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CAS number :

25773-40-4

EINECS number :

247-256-1

FEMA number :

3358

JECFA number :

Data not available.

FLAVIS number :

14.057

Volatility :

Head

Aspect :

Pale yellow to yellow liquid

Price :

€€€€

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.

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

Crédits photo: ScenTree SAS

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.

Crédits photo: ScenTree SAS

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
Citral	5392-40-5	23
Geraniol	106-24-1	2
Citral	5392-40-5	69
Citronellol	106-22-9	0,15
Geraniol	106-24-1	1,1
Citral	5392-40-5	0,2

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
0,7 %	X	X

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
Citronellal	106-23-0	1
Geraniol	106-24-1	2
3,7-Dimethyl-3,6-octadienal (Isocitral)	1754-00-3; 55722-59-3	0,7
Citral	5392-40-5	23
(Z) 3,7-Dimethyl-3,6-octadienal (iso-Neral)	72203-97-5	0,2
(E) 3,7-Dimethyl-3,6-octadienal (iso Geranial)	72203-98-6	0,5
d,l-Citronellol	106-22-9	0,15
Citronellal	106-23-0	1,1
Geraniol	106-24-1	1,1
3,7-Dimethyl-3,6-octadienal (Isocitral)	1754-00-3; 55722-59-3	1,4
Longifolene	475-20-7	0,2
Citral	5392-40-5	69
(Z) 3,7-Dimethyl-3,6-octadienal (iso-Neral)	72203-97-5	0,4
(E) 3,7-Dimethyl-3,6-octadienal (iso Geranial)	72203-98-6	1
Safrole	94-59-7	0,05
Citral	5392-40-5	0,2

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
Balm oil	Melissa officinalis L.	8014-71-9	1,3
Citron oil	Citrus medica L.	68991-25-3	0,2
Citronella oil, Ceylon type	Cymbopogon nardus (L.) Rendle	8000-29-1	4,5
Citronella oil, Java type	Cymbopogon winterianus Jowitt	8000-29-1	36
Citrus hystrix extract	Citrus hystrix DC	91771-50-5	11,7
Clementine oil	Citrus clementina Hort. Ex Tan	93686-22-7	0,1
Eucalyptus citriodora oil	Corymbia citriodora (Hook.) K.D. Hill & L.A. Johnson	85203-56-1	75
Fir balsam oleoresin	Abies balsamea (L.) Mill.	8024-15-5	0,6
Geranium oil	Pelargonium graveolens l'Hertier ex Aiton	8000-46-2	0,15
Ginger oil	Zingiber officinale Rosc.	8007-08-7	0,4
Grapefruit oil	Citrus paradisi Macf.	8016-20-4	0,1
Grapefruit oil, folded	Citrus paradisi Macf.	68916-46-1	0,1
Grapefruit oil, terpeneless	Citrus paradisi Macf.	68916-46-1	3,2
Kumquat oil, Fortunella margarita	Fortunella (Lour.) Swingle	938464-05-2	3
Lemon extract	Citrus limon (L.) Burm. f.	84929-31-7	0,03
Lemon oil folded (5X)	Citrus limon (L.) Burm. f.	8008-56-8	1
Lemon oil folded (10X)	Citrus limon (L.) Burm. f.	8008-56-8	2
Lemon oil terpeneless	Citrus limon (L.) Burm. f.	68648-39-6	3
Lemon oil, distilled	Citrus limon (L.) Burm. f.	8008-56-8	0,1
Lemon oil, expressed	Citrus limon (L.) Burm. f.	8008-56-8	0,1
Lemon oil, furocoumarin free	Citrus limon (L.) Burm. f.	68916-89-2	0,1
Lemon oil. essence	Citrus limon (L.) Burm. f.	8008-56-8	0,1
Lemongrass oil, East Indian	Cymbopogon flexuosus (Nees ex Steudel) Will. Watson	8007-02-1	0,7
Lemongrass oil, West Indian	Cymbopogon citratus (DC) Stapf.	8007-02-1	0,3
Lime oil, cold pressed, furocoumarin free	Citrus aurantifolia (Christman) Swingle	68916-83-6	1,4
Lime oil, expressed	Citrus aurantifolia (Christman) Swingle	8008-26-2	1,4
Lime oil. expressed folded (2-5X)	Citrus aurantifolia (Christman) Swingle	93685-55-3	5
Litsea cubeba oil	Litsea Cubeba(Lour.) Pers.	68855-99-2	1,1
Mandarin oil, terpeneless	Citrus reticulata Blanco	68917-20-4	3
Meyer lemon oil. cold pressed	Citrus x meyerii	1370641-98-7	0,2
Murcote oil, expressed	Citrus reticulata spp. murcote, Swingle	93686-22-7	0,1
Orange peel oil, sweet terpeneless	Citrus sinensis (L.) Osbeck	68606-94-0	2
Orange sweet oil folded	Citrus sinensis (L.) Osbeck	8008-57-9	2
Persian lime oil, expressed	Citrus latifolia Tanaka	8008-26-2	1,4
Petitgrain bigarade oil	Citrus aurantium L. spp. Amara Link	8014-17-3	0,05
Petitgrain lemon oil	Citrus limon (L.) Burm. f.	8048-51-9	1
Petitgrain mandarin oil	Citrus reticulata Blanco	8014-17-3	0,05
Petitgrain mandarin oil terpeneless	Citrus reticulata Blanco	84929-38-4	0,1
Rose oil	Rosa x damascena Mill.	8007-01-0	0,1
Tangelo oil, expressed	Citrus x tangelo Ingram and Moore	72869-73-9	0,1
Tangerine oil	Citrus reticulata blanco	8016-85-1	0,1
Tangerine oil terpeneless	Citrus reticulata blanco	68607-01-2	3
Tangor oil, expressed	Citrus reticulata x Citrus sinensis	93686-22-7	0,1

To learn more about IFRA's standards : https://ifrafragrance.org/safe-use/understanding-the-ifra-standards
To find out the specificities of each category and the ingredients prohibited by IFRA, click article about l'IFRA

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

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 :