Product Name

  • Name

    Pyrazine-2-carbaldehyde

  • EINECS
  • CAS No. 5780-66-5
  • Article Data30
  • CAS DataBase
  • Density 1.235 g/cm3
  • Solubility
  • Melting Point
  • Formula C5H4N2O
  • Boiling Point 192.079 °C at 760 mmHg
  • Molecular Weight 108.1
  • Flash Point 70.501 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 5780-66-5 (Pyrazine-2-carbaldehyde)
  • Hazard Symbols IrritantXi
  • Synonyms Pyrazinecarboxaldehyde(7CI,8CI,9CI);2-Formylpyrazine;2-Pyrazinecarboxaldehyde;
  • PSA 42.85000
  • LogP 0.28910

Synthetic route

methyl pyrazine-2-carboxylate
6164-79-0

methyl pyrazine-2-carboxylate

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

Conditions
ConditionsYield
Stage #1: methyl pyrazine-2-carboxylate With lithium aluminium tetrahydride In tetrahydrofuran at -78 - 72℃; for 0.333333h;
Stage #2: With hydrogenchloride; water
100%
With lithium aluminium tetrahydride In tetrahydrofuran at -83℃; for 2h;68%
With lithium aluminium tetrahydride In tetrahydrofuran at -78℃; for 1.83333h; Inert atmosphere; Schlenk technique;53.4%
2-formalpyrazine

2-formalpyrazine

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In ethanol at 50℃; for 2h; Temperature;96.8%
2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

A

2,5-pyrazine-dicarboxaldehyde
77666-94-5

2,5-pyrazine-dicarboxaldehyde

B

5-methyl-2-pyrazinecarboxaldehyde
50866-30-3

5-methyl-2-pyrazinecarboxaldehyde

C

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

Conditions
ConditionsYield
With air; vanadia; molybdenum(VI) oxide In water for 2.77778E-05h; Product distribution; different ratio of V:Mo, different temperature, different time of contact;A 10%
B 21%
C n/a
With air; vanadia; molybdenum(VI) oxide In water at 360℃; for 2.77778E-05h;A 10%
B 21%
C n/a
2-Methylpyrazine
109-08-0

2-Methylpyrazine

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

Conditions
ConditionsYield
With tert.-butylhydroperoxide; selenium(IV) oxide In 1,4-dioxane for 3h; Heating;11%
pyrazin-2-ylmethanol
6705-33-5

pyrazin-2-ylmethanol

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

Conditions
ConditionsYield
With selenium(IV) oxide In 1,4-dioxane Heating;
With manganese(IV) oxide In acetone Sonication;
With Dess-Martin periodane In dichloromethane at 20℃; for 1h;100 mg
With 2,2'-azinobis(3-ethylbenzthiazolinesulfonate); horse-radish peroxidase; choline oxidase from Arthrobacter cholorphenolicus, mutant S101A/D250G/F253R/V355T/F357R/M359R In aq. phosphate buffer at 30℃; for 24h; pH=8; Catalytic behavior; Reagent/catalyst; Enzymatic reaction;
2-Methylpyrazine
109-08-0

2-Methylpyrazine

A

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

B

carbon oxides

carbon oxides

Conditions
ConditionsYield
β-VO(PO3)2 In gas at 400℃; Product distribution; Rate constant; selectivity of reaction, rates of partial and total oxidation;
2-pyrazylcarboxylic acid
98-97-5

2-pyrazylcarboxylic acid

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / conc. H2SO4 / 48 h / Heating
2: 26 percent / DIBAL / CH2Cl2
View Scheme
pyrazine carboxaldehyde diethyl acetal
67936-72-5

pyrazine carboxaldehyde diethyl acetal

N-methoxylamine hydrochloride
593-56-6

N-methoxylamine hydrochloride

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

Conditions
ConditionsYield
With sodium hydrogencarbonate In chloroform; Petroleum ether
2-Methylpyrazine
109-08-0

2-Methylpyrazine

A

2-methylpyrazine 4-oxide
25594-37-0

2-methylpyrazine 4-oxide

B

2-methylpyrazine 1-oxide
31396-35-7

2-methylpyrazine 1-oxide

C

2-pyrazylcarboxylic acid
98-97-5

2-pyrazylcarboxylic acid

D

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

E

pyrazine-2-carboxylic acid-4-oxide
874-54-4

pyrazine-2-carboxylic acid-4-oxide

F

pyrazine-2-carboxylic acid-1-oxide
32046-09-6

pyrazine-2-carboxylic acid-1-oxide

Conditions
ConditionsYield
With acetyl peroxyborate In water at 94.84℃; for 5h;A n/a
B n/a
C 56.3 mol %
D 4.5 mol %
E n/a
F n/a
With acetyl peroxyborate In water at 94.84℃; for 5h;A n/a
B n/a
C 28.5 mol %
D 41.2 mol %
E n/a
F n/a
2-Methylpyrazine
109-08-0

