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TETRAMETHYLPYRAZINE
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Name

TETRAMETHYLPYRAZINE

 EINECS 214-391-2
CAS No. 1124-11-4 Density 1.08 g/cm3
PSA 25.78000 LogP 1.71020
Solubility Soluble in water (4 g/L at 20°C). Melting Point 82-86 °C
Formula C8H12N2 Boiling Point 192.7 °C at 760 mmHg
Molecular Weight 136.197 Flash Point 71.6 °C
Transport Information N/A Appearance white crystals or powder
Safety 26-39-24/25-37/39-36 Risk Codes 22-37/38-41-36/37/38
Molecular Structure Molecular Structure of 1124-11-4 (Tetramethylpyrazine) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

BS factor;Chuanxingzine;Pyrazine,tetramethyl- (6CI,7CI,8CI,9CI);Ligustrazine;NSC 36080;NSC 46451;Tetramethylpyrazine;Tetrapyrazine;Ligustrazin;

Article Data 58

TETRAMETHYLPYRAZINE Synthetic route

2,3,5,6-tetramethylpyrazine hydrochloride

1124-11-4

Tetramethylpyrazine

Conditions
ConditionsYield
With sodium hydroxide In water96%
27023-19-4

2,5-dichloro-3,6-dimethylpyrazine

75-24-1

trimethylaluminum

1124-11-4

Tetramethylpyrazine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; hexane for 4h; Heating;90%
52648-79-0

3-amino-butan-2-one

1124-11-4

Tetramethylpyrazine

Conditions
ConditionsYield
Stage #1: 3-amino-butan-2-one With acetic acid for 1.3h;
Stage #2: With potassium bromate; sodium hydrogensulfite Time;		87.2%
513-85-9

2.3-butanediol

1124-11-4

Tetramethylpyrazine

Conditions
ConditionsYield
With carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II); ammonia In toluene at 150℃; under 5250.53 Torr; for 36h; Inert atmosphere; Glovebox;85%
With aluminium oxide catalysts; ammonia at 400℃;
135636-66-7

butane-2,3-dione mono-oxime

1124-11-4

Tetramethylpyrazine

Conditions
ConditionsYield
With palladium on activated charcoal; ammonium formate In water at 80 - 90℃; for 4h; Solvent; Temperature;84.6%
With hydrogenchloride; tin Behandlung des entstandenen Methyl-<α-amino-aethyl>-ketons mit Alkalien;
With hydrogenchloride; tin(ll) chloride Behandlung des entstandenen Methyl-<α-amino-aethyl>-ketons mit Alkalien;

Tetramethylpyrazine hydrochloride

1124-11-4

Tetramethylpyrazine

Conditions
ConditionsYield
With sodium hydroxide In water76.1%
21419-24-9

3-Amino-2-butanone hydrochloride

1124-11-4

Tetramethylpyrazine

Conditions
ConditionsYield
With air; sodium acetate In methanol at 60℃;73%

ligustrazine hydrochloride

1124-11-4

Tetramethylpyrazine

Conditions
ConditionsYield
With sodium hydroxide In water pH=3 - ~ 8;61.1%

diammonium hydrogenphosphate

513-86-0, 52217-02-4

3-hydroxy-2-butanon

1124-11-4

Tetramethylpyrazine

Conditions
ConditionsYield
In water55.5%
431-03-8

dimethylglyoxal

1124-11-4

Tetramethylpyrazine

Conditions
ConditionsYield
With hydrogenchloride; pyridoxal 5'-phosphate; (S)-1,2,3,4-tetrahydronapht-1-yl-amine; amine transaminase-113 In water; dimethyl sulfoxide at 30℃; for 72h; pH=7.4; Reagent/catalyst; Enzymatic reaction; chemoselective reaction;50%

TETRAMETHYLPYRAZINE Chemical Properties

IUPAC Name:2,3,5,6-tetramethylpyrazine
Molecular Formula:C8H12N2
Molecular Weight:136.194280 g/mol
Appearance:White crystals
Melting Point:77-80 °C(lit.)
Boiling Point:190 °C(lit.)
Flash Point:128-130°C/200mm
density:1.08 
FEMA:3237 
BRN:113100
Synonyms of TETRAMETHYLPYRAZINE(1124-11-4):
BS Factor;Ligustrazine;Pyrazine,tetramethyl-;Tetramethylpyrazin;tetramethyl-pyrazin;2,3,5,6-TETRAMETHYLPYRAZINE;2,3,5,6-TETRAMETHYLPYRAZINES;2,3,5,6-TETRAMETHYL-1,4-PYRAZINE
Categories of TETRAMETHYLPYRAZINE(1124-11-4):
Pyrazine;Heterocyclic Compounds;Pyrazines;Mono- & Polyalkylpyrazines;pyrazine Flavor;Alphabetical Listings;Flavors and Fragrances;Q-Z;Certified Natural ProductsFlavors and Fragrances;Building Blocks;Heterocyclic Building Blocks

TETRAMETHYLPYRAZINE Uses

TETRAMETHYLPYRAZINE(1124-11-4) is used for the production of drug.
TETRAMETHYLPYRAZINE(1124-11-4) is used as a flavoring agent, sweetness enhancer of alcohol, corrective and supplements of cigarettes.

TETRAMETHYLPYRAZINE Toxicity Data With Reference

1.   

orl-rat LD50:1910 mg/kg

   DCTODJ    Drug and Chemical Toxicology. 3 (1980),249.
2.   

ipr-mus LD50:800 µg/kg

   IJCREE    International Journal of Crude Drug Research. 23 (1985),119.
3.   

ivn-mus LD50:239 mg/kg

   CMJODS    Chinese Medical Journal (Beijing, English Edition). New Series. (Guozi Shudian, Beijing, People’s Republic of China) V.1- 1975- 4 (1978),319.

TETRAMETHYLPYRAZINE Consensus Reports

Reported in EPA TSCA Inventory.

TETRAMETHYLPYRAZINE Safety Profile

Safety Information of TETRAMETHYLPYRAZINE(1124-11-4):
Hazard Codes:Xn,Xi
Risk Statements:22-37/38-41-36/37/38
22:Harmful if swallowed 
37/38:Irritating to respiratory system and skin
41:Risk of serious damage to eyes
36/37/38:Irritating to eyes, respiratory system and skin     
Safety Statements:26-39-24/25-37/39-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
39:Wear eye/face protection
24/25:Avoid contact with skin and eyes 
37/39:Wear suitable gloves and eye/face protection
36:Wear suitable protective clothing  
WGK Germany:3
RTECS:UQ3905000
HS Code:29339990
Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx.

TETRAMETHYLPYRAZINE Specification

First Aid Measures of TETRAMETHYLPYRAZINE(1124-11-4):
Ingestion:Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes:Flush eyes with 

Storage of TETRAMETHYLPYRAZINE(1124-11-4):
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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