chemical formula C6H5CO2CH3.
Methyl benzoate is a colorless liquid that is poorly soluble in water, but miscible with organic solvents.
Methyl benzoate has a pleasant smell, strongly reminiscent of the fruit of the feijoa tree, and it is used in perfumery.
Methyl benzoate also finds use as a solvent and as a pesticide used to attract insects such as orchid bees.
Properties
Chemical formula C8H8O2
Molar mass 136.150 g·mol−1
Density 1.0837 g/cm3
Melting point −12.5 °C (9.5 °F; 260.6 K)
Boiling point 199.6 °C (391.3 °F; 472.8 K)
Magnetic susceptibility (χ) −81.95×10−6 cm3/mol
Refractive index (nD) 1.5164
Synthesis and reactions
Methyl benzoate is formed by the condensation of methanol and benzoic acid, in presence of a strong acid.
Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate. Nucleophiles attack the carbonyl center, illustrated by hydrolysis with addition of aqueous NaOH to give methanol and sodium benzoate.
Occurrence
Methyl benzoate can be isolated from the freshwater fern Salvinia molesta.
Methyl benzoate is one of many compounds that is attractive to males of various species of orchid bees, which apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study.
Cocaine hydrochloride hydrolyzes in moist air to give methyl benzoate; drug-sniffing dogs are thus trained to detect the smell of methyl benzoate.
Methyl benzoate appears as a crystalline solid or a solid dissolved in a liquid. Denser than water. Contact may slightly irritate skin, eyes and mucous membranes. May be slightly toxic by ingestion. Used to make other chemicals.
Methyl benzoate is a benzoate ester obtained by condensation of benzoic acid and methanol.
Methyl benzoate has a role as a metabolite and an insect attractant.
Methyl benzoate is a benzoate ester and a methyl ester.
Industry Uses
Corrosion inhibitors and anti-scaling agents
Flavor and Fragrance
Intermediates
Odor agents
Consumer Uses
Air care products
Non-TSCA use
Personal care products
Industry Processing Sectors
All other basic organic chemical manufacturing
Fragrances
Oil and gas drilling, extraction, and support activities
Synthetic dye and pigment manufacturing
Methyl benzoate has a pleasant, distinctive and persistent odor.
Methyl benzoate has been recognized as a chemical degradation product of cocaine. This fact contributes to a forensic procedure where the characteristic odor serves as qualitative indicator.
General description
Methyl benzoate is a volatile aromatic ester compound widely used in perfumery industries.
Methyl benzoate is naturally occurring in guava, mango, and kiwifruit.
Application
Methyl benzoate (C6H5CO2CH3) can be utilized as a precursor for:
Selective synthesis of benzaldehyde using supported manganese oxide catalysts.;
Preparation of benzophenone derivatives by reacting with aryl compounds via Friedel-Crafts acylation.
Methyl benzoate is an ester with the chemical formula C6H5COOCH3.
Methyl benzoate is formed by the condensation of methanol and benzoic acid.
Methyl benzoate is a colorless to slightly yellow liquid that is insoluble with water, but miscible with most organic solvents. Methyl benzoate is found in allspice.
Methyl benzoate is present in various flower oils, banana, cherry, pimento berry, ceriman (Monstera deliciosa), clove bud and stem, mustard, coffee, black tea, dill, starfruit and cherimoya (Annona cherimola).
Methyl benzoate is used in flavourings.
Methyl benzoate is one of many compounds that is attractive to males of various species of orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study.
Methyl benzoate is an aromatic substance with good dehydrating and alcohol detracting capacities. Generally it is used for paraffin embedding. After dehydration by increasing alcohol concentrations the sample is cleared by methyl benzoate and then embedded in paraffin.
Empirical formula C8H8O2
Molar mass (M) 136,2 g/mol
Density (D) 1,09 g/cm³
Boiling point (bp) 199,5 °C
Flash point (flp) 77 °C
Melting point (mp) -14,5 °C
WGK 1
CAS No. [93-58-3]
EG-Nr. 202-259-7
Methyl benzoate is a commonly used aromatic carboxylic acid esters, flavors, and fragrances in daily chemical industry of China with strong floral, fruity aroma and ylang and tuberose like nuances as well as phenol breath.
Methyl benzoate is naturally presented in ylang oil, tuberose oil, clove oil, oil of Kalanchoe and daffodils oil and some other kinds of essential oils.
Methyl benzoate is the food flavors allowed by the provision of the GB2760-1996 of China and can be used for modulation of strawberry, raspberry, cherry, pineapple, rum, vanilla beans and nuts flavor and some other kinds of flavor essence; it can be applied to food and can also be applied to daily flavor formulations for the preparation the base of ylang type and flower flavor type incense with the amount being less than 12%. There is no restriction in IFRA.
