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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
Molecular Weight:
165.19
MDL Number:
MFCD00017183
MOL File:
85-91-6.mol
MSDS File:
SDS
Last updated:2023-08-30 19:07:15

Methyl 2-(methylamino)benzoate Properties

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℃
refractive index n20/D 1.579(lit.)
FEMA 2718 | METHYL N-METHYLANTHRANILATE
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)
color Colourless to Yellow
PH 7-8 (H2O, 20℃)
Odor at 100.00 %. fruity musty sweet neroli powdery phenolic wine
Odor Type floral
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)
Substances Added to Food (formerly EAFUS) METHYL N-METHYLANTHRANILATE
EWG's Food Scores 1-3
FDA UNII 5Z37T562P9
NIST Chemistry Reference Benzoic acid,o-(methylamino)-, methyl ester(85-91-6)
EPA Substance Registry System Methyl N-methyl anthranilate (85-91-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P264-P280-P305+P351+P338-P337+P313
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
NFPA 704
2
1 0

Methyl 2-(methylamino)benzoate price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W271810 Dimethyl anthranilate natural, ≥98%, FG 85-91-6 100g $175 2024-03-01 Buy
Sigma-Aldrich W271810 Dimethyl anthranilate natural, ≥98%, FG 85-91-6 1kg $1050 2024-03-01 Buy
Sigma-Aldrich W271802 Dimethyl anthranilate ≥97%, FG 85-91-6 1kg $203 2024-03-01 Buy
Sigma-Aldrich W271802 Dimethyl anthranilate ≥97%, FG 85-91-6 5kg $541 2024-03-01 Buy
Sigma-Aldrich W271802 Dimethyl anthranilate ≥97%, FG 85-91-6 100g $76.5 2023-01-07 Buy
Product number Packaging Price Buy
W271810 100g $175 Buy
W271810 1kg $1050 Buy
W271802 1kg $203 Buy
W271802 5kg $541 Buy
W271802 100g $76.5 Buy

Methyl 2-(methylamino)benzoate Chemical Properties,Uses,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 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.

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.

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

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

Uses

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

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.

Preparation

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

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.

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.

Global( 320)Suppliers
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View Lastest Price from Methyl 2-(methylamino)benzoate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyl 2-(methylamino)benzoate pictures 2023-09-06 Methyl 2-(methylamino)benzoate
85-91-6
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
Methyl 2-(methylamino)benzoate pictures 2023-08-30 Methyl 2-(methylamino)benzoate
85-91-6
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Methyl 2-(methylamino)benzoate pictures 2023-05-28 Methyl 2-(methylamino)benzoate
85-91-6
US $0.00-0.00 / kg 1kg 0.99 5000000kg Hebei Yibangte Import and Export Co. , Ltd.
METHYL 2-(N-METHYLAMINO)BENZOATE METHYL 2-METHYLAMINOBENZOATE METHYL O-(METHYLAMINO)BENZOATE FEMA 2718 2-METHYLAMINOBENZOIC ACID METHYL ESTER N-METHYLANTHRANILIC ACID METHYL ESTER N-METHYL-2-AMINOBENZOIC ACID METHYL ESTER 2-Methylaminomethylbenzoate Anthranilic acid, N-methyl-, methyl ester Methyl 2-methylaminobenzoate, tech. Methyl-N-methylanthranilat 2-(methylamino)-benzoicacimethylester DIMETHYL ANTHRANILATE, NATURAL DIMETHYL ANTHRANILATE, SYNTHETIC (CH3NH)C6H4CO2CH3 Dimethyl anthranilate ,98% Dimethyl anthranilate,Methyl N-methylanthranilate Methyl N-methylanthranilate, 2-(Methoxycarbonyl)-N-methylaniline b-Aminocrotonamide 2-Methylaminobenzoic acid methyl o-(Methylamino)benzoic acid methyl ester N-Methyl-2-aminobenzoic Acid Methyl Ester N-Methylanthranilic Acid Methyl Ester Methyl N-Methyl-2-aminobenzoate METHYL-N-METHYL ANTHRANILATE FOR SYNTHES Benzoicacid,2-(methylamino)-,methylester Me N-methylanthranilate Methyl benzoate, 2-methylamino Methyl methylaminobenzoate Methyl m-methylanthranilate Methyl N-methyl-o-anthranilate methylmethanthranilate N-Methyl methyl anthranilate n-methylanthranilicacid,methyl n-methyl-anthranilicacimethylester N-Methylanthranilic acid methyl ester~Methyl 2-methylaminobenzoate DIMETHYL ANTHRANILATE 97+% DIMETHYL ANTHRANILATE 98+% NATURAL & N-Methylanthranilic Acid Methyl Ester Methyl N-Methylanthranilate N-Methyl-2-aminobenzoic Acid Methyl Ester methyl 2-(methylamino)benzoate 5-(2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl)pentanoic acid (13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl) ester MethylN-Methylanthranilate> Methyl N-Methyl-2-aminobenzoate Methyl 2-(methylamino)benzoate USP/EP/BP Dimethyl Anthranilate 6878001 METHYL N-METHYLANTHRANILATE METHYL METHYLANTHRANILATE DIMETHYL ANTHRANILATE 2-Methylaminomethyl benzoate DIMETHYLANTHRANILAT 3-Amino-2-butenamide Benzoic acid, 2-(methylamino)-, methyl ester Methyl methanthranilate Dimethylanthanilate 85-91-6 2CH3NHC6H4CO2CH3 CH3NHC6H4COOCH3 C9H11O2N Organic Building Blocks Esters C8 to C9