2-Methylpyrazine

acetic acid
64-19-7

acetic acid

A

acetate de (pyrazinyl-2) methyle
73763-94-7

acetate de (pyrazinyl-2) methyle

B

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

Conditions
ConditionsYield
With copper(l) iodide; oxygen; palladium diacetate at 120℃; for 24h; Autoclave;
ethylenediamine
107-15-3

ethylenediamine

glycerol
56-81-5

glycerol

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

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

Conditions
ConditionsYield
With calcined ZnO-ZnCr2O4 catalyst In water at 300 - 400℃; under 760.051 Torr;
ethylenediamine
107-15-3

ethylenediamine

glycerol
56-81-5

glycerol

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

pyrazin-2-ylmethanol
6705-33-5

pyrazin-2-ylmethanol

F

2,6-dimethylpyrazine
108-50-9

2,6-dimethylpyrazine

G

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

Conditions
ConditionsYield
In water at 375℃; under 760.051 Torr; for 6h; Inert atmosphere; Flow reactor;
pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

2-aminomethylpyrazine
20010-99-5

2-aminomethylpyrazine

(E)-1-(pyrazin-2-yl)-N-(pyrazin-2-ylmethyl)methanimine

(E)-1-(pyrazin-2-yl)-N-(pyrazin-2-ylmethyl)methanimine

Conditions
ConditionsYield
Stage #1: pyrazinecarboxaldehyde; 2-aminomethylpyrazine In dichloromethane for 0.0833333h; Inert atmosphere;
Stage #2: With sodium sulfate In dichloromethane at 20℃; for 0.75h; Inert atmosphere; Darkness;
100%
(E)-(2-nitrovinyl)cyclohexane
50598-92-0, 132839-80-6

(E)-(2-nitrovinyl)cyclohexane

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

(S)-2-cyclohexyl-3-nitro-1-(pyrazin-2-yl)propan-1-one
1175052-23-9

(S)-2-cyclohexyl-3-nitro-1-(pyrazin-2-yl)propan-1-one

Conditions
ConditionsYield
With (5R,7R)-7-fluoro-5-isopropyl-2-(perfluorophenyl)-6,7-dihydro-5H-pyrrolo[2,1c][1,2,4]triazol-2-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In methanol at 0℃; Stetter reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
nitromethane
75-52-5

nitromethane

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

2-nitro-1-pyrazin-2-yl-ethanol
854928-19-1

2-nitro-1-pyrazin-2-yl-ethanol

Conditions
ConditionsYield
With triethylamine at 20℃; for 1h;93.3%
With potassium tert-butylate In tetrahydrofuran at 0 - 5℃; for 0.25h;64%
pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(pyrazin-2-ylmethyl)piperazine-1-carboxylate
1402710-03-5

tert-butyl 4-(pyrazin-2-ylmethyl)piperazine-1-carboxylate

Conditions
ConditionsYield
With sodium triacetoxy borohydride; acetic acid In dichloromethane at 20℃; for 6.5h;91%
pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

2-(difluoromethyl)pyrazine
111781-48-7

2-(difluoromethyl)pyrazine

Conditions
ConditionsYield
With XtalFluor-E; triethylamine tris(hydrogen fluoride) In dichloromethane at 20℃;90%
With (diethylamido)sulfur trifluoride In trichlorofluoromethane at 20℃;39%
pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

4-methyl-N'-(pyrazin-2-ylmethylene)benzenesulfonohydrazide

4-methyl-N'-(pyrazin-2-ylmethylene)benzenesulfonohydrazide

Conditions
ConditionsYield
In methanol at 60℃; for 0.5h;90%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

(2-picolyl)-(pyrazin-2-yl-methyl)amine
1084898-22-5

(2-picolyl)-(pyrazin-2-yl-methyl)amine

Conditions
ConditionsYield
Stage #1: 2-(Aminomethyl)pyridine; pyrazinecarboxaldehyde In methanol at 25℃; for 0.5h;
Stage #2: With sodium tetrahydroborate In methanol at 25℃; for 2h;
90%
3-methoxy-2-methylquinoline
84689-36-1

3-methoxy-2-methylquinoline

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

C16H13N3O

C16H13N3O

Conditions
ConditionsYield
With toluene-4-sulfonamide In toluene at 120℃; for 12h; Inert atmosphere;89%
8-methoxy-2-methylquinoline
3033-80-5