Methyl benzoate was identified as GRAS by FEMA with the FEMA number being 2683 and approved by the FDA for human administration. The Council of Europe has listed methyl benzoate into the table of artificial flavor which can be used for food and is harmless to the human health with the maximum amount being 61 mg/kg and ADI being 5 mg/kg.
Methyl benzoate is stable in air and can be slowly oxidized in the presence of an oxidizing agent; it can react with base and can subject to saponification with generating benzonic acid. Methyl benzoate can also have transesterification to prepare other kinds of benzoates; it is also susceptible to hydrolysis. According to the information provided by RIFM, the acute toxicity data of methyl benzoate: oral LD50: 3.4g/kg (rats).
The traditional method is based on the esterfication of the benzoate and methanol in the presence of sulfuric acid for generating methyl benzoate. Since the methyl benzoate is the intermediate in the production of polymer material-the by-product of dimethyl terephthalate. Therefore, we can try to isolate and obtain the product which can meet the perfumer specification from the crude methyl benzoate.
Methyl benzoate can not only be used for the preparation of rosette, geranium type and other flavors but also be used as the solvents of cellulose esters, cellulose ether, resins and rubber; it can also be used for the fiber dyeing of hydrophobic polyester and can shorten the dyeing time, reduce the dyeing temperature and improve the degree of wash fastness after dyeing fabric.
The above information is edited by the chemicalbook of Dai Xiongfeng.
Uses
Methyl benzoate can be used as the solvents of cellulose esters, cellulose ethers, synthetic resins and rubber as well as the dyeing auxiliary agent of polyester fiber.
Methyl benzoate can be used for the preparation of flavors.
Methyl benzoate can be used as the solvent in the microscopic analysis as well as the solvent for cellulose.
GB 2760-1996 provides it as allowable food flavors.
Methyl benzoate can be mainly used for the preparation of strawberry, raspberry, pineapple, cherry, vanilla beans, nuts and rum flavor.
Methyl benzoate is commonly used spices for formulating ylang, tuberose scent type.
Methyl benzoate can also be applied to daffodils, lavender, clove and savory type of Spanish leather. Being used in combination with rock rose product, oak moss or tree moss as well as vetiver oil, it can be used for preparing fern type to achieve pleasant scent.
Methyl benzoate can be applied to inexpensive detergent, bad-smell masking agents as well as industrial flavor.
Methyl benzoate can also be widely applied to food flavors such as strawberry type and so on.
For flavor preparation, it is also used as a cellulose ester, cellulose ether solvent, resin, rubber, etc.
Methyl benzoate can be used for organic synthesis; for the solvents of cellulose esters, cellulose ether, resin, rubber and so on; it can also be used as spice with rich aroma of wintergreen oil and cananga oil.
Methyl benzoate can be used for preparation of soap and cosmetics-purpose artificial ylang oil and sesame oil; it can also be used as food flavor for the preparation of strawberry, pineapple, cherries and rum.
Production method
Put through the hydrogen chloride gas into the methanol solution of the benzoic acid.
Methyl benzoate can be produced through the reaction of benzoic acid and dimethyl sulfate at elevated temperatures.
Methyl benzoate can be produced from the co-heating between benzoic acid and methanol in the presence of sulfuric acid.
Description
Methyl benzoate is an organic compound.
Methyl benzoate is an ester with the chemical formula C6H5CO2CH3.
Methyl benzoate is a colorless liquid that is poorly soluble in water, but miscible with organic solvents.
Methyl benzoate has a pleasant smell, strongly reminiscent of the fruit of the feijoa tree, and it is used in perfumery.
Methyl benzoate also finds use as a solvent and as a pesticide used to attract insects such as orchid bees.
Chemical Properties
Methyl Benzoate has been found in essential oils (e.g., ylang-ylang oil).
Methyl benzoate is a colorless liquid with a strong, dry-fruity, slightly phenolic odor.
Methyl benzoate can be converted simply into other benzoates by transesterification. Since methyl benzoate is a fairly large by-product in the manufacture of Terylene, earlier synthetic routes such as those starting from benzoic acid or benzoyl chloride have largely been abandoned.
Methyl benzoate is used in perfume bases, such as ylang-ylang and tuberose types.
Reactivity Profile
Methyl benzoate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
Methyl benzoate reacts with strong oxidizing agents and strong bases and hydrolyzes slowly in contact with water. .
Chemical Synthesis
Methyl benzoate is formed by the condensation of methanol and benzoic acid, in presence of a strong acid such as hydrochloric acid .
Methyl benzoate reacts both at the ring and the ester. Illustrative of its ability to undergo electrophilic substitution, methyl benzoate undergoes acidcatalysed nitration with nitric acid to give methyl 3-nitrobenzoate.
