6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine
Synonym(s):Nutty pyrazine
- CAS NO.:23747-48-0
- Empirical Formula: C8H10N2
- Molecular Weight: 134.18
- MDL number: MFCD00040997
- EINECS: 245-864-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-04-03 14:17:14
What is 6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine?
Description
5H-5-Methyl-6,7-dihydrocyclopenta(-b)pyrazine has an earthy, baked potato, peanut, roasted odor. It may be prepared from condensation of 2-hydroxy-3-methyl-2-cyclopentene-l-one and ethylene diamine; by condensing a cyclopentenolone with alkylenediamines, or alternatively, an aliphatic α-diketone with 1,2-diamino cyclopentane; the resulting product is dehydrogenated in the presence of palladium over activated charcoal or copper chromite.
Chemical properties
clear yellow to yellow-orange to brown liquid
Chemical properties
5H-5-Methyl-6,7-dihydrocyclopenta(b)pyrazine has an earthy, peanut, roasted odor
Occurrence
Reported found in peanuts, filberts, asparagus, potato wheat and rye bread, cooked beef, pork, pork liver, beer, cocoa, coffee, green tea, barley, filberts, almond, sesame seed, malt and wort
The Uses of 6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine
5-Methyl-6,7-dihydrocyclopentapyrazine can be used for drug storage packaging and antibacterial composition.
Preparation
From condensation of 2-hydroxy-3-methyl-2-cyclopentene-1-one and ethylene diamine; by condensing a cyclopentenolone with alkylenediamines, or alternatively, and aliphatic α-diketone with 1,2-diamino cyclopentane; the resulting product is dehydrogenated in the presence of palladium over activated charcoal or copper chromite.
Definition
ChEBI: 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine is a member of pyrazines.
Aroma threshold values
Aroma characteristics at 1.0%: sweet, nutty, roasted, toasted, grainy, coffee and corn with savory, meaty nuances.
Taste threshold values
Taste characteristics at 15 ppm: nut skin, brown, roasted, oily with a cocoa and coffee nuance, musty, nutty, and grainy
General Description
5H-5-Methyl-6,7-dihydrocyclopenta[b]pyrazine is the major flavor compound of palm sugar. It is also found in coffee and cooked meat.
Properties of 6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine
| Melting point: | 121-123 °C |
| Boiling point: | 96-99 °C20 mm Hg(lit.) |
| Density | 1.055 g/mL at 25 °C(lit.) |
| refractive index | n |
| FEMA | 3306 | 5H-5-METHYL-6,7-DIHYDROCYCLOPENTA(B)PYRAZINE |
| Flash point: | 174 °F |
| storage temp. | Inert atmosphere,Room Temperature |
| pka | 1.85±0.40(Predicted) |
| form | clear liquid |
| color | Colorless to Light yellow to Light orange |
| Odor | nutty, roasted odor |
| Water Solubility | insoluble |
| JECFA Number | 781 |
| NIST Chemistry Reference | 5H-5-methyl-6,7-dihydrocyclopentapyrazine(23747-48-0) |
| EPA Substance Registry System | 5H-Cyclopentapyrazine, 6,7-dihydro-5-methyl- (23747-48-0) |
Safety information for 6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine
| InChIKey | YZEFQPIMXZVPKP-UHFFFAOYSA-N |
6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine manufacturer
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