Dimethyl anthranilate
Methyl 2-methylaminobenzoate ; Methyl 2-(methyl amino) benzoate ; Methyl 2-(methylamino) benzoate ; Methyl 2-amino-3-methylbenzoate ; Methyl 2-amino-3-methylbenzenecarboxylate ; Methyl 2-methylaminobenzoate ;Mmethyl 3-methylanthranilate ; Methyl methyl anthranilate ; Methyl methanthranilate ; Methyl anthranilate methyl ; Methyl N-methyl anthranilate ; Methyl N-methyl-2-aminobenzoate ; Methyl 2-methylaminobenzoate
Photo credits: ScenTree SAS
General Presentation
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CAS N° : : 85-91-6
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EINECS number : 201-642-6
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FEMA number : 2718
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Density : 1,138
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Optical rotation : Lorem Ipsum
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Allergens : This ingredient does not contain any allergen.
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Refractive Index @20°C : Lorem Ipsum
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Volatility : Heart
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Price Range : €€
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Appearance : Orange liquid
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FLAVIS number : 09.781
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JECFA number : 480
Information on synthetic ingredients
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Acid Value : Lorem Ipsum
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Boiling Point : 256°C
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Detection Threshold : Donnée indisponible.
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Molecular formula : C9H11NO2
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Log P : 2,69
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Molecular Weight : 165,19 g/mol
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Fusion Point : 18°C
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Flash Point : 91°C
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Vapor pressure : Lorem Ipsum
Uses
Other comments :
Methyl Anthranilate is more associated with Orange Blossom Absolute notes and fruity notes of wild strawberry than Dimethyl Anthranilate, closer to Mandarin Yellow EO.
Stability :
Can color through time. As Methyl Anthranilate, this compound is well known for synthesizing Schiff bases by reacting espacially with aldehydes. These compounds can have an olfactive interest but are still a source of coloration in perfume concentrates and perfumes besides others. This is why this raw material is used is small quantities.
Very unstable in acidic products, except fabric conditioners, and in very basic products
Uses in perfumery :
Dimethyl Anthranilate is used in floral and fruity notes. Very useful in tangerine accords. May be associated with warm woods, but less with fresher woods.
Year of discovery :
Data not available.
Isomerism :
Dimethyl Anthranilate does not have any isomer used in perfumery.
Synthesis precursor :
Dimethyl Anthranilate easily produces Schiff bases by reaction with aldehydes.
Natural availability :
Dimethyl Anthranilate is one of the major constituents of the Petitgrain Mandarin EO and is also present in Mandarin Yellow EO. It can be extracted from these oils in its natural state.
Synthesis route :
Dimethyl Anthranilate is prepared from Methyl Anthranilate by a methylation reaction of the amine function of the molecule. This reaction is made in an acid medium.
Regulations & IFRA
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IFRA 51th : This ingredient is restricted by IFRA
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Restriction type : RESTRICTION_SPECIFICATION
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Cause of restriction : PHOTOTOXICITY, POTENTIAL OF NITROSAMINE FORMATION
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Amendment : 49
- Quantitative limit on the use :
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Cat.1 Cat.2 Cat.3 Cat.4 Cat.5A Cat.5B Cat.5C Cat.5D Cat.6 0,1 % 0,1 % 0,1 % 0,1 % 0,1 % 0,1 % 0,1 % 0,1 % 0,1 % Cat.7A Cat.7B Cat.8 Cat.9 Cat.10A Cat.10B Cat.11A Cat.11B Cat.12 No Restriction 0,1 % 0,1 % No Restriction No Restriction 0,1 % No Restriction 0,1 % No Restriction
Comments :
The Standard is set due to the phototoxic effects of Methyl N-methylanthranilate. For more detailed information on the application of this Standard, please refer to the note on phototoxic ingredients in chapter 1 of the Guidance for the use of IFRA Standards. This material has been identified for having the potential of forming nitrosamines in nitrosating systems. Downstream users therefore have to be notified of the presence of the material and its potential, to be able to consider adequate protective measures.
