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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)
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)
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

Preparation Products

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Methyl 2-(methylamino)benzoate Suppliers

HUBEI CHANGYAO BIOTECHNOLOGY CO LTD
Tel
17683887209
Email
906856569@qq.com
Country
China
ProdList
2178
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Shanghai Jieshikai Biotechnology Co. , Ltd.
Tel
021-57520305 15026420323
Email
sunchao@jskchem.com
Country
China
ProdList
49036
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58
Jay Chemicals
Tel
13732234254
Email
yogesh.dama@jaychemicals.co.in
Country
China
ProdList
39
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58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94838
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76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
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69
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
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81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
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Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18217
Advantage
66
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
Advantage
59
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View Lastest Price from Methyl 2-(methylamino)benzoate manufacturers

Hebei Duling International Trade Co. LTD
Product
Methyl 2-(methylamino)benzoate 85-91-6
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2023-03-17
Hebei Guanlang Biotechnology Co., Ltd.
Product
Methyl 2-(methylamino)benzoate 85-91-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2023-03-02
Hebei Mojin Biotechnology Co., Ltd
Product
Methyl 2-(methylamino)benzoate 85-91-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-30

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