Product Name

  • Name

    Trimethyl-pyrazine

  • EINECS 238-712-0
  • CAS No. 14667-55-1
  • Article Data23
  • CAS DataBase
  • Density 0.979 g/cm3
  • Solubility
  • Melting Point 156 °C
  • Formula C7H10N2
  • Boiling Point 173.1 °C at 760 mmHg
  • Molecular Weight 122.17
  • Flash Point 54.4 °C
  • Transport Information UN 1993 3/PG 3
  • Appearance clear yellow liquid
  • Safety 16-26-36/37/39
  • Risk Codes 10-22-36/37/38
  • Molecular Structure Molecular Structure of 14667-55-1 (Trimethyl-pyrazine)
  • Hazard Symbols HarmfulXn
  • Synonyms Pyrazine,trimethyl- (6CI,7CI,8CI,9CI);Trimethylpyrazine;2.3.5-trimethyl pyrazine;Trimethyl-pyrazine;
  • PSA 25.78000
  • LogP 1.40180

Synthetic route

2,5-dimethyl-3-chloropyrazine
95-89-6

2,5-dimethyl-3-chloropyrazine

trimethylaluminum
75-24-1

trimethylaluminum

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; hexane for 2h; Heating;64%
2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine
1147535-04-3

2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine

zinc methyl bromide
18815-74-2

zinc methyl bromide

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 12h; Negishi coupling reaction; Inert atmosphere;61%
2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine
1147535-04-3

2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;38%
2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

methyllithium
917-54-4

methyllithium

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With diethyl ether
N-methyl-2,5-dimethylpyrazinium bromide
88234-17-7

N-methyl-2,5-dimethylpyrazinium bromide

A

Tetramethylpyrazine
1124-11-4

Tetramethylpyrazine

B

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
at 275 - 280℃;
2,3,5-trimethylpiperazine
89940-71-6

2,3,5-trimethylpiperazine

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With aluminum oxide; copper oxide-chromium oxide silicon dioxide aluminium oxide catalyst; water; silica gel at 375℃;
2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
In toluene at 300℃; Yield given;
3-amino-2-propanol
78-96-6, 1674-56-2

3-amino-2-propanol

A

1,4-pyrazine
290-37-9

1,4-pyrazine

B

2-Methylpyrazine
109-08-0

2-Methylpyrazine

C

2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

D

2-ethyl-3,6-dimethylpyrazine
13360-65-1

2-ethyl-3,6-dimethylpyrazine

E

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

F

1-aminoethyl-2-methylaziridine

1-aminoethyl-2-methylaziridine

Conditions
ConditionsYield
With copper chromite at 180℃; for 0.333333h; Product distribution; var. temp.; other aminoalcohols;
DL-methionine
59-51-8

DL-methionine

A

1,4-pyrazine
290-37-9

1,4-pyrazine

B

2-Methylpyrazine
109-08-0

2-Methylpyrazine

C

2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

D

methyl 3-(methylthio)propionate
13532-18-8

methyl 3-(methylthio)propionate

E

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

F

1-<3-(methylthio)propyl>-2-formylpyrrole

1-<3-(methylthio)propyl>-2-formylpyrrole

Conditions
ConditionsYield
With alpha-D-glucopyranose In water at 180℃; for 1h; Product distribution; also with methionine sulfoxide and without glucose;
2.5-dimethyl-pyrazine-mono bromomethylate

2.5-dimethyl-pyrazine-mono bromomethylate

A

Tetramethylpyrazine
1124-11-4

Tetramethylpyrazine

B

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
at 270 - 280℃;
D-Glucose
2280-44-6

D-Glucose

L-leucine
61-90-5

L-leucine

A

1,4-pyrazine
290-37-9

1,4-pyrazine

B

2-Methylpyrazine
109-08-0

2-Methylpyrazine

C

2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

D

2,3-dimethylpyrazine
5910-89-4

2,3-dimethylpyrazine

E

2,6-dimethylpyrazine
108-50-9

2,6-dimethylpyrazine

F

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

G

var. alkyl substituted pyrazines

var. alkyl substituted pyrazines

Conditions
ConditionsYield
With ammonium hydroxide In glycerol at 120℃; for 4h; Product distribution; var. times, solvents, temp., and ratios of reactants, also without leucine;
3-[(Z)-Allylimino]-butan-2-one oxime
133128-90-2

3-[(Z)-Allylimino]-butan-2-one oxime

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium tert-butoxide / dimethylsulfoxide / 2 h / 50 °C
2: Et3N / CH2Cl2 / 10 - 20 °C
3: toluene / 300 °C
View Scheme
3-{(E)-[(Z)-Propenyl]imino}-butan-2-one oxime
133128-94-6, 133128-98-0, 149470-69-9

3-{(E)-[(Z)-Propenyl]imino}-butan-2-one oxime

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 10 - 20 °C
2: toluene / 300 °C
View Scheme

2,3,5-Trimethylpyrazine Chemical Properties

Molecular Structure of 2,3,5-Trimethylpyrazine (CAS NO.14667-55-1):

IUPAC Name: 2,3,5-Trimethylpyrazine 
Molecular Formula: C7H10N2
Molecular Weight: 122.17
EINECS: 238-712-0
FEMA: 3244
XLogP3: 1
H-Bond Donor: 0
H-Bond Acceptor: 2 
Index of Refraction: 1.503
Molar Refractivity: 36.91 cm3
Molar Volume: 124.7 cm3
Surface Tension: 37.4 dyne/cm
Density: 0.979 g/cm3
Flash Point: 54.4 °C
Enthalpy of Vaporization: 39.26 kJ/mol
Boiling Point: 173.1 °C at 760 mmHg
Vapour Pressure: 1.72 mmHg at 25 °C
Appearance: Clear yellow liquid
storage temp.: Flammables area
Canonical SMILES: CC1=CN=C(C(=N1)C)C
InChI: InChI=1S/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3
InChIKey: IAEGWXHKWJGQAZ-UHFFFAOYSA-N
Product Categories: Pyrazines; Heterocyclic Compounds; Mono- & Polyalkylpyrazines; pyrazine Flavor; Building Blocks; Heterocyclic Building Blocks; Alphabetical Listings; Flavors and Fragrances; Q-Z; Pyrazine compounds

2,3,5-Trimethylpyrazine Uses

 2,3,5-Trimethylpyrazine (CAS NO.14667-55-1) is temporarily allowed in the use of food spices mainly for the preparation of flavor in the cocoa, chocolate and fried nuts.

2,3,5-Trimethylpyrazine Consensus Reports

Reported in EPA TSCA Inventory.

2,3,5-Trimethylpyrazine Safety Profile

Moderately toxic by ingestion. Combustible liquid. When heated to decomposition emits toxic fumes of NOx.
Safety Information of 2,3,5-Trimethylpyrazine (CAS NO.14667-55-1):
Hazard Codes: HarmfulXn
Risk Statements: 10-22-36/37/38 
R10:Flammable. 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 16-26-36/37/39 
S16:Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
RTECS: UQ3907000
HazardClass: 3
PackingGroup: III

2,3,5-Trimethylpyrazine Specification

 2,3,5-Trimethylpyrazine (CAS NO.14667-55-1), its Synonyms are 2,3,5-Trimethyl pyrazine ; 2,3,5-Trimethyl pyrazine (natural) ; Pyrazine, trimethyl- ; Trimethylpyrazine ; Pyrazine, 2,3,5-trimethyl- ; Pyrazine,trimethyl- (6CI,7CI,8CI,9CI) .

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