ScenTree, la nouvelle encyclopédie des ingrédients de parfum.

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Crédits photo: ScenTree SAS

CAS number :

85-91-6

EINECS number :

201-642-6

FEMA number :

2718

JECFA number :

480

FLAVIS number :

09.781

Volatility :

Heart

Appearance :

Orange liquid

Price Range :

€€

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

Density :

1.138

Molecular formula :

C₉H₁₁NO₂

Molecular Weight :

165.19 g/mol

Flash Point :

195.8°F (91°C)

Log P :

2.69

Fusion Point :

64.4°F (18°C)

Boiling Point :

492.8°F (256°C)

Detection Threshold :

Data not available.

Crédits photo: ScenTree SAS

Year of discovery :

Data not available.

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.

Synthesis precursor :

Dimethyl Anthranilate easily produces Schiff bases by reaction with aldehydes.

Isomerism :

Dimethyl Anthranilate does not have any isomer used in perfumery.

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.

Allergens :

This ingredient does not contain any allergen.

For more information on allergens used in perfumery, please consult our article about allergens

IFRA :

This ingredient is not restricted

Annexe I :

Maximum usage according to the product category :
Ingredients containing
Ingredient Name	CAS N°	Estimated Concentration

Restriction type :

RESTRICTION NON QRA

Cause of restriction :

PHOTOTOXICITY, POTENTIAL OF NITROSAMINE FORMATION

Amendment :

48

Comments :

The limit only applies to applications on skin exposed to sunshine, excluding rinse-off products (please refer to Table 4 of the QRA booklet for more detailed information).

Quantitative usage limits :

Cat.1	Cat.2	Cat.3	Cat.4	Cat.5	Cat.6	Cat.7	Cat.8	Cat.9	Cat.10	Cat.11
2 %	2,59 %	10,56 %	31,67 %	16,67 %	50,72 %	5,3 %	2 %	5 %	2,5 %	Not restricted

Skin contact products		Non skin contact products
Leave on products	Rinse off products	Non skin contact products
0,1 %	X	X

Annexe I :

Some regulated synthetic ingredients are found in nature and in certain proportions in natural ingredients. This presence in nature has to be taken into account when calculating limits of use recommended by the IFRA. In case you do not know these concentrations, you can use the ones estimated by the IFRA. Here They are :

List of natural ingredients containing the material presented here
Ingredient Name	Botanical Name	CAS N°	Estimated Concentration
Genet absolute	Spartium junceum L.	129316-65-0	0,34
Mandarin oil	Citrus nobilis Lour.	8008-31-9	0,4
Mandarin oil	Citrus nobilis Lour.	8008-31-9	0,4
Mandarin oil, terpeneless	Citrus reticulata blanco	68917-20-4	10
Petitgrain mandarin oil	Citrus nobilis Lour.	8014-17-3	48

Annexe I :

Maximum usage according to the product category :
Ingredients containing
Ingredient Name	CAS N°	Estimated Concentration

Restriction type :

RESTRICTION_SPECIFICATION

Cause of restriction :

PHOTOTOXICITY, POTENTIAL OF NITROSAMINE FORMATION

Amendment :

49

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.

Quantitative limit on the use :

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
Not restricted	0,1 %	0,1 %	Not restricted	Not restricted	0,1 %	Not restricted	0,1 %	Not restricted

Annexe I :

Some regulated synthetic ingredients are found in nature and in certain proportions in natural ingredients. This presence in nature has to be taken into account when calculating limits of use recommended by the IFRA. In case you do not know these concentrations, you can use the ones estimated by the IFRA. Here They are :

List of natural ingredients containing the material presented here
Ingredient Name	Botanical Name	CAS N°	Estimated Concentration
Clementine oil	Citrus clementina Hort. Ex Tan	93686-22-7	0,03
Genet absolute	Spartium junceum L.	90131-21-8	0,34
Mandarin oil	Citrus reticulata Blanco	8008-31-9	0,4
Mandarin oil	Citrus reticulata Blanco	8008-31-9	0,4
Mandarin oil, terpeneless	Citrus reticulata Blanco	68917-20-4	10
Petitgrain mandarin oil	Citrus reticulata Blanco	8014-17-3	48,5
Petitgrain mandarin oil terpeneless	Citrus reticulata Blanco	84929-38-4	80

To learn more about IFRA's standards : https://ifrafragrance.org/safe-use/library
To find out the specificities of each category and the ingredients prohibited by IFRA, click article about l'IFRA
ScenTree is solely responsible for the information provided here.

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.

Other names :

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, methyl 3-methylanthranilate, methyl methyl anthranilate, methyl methanthranilate, methyl anthranilate methyl, methyl N-methyl anthranilate, methyl N-methyl-2-aminobenzoate, methyl 2-methylaminobenzoate

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.