Tetramethylpyrazine
Conditions | Yield |
---|---|
With sodium hydroxide In water | 96% |
2,5-dichloro-3,6-dimethylpyrazine
trimethylaluminum
Tetramethylpyrazine
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; hexane for 4h; Heating; | 90% |
3-amino-butan-2-one
Tetramethylpyrazine
Conditions | Yield |
---|---|
Stage #1: 3-amino-butan-2-one With acetic acid for 1.3h; Stage #2: With potassium bromate; sodium hydrogensulfite Time; | 87.2% |
Conditions | Yield |
---|---|
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℃; |
butane-2,3-dione mono-oxime
Tetramethylpyrazine
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
With sodium hydroxide In water | 76.1% |
3-Amino-2-butanone hydrochloride
Tetramethylpyrazine
Conditions | Yield |
---|---|
With air; sodium acetate In methanol at 60℃; | 73% |
Tetramethylpyrazine
Conditions | Yield |
---|---|
With sodium hydroxide In water pH=3 - ~ 8; | 61.1% |
Conditions | Yield |
---|---|
In water | 55.5% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With titanium tetrachloride; zinc In tetrahydrofuran for 144h; Heating; | 44% |
With titanium tetrachloride; zinc In tetrahydrofuran for 144h; Heating; other nitriles; | 44% |
Conditions | Yield |
---|---|
und Einw. von Ammoniak; |
Conditions | Yield |
---|---|
With hydrogenchloride Destillieren des Reaktionsprodukts mit Quecksilber(II)-chlorid und Kaliumcarbonat; |
dimethyl glyoxime
Tetramethylpyrazine
Conditions | Yield |
---|---|
With ethanol; nickel at 70 - 90℃; Hydrogenation; |
Conditions | Yield |
---|---|
With ammonia |
Conditions | Yield |
---|---|
With pyridine Einw. von Ammoniak auf das Reaktionsprodukt; |
N-methyl-2,5-dimethylpyrazinium bromide
A
Tetramethylpyrazine
B
2,3,5-trimethylpyrazine
Conditions | Yield |
---|---|
at 275 - 280℃; |
Conditions | Yield |
---|---|
With sodium hydroxide; zinc |
2-<2-Hydroxy-2-(p-methylphenyl)ethyl>-3,5,6-trimethylpyrazine
A
Tetramethylpyrazine
B
4-methyl-benzaldehyde
Conditions | Yield |
---|---|
In diethylene glycol dimethyl ether at 160℃; Kinetics; Thermodynamic data; other temperature (170 deg C) investigated; ΔH(excit.) and ΔS(excit.) given; | |
In various solvent(s) at 171.5℃; Kinetics; in diglyme-d14; isotopic effect; |
2-<2-Hydroxy-2-(p-chlorophenyl)ethyl>-3,5,6-trimethylpyrazine
A
Tetramethylpyrazine
B
4-chlorobenzaldehyde
Conditions | Yield |
---|---|
In diethylene glycol dimethyl ether at 160℃; Kinetics; Thermodynamic data; other temperature (170 deg C) and other solvent (DMF) investigated; ΔH(excit.) and ΔS(excit.) given; |
2-<2-Hydroxy-2-(p-methoxyphenyl)ethyl>-3,5,6-trimethylpyrazine
A
Tetramethylpyrazine
B
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
In various solvent(s) at 171.5℃; Kinetics; in diglyme-d14; isotopic effect; | |
In diethylene glycol dimethyl ether at 160℃; Kinetics; Thermodynamic data; other temperature (170 deg C) and other solvent (DMF) investigated; ΔH(excit.) and ΔS(excit.) given; |
2-<2-Hydroxy-2-ethyl>-3,5,6-trimethylpyrazine
A
Tetramethylpyrazine
B
4-dimethylamino-benzaldehyde
Conditions | Yield |
---|---|
In various solvent(s) at 171.5℃; Kinetics; in diglyme-d14; isotopic effect; |
2-<2-Hydroxy-2-(p-nitrophenyl)ethyl>-3,5,6-trimethylpyrazine
A
Tetramethylpyrazine
B
4-nitrobenzaldehdye
Conditions | Yield |
---|---|
In diethylene glycol dimethyl ether at 160℃; Kinetics; Thermodynamic data; other temperature (170 deg C) investigated; ΔH(excit.) and ΔS(excit.) given; |
2-(2-Hydroxy-2-phenylethyl)-3,5,6-trimethylpyrazine
A
Tetramethylpyrazine
B
benzaldehyde
Conditions | Yield |
---|---|
In diethylene glycol dimethyl ether at 160℃; Kinetics; Thermodynamic data; other temperature (170 deg C) investigated; ΔH(excit.) and ΔS(excit.) given; |
3-azido-butan-2-one
Tetramethylpyrazine
Conditions | Yield |
---|---|
With sodium hydrogen telluride 1.) ethanol; 2.) Celite; Yield given. Multistep reaction; |
3-hydroxy-2-butanon
Tetramethylpyrazine
Conditions | Yield |
---|---|
With diammonium phosphate In water for 24h; Ambient temperature; | 42.6 % Chromat. |
With ammonium acetate at 85℃; for 4h; | |
