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2-méthoxy-3-isopropyl Pyrazine (N°Cas : 25773-40-4)

Crédits photo: ScenTree SAS

CAS number :

25773-40-4

EINECS number :

247-256-1

FEMA number :

3358

JECFA number :

Data not available.

FLAVIS number :

14.057

Volatility :

Head

Appearance :

Pale yellow to yellow liquid

Price Range :

€€€€

Stability :

Stable in perfumes and in various functional bases.

Density :

1

Molecular formula :

C₈H₁₂N₂O

Molecular Weight :

152.2 g/mol

Flash Point :

153°F (67°C)

Log P :

2.37

Fusion Point :

Data not available.

Boiling Point :

253°F (123°C)

Detection Threshold :

Data not available.

Crédits photo: ScenTree SAS

Year of discovery :

Data not available.

Synthesis route :

2-methoxy-3-isopropyl Pyrazine is part of a family of molecules which scent is close to peanuts as well as cooked and roasted fruits. Pyrazines are often obtained with a Gutknecht or Gastaldi condensation reaction, in both cases to condense two amines on two ketones, under the effect of an acid and oxidation. Here, one of the reagents contains both methoxy and isopropyl groups of the final molecule, while the other does not have any branches. Another synthesis way, in two steps, consists in reacting Glycoxal with Norvaline amide hydrochloride, to form 2-hydroxy-3-propyl Pyrazine. The second step makes this intermediairy react with diazomethane, to provoke its ethylation.

Synthesis precursor :

2-methoxy-3-isopropyl Pyrazine is not a precursor for the synthesis of another olfactive compound.

Isomerism :

During the synthesis of 2-methoxy-3-isopropyl Pyrazine, two other compounds are formed : 2-methoxy-5-isopropyl Pyrazine and 2-methoxy-6-isopropyl Pyrazine. These two molecules have a similar smell as their isomer.

Natural availability :

2-methoxy-3-isopropyl Pyrazine can be found in common plants as aspargus, peas and cucumber, but is not extracted from these plants for its use in perfumes.

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

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

Cat.1	Cat.2	Cat.3	Cat.4	Cat.5	Cat.6	Cat.7	Cat.8	Cat.9	Cat.10	Cat.11
0,001 %	0,001 %	0,002 %	0,002 %	0,002 %	0,02 %	0,002 %	0,002 %	0,002 %	0,002 %	Not restricted

Skin contact products	Non skin contact products
Leave on products	Rinse off products

List of natural ingredients containing the material presented here
Ingredient Name	Botanical Name	CAS N°	Estimated Concentration

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

Cat.1	Cat.2	Cat.3	Cat.4	Cat.5A	Cat.5B	Cat.5C	Cat.5D	Cat.6
0,0018 %	0,00055 %	0,011 %	0,01 %	0,0026 %	0,0026 %	0,0026 %	0,0026 %	0,0061 %
Cat.7A	Cat.7B	Cat.8	Cat.9	Cat.10A	Cat.10B	Cat.11A	Cat.11B	Cat.12
0,021 %	0,021 %	0,0011 %	0,02 %	0,072 %	0,072 %	0,04 %	0,04 %	Not restricted

List of natural ingredients containing the material presented here
Ingredient Name	Botanical Name	CAS N°	Estimated Concentration

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 :

2-methoxy-3-isopropyl Pyrazine is used in green tomato leaves notes, and can give a galbanum nuance to modern chypre perfumes. It can also be used as a replacer of Galbanum EO to bring a raw vegetables effect.

Other names :

bean pyrazine, 2-methoxy-3-(1-methylethyl)pyrazine

Other comments :

2-methoxy-3-isopropyl Pyrazine has a structure close to Galbazine, which has one more carbon atom. Their smell is quite equivalent, mixing a green galbanum note with a more pyrogenic and foody facet. Galbazine is anyway sweeter and fruitier.

Exploring the branches of scent

Year of discovery :

Data not available.

Synthesis route :

Synthesis precursor :

2-methoxy-3-isopropyl Pyrazine is not a precursor for the synthesis of another olfactive compound.

Isomerism :

During the synthesis of 2-methoxy-3-isopropyl Pyrazine, two other compounds are formed : 2-methoxy-5-isopropyl Pyrazine and 2-methoxy-6-isopropyl Pyrazine. These two molecules have a similar smell as their isomer.

Natural availability :

2-methoxy-3-isopropyl Pyrazine can be found in common plants as aspargus, peas and cucumber, but is not extracted from these plants for its use in perfumes.

Allergens :

This ingredient does not contain any allergen.

Annexe I :

Restriction type :

RESTRICTION QRA

Cause of restriction :

SENSITIZATION

Amendment :

43

Comments :

Quantitative usage limits :

Annexe I :

Annexe I :

Restriction type :

Cause of restriction :

DERMAL SENSITIZATION

Amendment :

49

Comments :

Quantitative limit on the use :

Annexe I :