Methyl benzoate also undergoes hydrolysis with addition of aqueous NaOH to give methanol and sodium benzoate, which can be acidified with aqueous HCl to form benzoic acid.
Formula: C8H8O2 / C6H5COOCH3
Molecular mass: 136.1
Boiling point: 198-200°C
Melting point: -12°C
Relative density (water = 1): 1.09
Solubility in water: none
Vapour pressure, Pa at 39°C: 133
Relative vapour density (air = 1): 4.7
Flash point: 83°C c.c.
Octanol/water partition coefficient as log Pow: 2.12
Methyl benzoate is our low-cost alternative to high-purity qualities.
Methyl benzoate solvents provide adequate specifications with the most important parameters.
About this substance
Helpful information
Methyl benzoate is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 100 tonnes per annum.
Methyl benzoate is used by consumers, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
Consumer Uses
Methyl benzoate is used in the following products: washing & cleaning products, air care products, biocides (e.g. disinfectants, pest control products), polishes and waxes, cosmetics and personal care products and plant protection products.
Other release to the environment of Methyl benzoate is likely to occur from: indoor use as processing aid and outdoor use as processing aid.
Article service life
ECHA has no public registered data on the routes by which this substance is most likely to be released to the environment. ECHA has no public registered data indicating whether or into which articles the substance might have been processed.
Widespread uses by professional workers
Methyl benzoate is used in the following products: washing & cleaning products, plant protection products, polishes and waxes and cosmetics and personal care products.
Methyl benzoate is used in the following areas: agriculture, forestry and fishing, health services and scientific research and development.
Other release to the environment of Methyl benzoate is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use as processing aid.
Formulation or re-packing
Methyl benzoate is used in the following products: perfumes and fragrances, coating products, fertilisers, laboratory chemicals, lubricants and greases, polymers, washing & cleaning products and extraction agents.
Release to the environment of Methyl benzoate can occur from industrial use: formulation of mixtures.
Uses at industrial sites
Methyl benzoate is used in the following products: washing & cleaning products, laboratory chemicals, polymers, coating products, fertilisers, pH regulators and water treatment products, lubricants and greases, perfumes and fragrances and extraction agents.
Methyl benzoate has an industrial use resulting in manufacture of another substance (use of intermediates).
Methyl benzoate is used in the following areas: agriculture, forestry and fishing, offshore mining, health services and scientific research and development.
Methyl benzoate is used for the manufacture of: chemicals and plastic products.
Release to the environment of Methyl benzoate can occur from industrial use: in processing aids at industrial sites, as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid and in the production of articles.
Manufacture
Release to the environment of Methyl benzoate can occur from industrial use: manufacturing of the substance.
Methyl benzoate is used in perfumery.
Methyl benzoate also finds use as a solvent.
Methyl benzoate acts as an intermediate and odor agents. Further, it is used to attract insects such as orchid bees.
Methyl benzoate is also used for cellulose esters, cellulose ethers, synthetic resin and rubber solvent and polyester fibers to assist in the preparation of flavor.
Methyl Benzoate is a short chain alkyl benzoate that finds primary uses as perfume or flavoring agents. In perfume applications, it blends with ylang ylang, musk, rose, geranium, labdanumn oakmoss and vetivert.
Form: Liquid
Properties: Fragrant, colorless liquid not soluble in water.
Methyl benzoate is an organic compound.
Methyl benzoate is an ester with the chemical formula C6H5CO2CH3.
Methyl benzoate is a colorless liquid that is poorly soluble in water.
Methyl benzoate is a naturally occurring compound found in many oils of clove, ylang ylang, and tuberose. Studies suggest that Methyl benzoate is useful in the defense against insect herbivory in rice. In biological research, Methyl benzoate can be implemented as a biomarker in mold growth. Alternate studies indicate that Methyl benzoate can be used as a solvent for cellulose esters and ethers. In addition, Methyl benzoate is a component in resins and rubbers.
Methyl benzoate is an effective inhibitor of the influenza virus.
Form: liquid
Colour: colourless
Melting point: -12°C
Boiling point: 198 - 200°C
Flash point: 82°C
Methyl Benzoate, an organic compound and ester, can be used in perfumery, as a solvent, and as a solvent. Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use.
Methyl benzoate is an organic compound.
Methyl benzoate is an ester with the chemical formula C6H5CO2CH3.
Methyl benzoate is a colorless liquid that is poorly soluble in water, but miscible with organic solvents.
Methyl benzoate has a strong smell, and it is used in perfumery.
Methyl benzoate also finds use as a solvent and as a pesticide used to attract insects such as orchid bees.
Methyl benzoate can be isolated from the freshwater fern Salvinia molesta.
Methyl benzoate is one of many compounds that is attractive to males of various species of orchid bees, which apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study. Cocaine hydrochloride hydrolyzes in moist air to give methyl benzoate; drug-sniffing dogs are thus trained to detect the smell of methyl benzoate.