With ammonium acetate In water at 25℃; under 735.5 Torr; Rate constant; Thermodynamic data; Mechanism; Ea; other ammonium salts; var. solvents, temperature and pressure; effect of high pressure; effect of propylene glycol; effect of nicotinamide adenine dinucleotide and flavin adenine dinucleotide as hydrogen acceptors; | |
With sodium hydroxide; ammonium phosphate; ammonium citrate In water at 85℃; for 5h; phosphate buffer, pH 7.2; reaction in acetate buffer, pH 7.2; addition of MeOH and EtOH; effects of a buffer and solvent on tetramethylpyrazine formation in a 3-hydroxy-2-butanone-ammonium hydroxide system; | |
With ammonium acetate In water |
3-hydroxy-2-butanon
A
Tetramethylpyrazine
Conditions | Yield |
---|---|
With diammonium phosphate In water for 24h; Product distribution; Mechanism; Ambient temperature; other acetols, other ammonia precursors, var. reaction time; | A 5.6 % Chromat. B 51.0 % Chromat. |
With diammonium phosphate In water for 24h; Ambient temperature; | A 5.6 % Chromat. B 51.0 % Chromat. |
3-hydroxy-2-butanon
A
2,4,5-trimethyloxazole
B
2,4,5-trimethyl-2,5-dihydro-1,3-oxazole
C
Tetramethylpyrazine
Conditions | Yield |
---|---|
With ammonium acetate In water at 25℃; Rate constant; Thermodynamic data; Mechanism; E(a); other solvents, var. temp.; |
3-hydroxy-2-butanon
A
2,4,5-trimethylthiazole
B
Tetramethylpyrazine
C
2-(1-mercaptoethyl)-2,4,5-trimethyl-3-thiazoline
Conditions | Yield |
---|---|
With hydrogenchloride; ammonium sulfide at 50℃; for 2h; Product distribution; var. temp.; |
Tetramethylpyrazine
Conditions | Yield |
---|---|
In dichloromethane-d2 shaking (25°C); solvent removal (N2, vac.); elem. anal.; | 100% |
Tetramethylpyrazine
Conditions | Yield |
---|---|
In dichloromethane-d2 shaking (25°C); solvent removal (N2, vac.); elem. anal.; | 100% |
Tetramethylpyrazine
carbon dioxide
3,5,6-trimethyl-2-pyrazinylacetic acid lithium salt
Conditions | Yield |
---|---|
With lithium diisopropyl amide In hexane 1) hexane, 0 deg C, 30 min, 2) 0 deg C, 30 min; | 99% |
Tetramethylpyrazine
Conditions | Yield |
---|---|
In acetone shaking (room temp., 5 min), NMR monitoring; solvent removal (dry N2), drying (vac.); elem. anal.; | 99% |
Tetramethylpyrazine
trans-{PtCl2(triethylphosphine)}2(2,3,5,6-tetamethylpyrazine)
Conditions | Yield |
---|---|
In chloroform-d1 ligand and Pt complex (1:2 mol) in CDCl3 (or CD2Cl2) were stirred for 5 min; floating layer of hexane over soln.; elem. anal.; | 94% |
Tetramethylpyrazine
2-(bromomethyl)-3,5,6-trimethylpyrazine
Conditions | Yield |
---|---|
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 30℃; Reflux; | 92% |
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane | 75% |
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 75℃; for 10h; Incandescent irradiation; | 72.8% |
Tetramethylpyrazine
{Pt2Cl2(μ-Cl)2(PMePh2)2}
trans-{PtCl2(diphenylmethylphosphine)}2(2,3,5,6-tetramethylpyrazine)
Conditions | Yield |
---|---|
In chloroform-d1 ligand and Pt complex (1:2 mol) in CDCl3 (or CD2Cl2) were stirred for 5 min; floating layer of hexane over soln.; elem. anal.; | 91% |
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 23℃; for 4h; Inert atmosphere; | 91% |
Multi-step reaction with 2 steps 1: potassium tert-butylate / N,N-dimethyl-formamide 2: potassium tert-butylate / N,N-dimethyl-formamide View Scheme |
Conditions | Yield |
---|---|
Stage #1: Tetramethylpyrazine With n-butyllithium In tetrahydrofuran; hexane at -25 - 20℃; Inert atmosphere; Stage #2: acetylferrocene With acetic anhydride; acetic acid In tetrahydrofuran; hexane at 120℃; for 2h; Inert atmosphere; | 90% |
Tetramethylpyrazine
2,3,5,6-tetramethylpyrazine mono N-oxide
Conditions | Yield |
---|---|
With dihydrogen peroxide; acetic acid at 70℃; | 88.2% |
With dihydrogen peroxide; acetic acid at 0 - 60℃; | 82% |
With dihydrogen peroxide; acetic acid at 94℃; for 12h; | 78.8% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 336h; | 88% |
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
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. |
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.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View