Methyl 2-(methylamino)benzoate

Product Name: Methyl 2-(methylamino)benzoate
CAS No.: 85-91-6
Chemical Name: Methyl 2-(methylamino)benzoate
Synonyms: DIMETHYL ANTHRANILATE;METHYL N-METHYLANTHRANILATE;Methyl methanthranilate;Benzoic acid, 2-(methylamino)-, methyl ester;DIMETHYLANTHRANILAT;METHYL METHYLANTHRANILATE;2-Methylaminomethyl benzoate;Dimethylanthanilate;3-Amino-2-butenamide;FEMA 2718
CBNumber: CB1755530
Molecular Formula: C9H11NO2
Formula Weight: 165.19
MOL File: 85-91-6.mol

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Methyl 2-(methylamino)benzoate Property

Melting point:: 17-19 °C(lit.)
Boiling point:: 256 °C(lit.)
Density: 1.126 g/mL at 25 °C(lit.)
vapor pressure: 2.74Pa at 25℃
FEMA: 2718 | METHYL N-METHYLANTHRANILATE
refractive index: n20/D 1.579(lit.)
Flash point:: >230 °F
storage temp.: 2-8°C
solubility: Miscible in all proportions with ethanol 96%, DMSO and diethyl ether.
pka: 2.80±0.10(Predicted)
form: <17°C Solid,>19°C Liquid
color: Colourless to Yellow
PH: 7-8 (H2O, 20℃)
Odor: at 100.00 %. fruity musty sweet neroli powdery phenolic wine
Odor Type: floral
biological source: synthetic
Water Solubility: 329.792mg/L at 30℃
JECFA Number: 1545
BRN: 607217
LogP: 2.81-3.08 at 25℃
CAS DataBase Reference: 85-91-6(CAS DataBase Reference)
NIST Chemistry Reference: Benzoic acid,o-(methylamino)-, methyl ester(85-91-6)
EPA Substance Registry System: Methyl N-methyl anthranilate (85-91-6)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-36/37/39-22
WGK Germany: 1
RTECS: CB3500000
TSCA: Yes
HS Code: 2922498590
Hazardous Substances Data: 85-91-6(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: W271810
Product name: Dimethyl anthranilate
Purity: natural, ≥98%, FG
Packaging: 100g
Price: $175
Updated: 2024/03/01

Sigma-Aldrich

Product number: W271810
Product name: Dimethyl anthranilate
Purity: natural, ≥98%, FG
Packaging: 1kg
Price: $1050
Updated: 2024/03/01

Sigma-Aldrich

Product number: W271802
Product name: Dimethyl anthranilate
Purity: ≥97%, FG
Packaging: 1kg
Price: $203
Updated: 2024/03/01

Sigma-Aldrich

Product number: W271802
Product name: Dimethyl anthranilate
Purity: ≥97%, FG
Packaging: 5kg
Price: $541
Updated: 2024/03/01

Sigma-Aldrich

Product number: W271802
Product name: Dimethyl anthranilate
Purity: ≥97%, FG
Packaging: 100g
Price: $76.5
Updated: 2023/01/07

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Methyl 2-(methylamino)benzoate Chemical Properties,Usage,Production

Description

Methyl n-methylanthranilate has an orange and mandarin peel-like odor with a musty, grape-like flavor. It is somewhat more berry-like than grape. May be prepared by methylation of methyl anthranilate or esterification of N-methylanthranilic acid.

Chemical Properties

Methyl-n-methylanthranilate has an orange and mandarin peel-like odor and a musty, grape-like flavor; somewhat more berry-like than grape.

Chemical Properties

Methyl N-Methylanthranilate is the main component of petitgrain oils from mandarin leaves and is also found in mandarin oil. It is a pale yellow, fluorescent liquid with a delicate mandarin odor. The ester can be prepared by methylation ofmethyl anthranilate. It is used in soap and cosmetic perfumes as well as in aromas, particularly for mandarin flavors.

Occurrence

Reported found in mandarin essential oil and mandarin leaves essential oil (50 to 76.5%); also reported in the oil from bulbs of Kaempferia ethelae L., in orange petitgrain, and in the oil from hyacinth flowers. Also reported found in starfruit, orange peel oil and grapefruit juice.

Uses

It is used as a flavorant in a wide range of foods (particularly flour and sugar confections).

Uses

Methyl 2-(Methylamino)benzoate is one of many volatile components from mango cultivars.

Definition

ChEBI: Methyl N-methylanthranilate is a methyl ester resulting from the formal condensation of the carboxy group of N-methylanthranilic acid with methanol. It has a role as a fungal metabolite, a plant metabolite and an animal metabolite. It is a benzoate ester, a methyl ester, a secondary amino compound and a substituted aniline. It is functionally related to a N-methylanthranilic acid.

Preparation

By methylation of methyl anthranilate or esterification of N-methylanthranillic acid.

Production Methods

Methyl N-methanthranilate is a component of mandarin and mandarin tree leaf essential oil. It is also found in oil from bulbs of Kaempferia ethelae L., hyacinth flowers, and orange petitgrain . It is synthesized by methylation of methyl anthranilate or esterification ofN-methylanthranilic acid.

Taste threshold values

Taste characteristics at 10 ppm: fruity grape skin, anthranilate-like with a woody and floral nuance

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 3373, 1984 DOI: 10.1021/jo00192a024

Toxicity evaluation

The acute oral LD₅₀ value in rats was reported as 3.7 ml/kg (Levenstein, 1974). The acute oral LD₅₀ in female rats was reported to be between 2.25 g/kg (no deaths) and 3.38 g/kg (100% deaths) (Gaunt, Sharratt, Grasso & Wright, 1970). The acute dermal LD₅₀ value in rabbits was reported as > 5 g/kg (Levenstein, 1974). The LC 50 for larvae of Tribolium destructor was found to be 0-1151 mg/cm3 (Vasechko, Kuznetsov, Smelyanets & Guznenok, 1970).

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. Combustible liquid. When heated to decomposition it emits toxic fumes of NOx. See also ESTERS.

Methyl 2-(methylamino)benzoate Preparation Products And Raw materials

Raw materials

Bis(methylthio)methane Methyl anthranilate Hydrogen peroxide Formaldehyde Nickel Acetic acid Iodomethane

Preparation Products

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Methyl 2-(methylamino)benzoate Suppliers

Americas 1 Australia 1 Belgium 1 China 193 Czech Republic 1 Europe 3 France 7 Germany 9 India 25 Italy 1 Japan 5 Mexico 1 Slovakia 1 South Africa 1 Spain 2 Switzerland 2 Ukraine 1 United Kingdom 17 United States 63 USA 1 Global 336

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VWR International

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View Lastest Price from Methyl 2-(methylamino)benzoate manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: Methyl 2-(methylamino)benzoate 85-91-6
Price: US $60.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 tons
Release date: 2024-11-20

Hebei Weibang Biotechnology Co., Ltd

Product: Methyl 2-(methylamino)benzoate 85-91-6
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100 mt
Release date: 2024-11-13

Shandong Deshang Chemical Co., Ltd.

Product: Methyl 2-(methylamino)benzoate 85-91-6
Price: US $8.00-5.30/kg
Min. Order: 1kg
Purity: 99.99%
Supply Ability: 10 tons
Release date: 2024-06-24

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N-Methyl methyl anthranilate

n-methylanthranilicacid,methyl

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Methyl N-methylanthranilate, 10 mM in DMSO

85-91-6

2CH3NHC6H4CO2CH3

CH3NHC6H4COOCH3

C9H11O2N

Organic Building Blocks

Esters