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2,5-Dimethyl pyrazine

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2,5-Dimethyl pyrazine Basic information

Product Name:
2,5-Dimethyl pyrazine
Synonyms:
  • 2,5-Dimethylprazin
  • 2,5-Dimethylpyrazine (contains 2,6-isomer)
  • 2,5-DIMETHYL PYRAZINE, NATURAL
  • 2,5-Dimethylpyrazine,99%
  • 5-diMethyl pyrazine
  • 2,5-DiMethylpyrazine, 99% 25GR
  • 2,5-DiMethylpyrazine, 99% 5GR
  • 2,5-Dimethylpyrazine, Research grade
CAS:
123-32-0
MF:
C6H8N2
MW:
108.14
EINECS:
204-618-3
Product Categories:
  • pyrazine Flavor
  • Mono- & Polyalkylpyrazines
  • Acipimox
  • Building Blocks
  • Heterocyclic Building Blocks
  • Pyrazine compounds
  • Pyrazines
  • Pyrazine
  • Heterocyclic Compounds
  • Alphabetical Listings
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Mol File:
123-32-0.mol
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2,5-Dimethyl pyrazine Chemical Properties

Melting point:
15°C
Boiling point:
155 °C (lit.)
Density 
0.99 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.502(lit.)
FEMA 
3272 | 2,5-DIMETHYLPYRAZINE
Flash point:
147 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Liquid
pka
2.21±0.10(Predicted)
Specific Gravity
0.990
color 
Clear colorless to pale yellow
PH
7 (H2O)
Odor
at 0.10 % in dipropylene glycol. nutty roasted baked potato
Odor Type
chocolate
Sensitive 
Hygroscopic
JECFA Number
766
BRN 
107052
Dielectric constant
2.4399999999999999
LogP
0.64
CAS DataBase Reference
123-32-0(CAS DataBase Reference)
NIST Chemistry Reference
Pyrazine, 2,5-dimethyl-(123-32-0)
EPA Substance Registry System
Pyrazine, 2,5-dimethyl- (123-32-0)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38-R22
Safety Statements 
26-36
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
RTECS 
UQ2800000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29339990

MSDS

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2,5-Dimethyl pyrazine Usage And Synthesis

Chemical Properties

clear colorless to pale yellow liquid

Chemical Properties

2,5-Dimethylpyrazine has a characteristic odor of earthy, potato-like odor.

Occurrence

Reported to be present in bakery products, roasted barley, cocoa products, roasted coffee, dairy products, pork, peanuts, pecans, filberts, popcorn, potato products, rum and whiskey, soy products; a volatile component in roasted filberts and in potato chips; reportedly identified in the fat of cooked beef; also reported found in toasted off-flavors. Also reported in cheeses, butter, boiled eggs, grilled beef, tea, barley, oats, oatmeal, soybeans, heated beans, kohlrabi, shrimp and mushrooms. Also reported found in coffee, potato chips and shrimp

Uses

2,5-Dimethylpyrazine is used as a reagent in the synthesis of bone-targeted proteasome inhibitors for multiple myeloma (MM). 2,5-Dimethylpyrazine is also used in the preparation of 3-Methyl-2,5-bis-(2-hydroxyethyl)pyrazine (M295340); a degredation product of Clavulanic Acid (C563750) which is a β-lactamase inhibitor, typically added to amoxicillin to increase its effectiveness.

Uses

2,5-Dimethyl pyrazine is used for blending food, nuts and beverage flavors.

Application

2,5-Dimethyl pyrazine is held chiefly responsible for the typical flavor of Potato Chips (oil-fried, thin-sliced Potato). It has therefore been manufactured synthetically and is used in the reconditioning of commercial products, such as Potato Chips and the packaging material for same, and also for reconditioning of "instant" coffee.

Definition

ChEBI: 2,5-Dimethylpyrazine is a member of pyrazines.

Preparation

By the interaction of acrolein and ammonia when heated in glycerol in the presence of ammonium salts; by self-condensation of aminoacetone, followed by oxidation with mercury chloride.

Aroma threshold values

Detection: 80 ppb to 1.8 ppm

Taste threshold values

Taste characteristics at 7.5 ppm: musty, potato, cocoa and nutty with a fatty and oily nuance

General Description

2,5-Dimethylpyrazine is a pyrazine compound that is mainly formed in food products such as cooked rice or roasted peanuts due to the Maillard reaction between sugars and proteins during cooking or roasting process.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx

Purification Methods

Purify it via its picrate (m 150o) which is decomposed with a base (e,g, KOH) and distilled. [Wiggins and Wise J Chem Soc 4780 1956]. [Beilstein 23/5 V 403.]

2,5-Dimethyl pyrazine Preparation Products And Raw materials

Raw materials

Preparation Products

2,5-Dimethyl pyrazineSupplier

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