8-methoxy-2-methylquinoline

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

C16H13N3O

C16H13N3O

Conditions
ConditionsYield
With toluene-4-sulfonamide In toluene at 120℃; for 12h; Inert atmosphere;87%
t-butoxycarbonylhydrazine
870-46-2

t-butoxycarbonylhydrazine

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

tert-butyl N-[(E)-pyrazin-2-ylmethyleneamino]carbamate

tert-butyl N-[(E)-pyrazin-2-ylmethyleneamino]carbamate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 16h;87%
2-furanoic acid
88-14-2

2-furanoic acid

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

4-tert-Butylaniline
769-92-6

4-tert-Butylaniline

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

N-tert-butyl-2-[N-(4-tert-butylphenyl)-1-(furan-2-yl)formamido]-2-(pyrazin-2-yl)acetamide
1417700-04-9

N-tert-butyl-2-[N-(4-tert-butylphenyl)-1-(furan-2-yl)formamido]-2-(pyrazin-2-yl)acetamide

Conditions
ConditionsYield
Stage #1: 4-tert-Butylaniline; pyrazinecarboxaldehyde In methanol at 20℃; for 0.5h; Ugi Condensation; Inert atmosphere;
Stage #2: 2-furanoic acid; tert-butylisonitrile In methanol at 20℃; Ugi Condensation; Inert atmosphere;
86%
In methanol at 20℃; for 16h; Ugi Condensation;
6-methoxyquinaldine
1078-28-0

6-methoxyquinaldine

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

C16H13N3O

C16H13N3O

Conditions
ConditionsYield
With toluene-4-sulfonamide In toluene at 120℃; for 12h; Inert atmosphere;85%
4-methoxy-2-methyl-quinoline
31835-53-7

4-methoxy-2-methyl-quinoline

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

C16H13N3O

C16H13N3O

Conditions
ConditionsYield
With toluene-4-sulfonamide In toluene at 120℃; for 12h; Inert atmosphere;83%
2-furanoic acid
88-14-2

2-furanoic acid

4-Aminobiphenyl
92-67-1

4-Aminobiphenyl

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

2-(N-{[1,1′-biphenyl]-4-yl}-1-(furan-2-yl)formamido)-N-[(1S)1-phenylethyl]-2-(pyrazin-2-yl)acetamide

2-(N-{[1,1′-biphenyl]-4-yl}-1-(furan-2-yl)formamido)-N-[(1S)1-phenylethyl]-2-(pyrazin-2-yl)acetamide

Conditions
ConditionsYield
Stage #1: 4-phenylalanine; pyrazinecarboxaldehyde In methanol at 20℃; for 0.5h; Ugi Condensation; Inert atmosphere;
Stage #2: 2-furanoic acid; (S)-1-isocyano-1-phenylethane In methanol at 20℃; Ugi Condensation; Inert atmosphere;
83%
[2-(3-bromo-benzo[b]thiophen-2-yl)-ethyl]dimethyl-amine
873692-91-2

[2-(3-bromo-benzo[b]thiophen-2-yl)-ethyl]dimethyl-amine

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

trifluoroacetic acid
76-05-1

trifluoroacetic acid

[2-(2-dimethylamino-ethyl)-benzo[b]thiophen-3-yl]-pyrazin-2-yl-methanol trifluoroacetate
1186219-29-3

[2-(2-dimethylamino-ethyl)-benzo[b]thiophen-3-yl]-pyrazin-2-yl-methanol trifluoroacetate

Conditions
ConditionsYield
Stage #1: [2-(3-bromo-benzo[b]thiophen-2-yl)-ethyl]dimethyl-amine With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane; toluene at -78℃;
Stage #2: pyrazinecarboxaldehyde In hexane; toluene at -78 - 0℃;
Stage #3: trifluoroacetic acid In water; acetonitrile
82%
5-methoxy-2-methylquinoline
79205-04-2

5-methoxy-2-methylquinoline

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

C16H13N3O

C16H13N3O

Conditions
ConditionsYield
With toluene-4-sulfonamide In toluene at 120℃; for 12h; Inert atmosphere;82%
6-bromoquinoline-2,4-diol

6-bromoquinoline-2,4-diol

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

6-bromo-3-(pyrazin-2-ylmethyl)quinoline-2,4-diol

6-bromo-3-(pyrazin-2-ylmethyl)quinoline-2,4-diol

Conditions
ConditionsYield
With pyridine; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate at 100℃; for 4h; Knoevenagel Condensation;82%
7-methoxy-2-methylquinoline
19490-87-0

