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Methyl anthranilate

Content analysis Chemical properties Amount of usage limit Application Preparation Category Toxic Toxicity Acute toxicity Flammability Hazardous characteristics Storage characteristics Fire extinguishing agent
Methyl anthranilate
Methyl anthranilate
CAS No.
134-20-3
Chemical Name:
Methyl anthranilate
Synonyms
NEROLI;FEMA 2682;Nevoli oil;2-AMinobenzoic;Methyl anthanilate;methyl anthranlate;Methyl antranilate;METHYL ANTHRANILATE;Carbomethoxyaniline;Methyl anthranylate
CBNumber:
CB0722306
Molecular Formula:
C8H9NO2
Formula Weight:
151.16
MOL File:
134-20-3.mol

Methyl anthranilate Properties

Melting point:
24 °C(lit.)
Boiling point:
256 °C(lit.)
Density 
1.168 g/mL at 25 °C(lit.)
vapor pressure 
1 mm Hg ( 20 °C)
refractive index 
n20/D 1.582(lit.)
FEMA 
2682 | METHYL ANTHRANILATE
Flash point:
220 °F
storage temp. 
-20°C Freezer
solubility 
alcohol: freely soluble(lit.)
form 
Liquid
color 
Clear yellow-brown
PH
7.5-8 (H2O, 20℃)Aqueous solution
explosive limit
1.4-7.8%(V)
Water Solubility 
slightly soluble
Sensitive 
Air Sensitive
Merck 
14,6020
BRN 
606965
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
VAMXMNNIEUEQDV-UHFFFAOYSA-N
CAS DataBase Reference
134-20-3(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 2-amino-, methyl ester(134-20-3)
EPA Substance Registry System
Benzoic acid, 2-amino-, methyl ester(134-20-3)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  1
RTECS  CB3325000
21
Autoignition Temperature 986 °F
TSCA  Yes
HS Code  29224995
Hazardous Substances Data 134-20-3(Hazardous Substances Data)
Toxicity LD50 orally in rats, mice: 2910, 3900 mg/kg, P. M. Jenner et al., Food Cosmet. Toxicol. 2, 327 (1964)
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H303 May be harmfulif swallowed Acute toxicity,oral Category 5 P312
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
Precautionary statements:
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Methyl anthranilate price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W268208 Methyl anthranilate ≥98%, FCC, FG 134-20-3 sample-k $40 2018-11-13 Buy
Sigma-Aldrich 236454 Methyl 2-aminobenzoate ReagentPlus , ≥99% 134-20-3 50g $71.2 2018-11-13 Buy
TCI Chemical A0500 Methyl Anthranilate >99.0%(GC)(T) 134-20-3 25mL $12 2018-11-22 Buy
TCI Chemical A0500 Methyl Anthranilate >99.0%(GC)(T) 134-20-3 100mL $26 2018-11-22 Buy
Alfa Aesar A15681 Methyl anthranilate, 99% 134-20-3 500g $43.2 2018-11-13 Buy

Methyl anthranilate Chemical Properties,Uses,Production

Content analysis

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.

Chemical properties

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).

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.

Application

Preparation

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.

Category

Flammable liquids

Toxic

grading poisoning

Toxicity

ADI 0~1.5 mg/kg FAO/WHO, 1994);
GRAS (FDA, § 182.60, 2000);
LD50: 2910mg/kg (rat, oral);

Acute toxicity

oral-rat LD50: 2910 mg/kg; oral-mouse LD50: 3900 mg/kg
Stimulate Data Skin-Rabbit 500 mg/24 h moderate

Flammability Hazardous characteristics

Flammable; combustion produces toxic nitrogen oxide fumes

Storage characteristics

warehouse ventilated, low temperature and dry.

Fire extinguishing agent

dry powder, foam, sand, carbon dioxide, mist water.

Chemical Properties

yellow to orange liquid with a smell of orange blossom

Uses

A useful synthetic intermediate.

Definition

ChEBI: A benzoate ester that is the methyl ester of anthranilic acid.

Uses

As perfume for ointments; manufacture of synthetic perfumes.

General Description

Clear colorless to tan liquid with an odor of grapes. Has light blue fluorescence.

Air & Water Reactions

Methyl anthranilate is sensitive to air and light. Slightly water soluble .

Reactivity Profile

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.

Fire Hazard

Methyl anthranilate is combustible.

Safety Profile

Moderately toxic by ingestion. Experimental reproductive effects. A skin irritant. See also ESTERS. Combustible liquid. When heated to decomposition it emits toxic fumes of NOx.

Methyl anthranilate Preparation Products And Raw materials

Raw materials

Preparation Products


Methyl anthranilate Suppliers

Global( 291)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
JingJiang Connect Chemical manufacturing Co., Ltd.
0523-80501690 15252623102
0523-84506952 andy@katchemical.com CHINA 59 55
Capot Chemical Co.,Ltd.
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+86 (0)571-858 647 95 sales@capotchem.com China 19958 60
Henan DaKen Chemical CO.,LTD.
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0371-55170693 info@tianfuchem.com CHINA 20795 55
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career henan chemical co
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0592-3776077 xmpt.mike@xm-pioneer.com China 50 64
Zhengzhou HongSheng Pharmaceutical Co., Ltd. 0371-55695890 0371-55697329
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View Lastest Price from Methyl anthranilate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-07-23 Methyl anthranilate
134-20-3
US $900.00 / KG 25KG 99% 500tons career henan chemical co

Methyl anthranilate Spectrum


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