Basic information
- CAS
23747-48-0- Standard SMILES
CC1CCc2nccnc21- InChIKey
YZEFQPIMXZVPKP-UHFFFAOYSA-N- Molecular formula
- C8H10N2
- Average molar mass
- 134.18 g/mol
- Monoisotopic mass
- 134.08439833
Overview
6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine is a member of pyrazines.
Names & identifiers
- Preferred name
- 5-Methyl-6,7-dihydro-5H-cyclopentylpyrazine
- IUPAC
- 5-methyl-6,7-dihydro-5H-cyclopenta[b]pyrazine
- English name
- 6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine
- Molecular formula
- C8H10N2
- Molecular weight
- 134.18
Names & synonyms
23747-48-05-Methyl-6,7-dihydro-5H-cyclopenta[b]pyrazine5H-5-Methyl-6,7-dihydrocyclopentapyrazine6,7-Dihydro-5-methyl-5H-cyclopentapyrazine5H-Cyclopentapyrazine, 6,7-dihydro-5-methyl-5-METHYL-6,7-DIHYDRO-5H-CYCLOPENTAPYRAZINEnutty pyrazineFEMA No. 33065-Methyl-6,7-dihydro-5H-cyclopentylpyrazineDTXSID7047196L5IDR3PHAV5-Methyl-6,7-dihydro-5H-cyclopenta(b)pyrazine
Show more names
FEMA 33065h-5-Methyl-6,7-Dihydrocylopenta（b）pyrazine5-Methyl-6,7-dihydro-(5H)-cyclopentapyrazineFEMA NUMBER 33065-METHYL-6,7-DIHYDROCLABOTEST-BB LT00441061METHYL DIHYDROCYCLOPENTAPYRAZINE
EINECS 245-864-15H-5-Methyl-6,7-dihydrocyclopenta(b)pyrazineMAPLE LACTONE PYRAZINEDTXCID50271965H-5-Methyl-6,7-dihydrocyclopenta[b]pyrazine5H-5-METHYL-6,7-DIHYDROCYCLOPENTA(B)PYRAZINE [FCC]5H-5-METHYL-6,7-DIHYDROCYCLOPENTA(B)PYRAZINE [FHFI]RefChem:537197
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 25.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 124
Experimental & physicochemical properties
FragrancesFragrance Ingredient (5H-5-Methyl-6,7-dihydrocyclopenta(b)pyrazine) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.048-1.059
Flavoring AgentsEU Flavoring substances
Solubility
slightly soluble in water; soluble in oils, propylene glycol, organic solvents
miscible at room temperature (in ethanol)
Boiling Point200 °C
Refractive Index1.525-1.535
Physical Descriptionlight yellow to amber liquid with a peanut odour
Collision Cross Section127.6 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID7047196]
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1501) of reports.
Warning
H302 (96.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1501 reports by companies from 10 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 5H-Cyclopentapyrazine, 6,7-dihydro-5-methyl-
Regulation (EC) No 1831/2003 (amended)
5H-Cyclopentapyrazine, 6,7-dihydro-5-methyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (96.7%)
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29339900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36/37/39
- Storage Class
- 10 - Combustible liquids
- target organs
- Respiratory system
- Hazard statements
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information5H-Cyclopentapyrazine, 6,7-dihydro-5-methyl-: ACTIVE
Applications
Description5H-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.
OccurrenceReported 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
Uses5-Methyl-6,7-dihydrocyclopentapyrazine can be used for drug storage packaging and antibacterial composition.
General Description5H-5-Methyl-6,7-dihydrocyclopenta[b]pyrazine is the major flavor compound of palm sugar. It is also found in coffee and cooked meat.
Preparation methods
PreparationFrom 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.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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