7-methoxy-2-methylquinoline

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

C16H13N3O

C16H13N3O

Conditions
ConditionsYield
With toluene-4-sulfonamide In toluene at 120℃; for 12h; Inert atmosphere;80%
pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2-(pyrazin-2-ylmethylene)malonate

dimethyl 2-(pyrazin-2-ylmethylene)malonate

Conditions
ConditionsYield
With piperidine; acetic acid In toluene at 110℃; for 18h; Inert atmosphere; Schlenk technique; Sealed tube;80%
allyltriphenylphosphonium bromide
1560-54-9

allyltriphenylphosphonium bromide

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

2-(buta-1,3-dien-1-yl)pyrazine

2-(buta-1,3-dien-1-yl)pyrazine

Conditions
ConditionsYield
Stage #1: allyltriphenylphosphonium bromide In tetrahydrofuran; hexane at 0℃; for 0.25h; Inert atmosphere;
Stage #2: pyrazinecarboxaldehyde In tetrahydrofuran; hexane for 1h; Inert atmosphere;
79%
pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

benzylamine
100-46-9

benzylamine

C12H13N3

C12H13N3

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid at 100℃; for 14h; Flow reactor;76%
4-[3-fluoro-4-(methylsulfanyl)phenyl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one
1080061-14-8

4-[3-fluoro-4-(methylsulfanyl)phenyl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

5-[3-fluoro-4-(methylsulfanyl)phenyl]-1-(pyrazin-2-yl)-6-(tetrahydro-2H-pyran-4-yl)hexane-1,4-dione
1080061-16-0

5-[3-fluoro-4-(methylsulfanyl)phenyl]-1-(pyrazin-2-yl)-6-(tetrahydro-2H-pyran-4-yl)hexane-1,4-dione

Conditions
ConditionsYield
With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine In ethanol for 2h; Reflux;75%
pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

1,2-di(pyrazin-2-yl)ethene-1,2-diol
93691-18-0

1,2-di(pyrazin-2-yl)ethene-1,2-diol

Conditions
ConditionsYield
With potassium cyanide In water at 20℃; for 1h;73%
phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

(α-hydroxybenzyl)pyrazine
98792-43-9

(α-hydroxybenzyl)pyrazine

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 0.25h;73%
pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

(R)-2-methylpropane-2-sulfinamide
196929-78-9

(R)-2-methylpropane-2-sulfinamide

(R,E)-2-methyl-N-(pyrazin-2-ylmethylene)propane-2-sulfinamide
1421236-66-9

(R,E)-2-methyl-N-(pyrazin-2-ylmethylene)propane-2-sulfinamide

Conditions
ConditionsYield
With caesium carbonate In dichloromethane at 20℃; Inert atmosphere;72%
4,4'-diamino diphenyl methane
101-77-9

4,4'-diamino diphenyl methane

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

C22H17N7

C22H17N7

Conditions
ConditionsYield
In ethanol at 20℃; for 24h;71%
rhodanine 3-acetic acid
5718-83-2

rhodanine 3-acetic acid

pyrazinecarboxaldehyde
5780-66-5

pyrazinecarboxaldehyde

[(5Z)-4-oxo-5-(pyrazin-2-ylmethylene)-2-thioxo-1,3-thiazolidin-3-yl]acetic acid

[(5Z)-4-oxo-5-(pyrazin-2-ylmethylene)-2-thioxo-1,3-thiazolidin-3-yl]acetic acid

Conditions
ConditionsYield
With sodium acetate; acetic anhydride; acetic acid for 3h; Reflux;71%

Pyrazine-2-carbaldehyde Chemical Properties

Molecule structure of 2-Pyrazinecarboxaldehyde (CAS NO.5780-66-5):

Molecular Weight: 108.0981 g/mol
Molecular Formula: C5H4N2
Density: 1.234 g/cm3 
Boiling Point: 192.1 °C at 760 mmHg 
Flash Point: 70.5 °C
Index of Refraction: 1.581
Molar Refractivity: 29.18 cm3
Molar Volume: 87.5 cm3
Polarizability: 11.57×10-24 cm3
Surface Tension: 57 dyne/cm
Enthalpy of Vaporization: 42.83 kJ/mol
Vapour Pressure: 0.498 mmHg at 25 °C 
InChI: InChI=1/C5H4N2O/c8-4-5-3-6-1-2-7-5/h1-4H
InChIKey: DXBWJLDFSICTIH-UHFFFAOYAA 
Product Categories of 2-Pyrazinecarboxaldehyde (CAS NO.5780-66-5): Heterocycles; Aldehydes; Pyrazines, Pyrimidines & Pyridazines; Pyrazines, Pyrimidines & Pyridazines

Pyrazine-2-carbaldehyde Safety Profile

Hazard Codes: IrritantXi

Pyrazine-2-carbaldehyde Specification

 2-Pyrazinecarboxaldehyde (CAS NO.5780-66-5) is also named as Pyrazin-2-carbaldehyd ; Pyrazine-2-carbaldehyde .

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