oral-rat LD50: 2910 mg/kg; oral-mouse LD50: 3900 mg/kg
Stimulate Data Skin-Rabbit 500 mg/24 h moderate
Fire extinguishing agent
dry powder, foam, sand, carbon dioxide, mist water.
Accurately weigh about 1.0 g of the sample; determine the amount based on the ester assay (OT-18). The equivalent factor (e) in the calculation takes 75.59.
Flammability Hazardous characteristics
Flammable; combustion produces toxic nitrogen oxide fumes
Dissolve the anthranilic acid in 5 times the volume of methanol; send into hydrogen chloride; stand 1 h after saturation; then heat to reflux 1h; steam the excess amount of methanol, add sodium hydroxide solution, make it precipitated and obtain the final product through steam distillation or vacuum distillation.
In the presence of sulfuric acid, the o-nitrobenzoic acid and methanol are subject to esterification to generate o-nitrobenzoic acid methyl ester, and then reduced by stannous chloride in ethanol solution, neutralized with alkali and then subject to steam distillation to derive it.
It can be obtained through the esterification of o-benzoyl formate sodium, sodium hypochlorite and methanol.
In nature, o-aminobenzoic acid methyl ester exists in the tower flower oil, orange blossom oil, ylang, jasmine oil, tuberose oil and so on. Industrial manufacturing is generally achieved by esterification of o-aminobenzoic acid with methanol. The anthranilic acid methanol solution was heated to 65 ° C; add drop wise of sulfuric acid, and generate the sulfate of methyl anthranilate upon reaction at 75 °C. Then neutralize with sodium hydroxide solution to precipitate methyl anthranilate. After extraction with toluene, the toluene extract is washed and the toluene is distilled off. The crude o-aminobenzoate is subjected to vacuum distillation under the conditions of sodium carbonate. The finished fraction is cooled to below 12-15 ° C so that the methyl anthranilate is precipitated out. Another method is by the phthalic anhydride by ammoniation, degradation and esterification to obtain this product.
To the 0 ℃ of ammonia, add phthalic anhydride within 1~2 min. When the temperature rose to 48~50 ℃, add 5 ℃ sodium hydroxide solution; control the temperature at 70 ℃ so that the reaction liquid is maintained alkaline. Under the 60~65 ℃, drain the ammonia for 10 h to obtain the sodium o-formamidobenzoate solution. The mixture was cooled to-12 °C; methanol was added at-10 °C, and a solution of sodium hypochlorite at-10 ° C was added with stirring, and the mixture was allowed to react at 0 °C for 1 hour. And then heat to about 20 ℃. Use potassium iodide starch solution to test until a colorless reaction is reached. Heat to 45 °C to dissolve, transfer into the sedimentation tank for 8h, separate out the mother liquor, take the oil layer for filtration and then stand for layering to obtain the o-aminobenzoic acid methyl ester with the yield of 90% or more.
ChEBI: A benzoate ester that is the methyl ester of anthranilic acid.
An amine and ester. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. 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.
It appears as colorless to pale yellow liquid; it has blue fluorescence with orange blossom aroma. It has a freezing point of 24 °C with a boiling point of 273 ° C and a temperature of 132 ° C (1.87 kPa). It is soluble in ethanol, ether and other organic solvents, slightly soluble in water and glycerol. Rat oral LD50:2910mg/kg, Adl 0~1.5mg/kg (FAO/WHO1994).
ADI 0~1.5 mg/kg FAO/WHO, 1994);
GRAS (FDA, § 182.60, 2000);
LD50: 2910mg/kg (rat, oral);
yellow to orange liquid with a smell of orange blossom
As perfume for ointments; manufacture of synthetic perfumes.
A useful synthetic intermediate.
Clear colorless to tan liquid with an odor of grapes. Has light blue fluorescence.
Amount of usage limit
FEMA (mg/kg 1998 revised): baked goods 38; no alcohol drinks 40; alcoholic beverages 0.2 to 2.0; gums 200 to 1583; frozen dairy products 40; fruit ice 40; gel, pudding 20; 80~161; jam, jelly 6; soft candy 80.
warehouse ventilated, low temperature and dry.
Air & Water Reactions
Methyl anthranilate is sensitive to air and light. Slightly water soluble .
- O-aminobenzoic acid methyl ester is allowable food spices as provided in the "food additives use health standards" in China. It can be used for the preparation of watermelon, citrus, grapes, strawberries and other fruit flavor and wine flavor. Its usage amount in chewing gum is 2200mg/kg; in candy, it is 56mg/kg; in pudding, it is 23 mg/kg; cold drink: 21mg/kg; baking food: 20mg/kg; soft drinks: 16rng/kg; alcohol: 0.2mg/kg.
- This product can be used as intermediates of pesticide and saccharin. Methyl anthranilate has a sweet aroma of towers and have a grape-like flavor upon dilution. It can be used for the blend of cheap artificial flower oil as well as for soap spice or grape flavor. China GB 2760-86 provides it as allowable food spices. It is mainly used to prepare grapes, citrus, rosley, strawberries and watermelon and other flavor. Anthranilates can react with aldehyde to produce valuable soap-based spices. For example, hydroxy aromatic aldehyde can react with the methyl anthranilate to obtain the following spices. This kind of fragrance has a commercially available product under the trade name Aurantiol. Rat-oral has a LD50: 2910mg /kg; for mice, it is 3900mg/kg.
- Used for organic synthesis
- Used for the synthesis of spices, drugs and so on.
- GB 2760-1996 provides it as temporarily allowable food spices. It is mainly used to prepare grapes, citrus, rosley, strawberries and watermelon and other types of flavor, but also as the raw materials for the preparation of artificial orange oil.
- It can be used to prepare flavors of jasmine, orange blossom, gardenia, narcissus, tuberose, white orchid and ylang. It is often used in combination with orange leaf oil in the oriental flavor, heavy flower type and sweet wood type. In the edible flavor, it is not only suitable for grape type, but also for berries, strawberries, watermelon, honey, citrus and other types. It can also be used in wine flavor.
Methyl anthranilate is combustible.