Methyl benzoate [93-58-3] has been found in essential oils e.g., ylang-ylang oil.
Methyl benzoate is a colorless liquid with a strong, dry-fruity, slightly phenolic odor. Methyl benzoate can be converted simply into other benzoates by transesterification. Since methyl benzoate is a fairly large by-product in the manufacture of terylene, earlier synthetic routes such as those starting from benzoic acid or benzoyl chloride have largely been abandoned.
Methyl benzoate is used in perfume bases, such as ylang-ylang and tuberose types.
Natural occurrence: Reported in the oils of tuberose (flowers), ylang-ylang, clove.Polianthes tuberosa.L. (flowers) and Narcissus jonquilla L (flowers).
Also reported found in banana, sweet and sour cherry, guava, orange juice, grapes, berries, papaya, peach, pineapple, peas, cassia leaf, clove bud, mustard, pepper, vinegar, Gruyere cheese, butter, yogurt, hop oil, cognac, coffee, tea, honey, olive, prune, mushroom, starfruit, mango, tamarind, rice, prickly pear, dill herb, soursop, cashew apple, basil, dried bonito, cherimoya, kiwifruit, myrtle berry, mountain papaya, Bourbon vanilla, Cape gooseberry, sapodilla, naranjilla, hog plum, pimento berry, German chamomile oil, bilberry, cranberry, black currant, tuberose, and clove.
The odour and uses of Methyl Benzoate
Odour=> harsh wintergreen cananga aromatic sweet fruity-narcotic-floral fruity Pungent heavy-sweet deep-floral odor of moderate to poor tenacity
Perfume-Uses=> Ylang Tuberose Tuberose Masking Agent Body Gives Good Body Clove Bilberry Narcotic-florals, Floral-types, Tuberose, Ylang-ylang, Industrial-perfumes, 'Peau d'Espagne' Detergents
Cherry Prune Blackcurrant Prune, Blackcurrant, Berry, Nut, Spice, Strawberry, Rum, Vanilla, Blackcurrant
Blends-well-with=> +Oakmoss +Sandalwood +Musks +para-Tolyl Methyl Ether +Vetiver Cinnamic Alcohol,
Methyl benzoate is a natural compound used in foods and cosmetics.
ARS scientists found that methyl benzoate kills several insect pests.
Methyl benzoate could be an environmentally friendly pesticide.
Its functions (INCI)
Preservative : Inhibits the development of microorganisms in cosmetic products.
Skin conditioning : Keeps the skin in good condition
Solvent : Dissolves other substances
Perfuming : Used for perfume and aromatic raw materials
Emollient : Softens and smoothes the skin
Masking : Reduces or inhibits the odor or basic taste of the product
Methyl benzoate could not be classified as specific target organ toxic compound, since one key and two supporting studies show the potential toxicity above the guidance values (specific target organ toxicity - repeated exposure).
Methyl benzoate is formed by the condensation of methanol and benzoic acid.
Methyl benzoate is a colorless to the slightly yellow liquid that is insoluble in water, but miscible with most organic solvents.
Features:
Pleasant smell
Strongly reminiscent
Used to attract insects
IUPAC names
benzoic acid methyl ester
benzoic acid methyl ester
BME
Methyl Bensoate
METHYL BENZOATE
Methyl Benzoate
Methyl benzoate
methyl benzoate
Methyl benzoate
methyl benzoate
Methylbenzoaat
SYNONYMS:
202-259-7 [EINECS]
93-58-3 [RN]
Benzoate de méthyle [French] [ACD/IUPAC Name]
Benzoato di metile [Italian]
Benzoesäuremethylester [German]
benzoic acid methyl ester
Benzoic acid, methyl ester [ACD/Index Name]
Methyl benzenecarboxylate
Methyl benzoate [ACD/IUPAC Name]
Methylbenzoaat [Dutch]
Methylbenzoat [German]
Methyl-benzoat [German] [ACD/IUPAC Name]
methylbenzoate
Methylester kyseliny benzoove [Czech]
metil benzoato [Portuguese]
MFCD00008421 [MDL number]
202-284-3 [EINECS]
204995-53-9 [RN]
208396-40-1 [RN]
25764-08-3 [RN]
442197-98-0 [RN]
5-22-02-00059 [Beilstein]
68661-19-8 [RN]
91929-46-3 [RN]
Benzoic acid-methyl ester
Clorius
Clorius (VAN)
Guaiacol Impurity E
Other names: Methyl benzoate; Clorius; Methyl benzenecarboxylate; Niobe oil; Oil of Niobe; Essence of niobe; Methylester kyseliny benzoove; Oxidate le; UN 2938; Methyl ester of benzoic acid; Oniobe oil; NSC 9394
