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HomeProduct name list6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine

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: 2024-08-24 19:19:26
6,7-Dihydro-5-methyl-5(H)-cyclopentapyrazine Structural

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  n20/D 1.527(lit.)
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)
ghs
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

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