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104-90-5

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104-90-5 Usage

Uses

Different sources of media describe the Uses of 104-90-5 differently. You can refer to the following data:
1. 5-Ethyl-2-methylpyridine is found in alcoholic beverages. 5-Ethyl-2-methylpyridine is present in dry red beans, cocoa, tea and whisky. 5-Ethyl-2-methylpyridine is a flavouring agent. 5-Ethyl-2-methylpyridine is one of the components that contribute to the nutty, roasted aroma in the Parmigiano-Reggiano cheese.
2. Perfume composition
3. 5-Ethyl-2-methylpyridine is used as specific solvent and as intermediate for several chemical reactions. Attributes PIS available on request. Please contact us. Contact

Chemical Properties

Different sources of media describe the Chemical Properties of 104-90-5 differently. You can refer to the following data:
1. 5-Ethyl-2-methylpyridine has a sharp penetrating aromatic aroma.
2. 2-Methyl-5-ethyl pyridine is a colorless liquid with a sharp, aromatic odor.

Occurrence

Reported in dry red beans, cocoa, tea, whiskey, peppermint oil, roasted and fried chicken, cocoa, coffee and cooked shrimps.

Preparation

Prepared by heating acetaldehyde ammonia in a double volume of absolute alcohol; by heating ammonia water and paraldehyde in presence of ammonium acetate.

Aroma threshold values

Detection: 19 ppb

General Description

A colorless to yellow liquid. Insoluble in water and more dense than water. Hence sinks in water. Contact may slightly irritate the skin, eyes, and mucous membranes. May be toxic by ingestion. Used to make other chemicals.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

5-Ethyl-2-methylpyridine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. A mixture of nitric acid and methyl ethyl pyridine was placed in an autoclave and heated and stirred for 40 minutes. The emergency vent opened due to a sudden pressure rise, then an explosion occurred after about 90 seconds [Chem. Eng. News 30:3348. 1952].

Hazard

Toxic. Corrosive and strong irritant to tis-sue.

Health Hazard

Breathing of vapors will cause vomiting and chest discomfort. Contact with liquid causes skin and eye burns.

Fire Hazard

Special Hazards of Combustion Products: Irritating vapors are generated when heated

Flammability and Explosibility

Nonflammable

Safety Profile

Poison by ingestion and subcutaneous routes. Moderately toxic by skin contact. iMildly toxic by inhalation. Corrosive. A severe skin and eye irritant. Flammable when exposed to heat or flame; can react vigorously with oxidizers. Potentially explosive reaction with nitric acid at 145℃/14.5 bar. To fight fire, use alcohol foam. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.

Potential Exposure

In manufacture of nicotinic acid, vinyl pyridine monomer; in intermediates for insecticides, germicides and textile chemicals

Shipping

UN23002-Methyl-5-ethylpyridine, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Incompatibilities

Vapors may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, aldehydes, acid chlorides; chloroformates, isocyanates, phenols, cresols.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed

Check Digit Verification of cas no

The CAS Registry Mumber 104-90-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 4 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 104-90:
(5*1)+(4*0)+(3*4)+(2*9)+(1*0)=35
35 % 10 = 5
So 104-90-5 is a valid CAS Registry Number.

104-90-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (L06901)  5-Ethyl-2-methylpyridine, 97%   

  • 104-90-5

  • 100g

  • 183.0CNY

  • Detail
  • Alfa Aesar

  • (L06901)  5-Ethyl-2-methylpyridine, 97%   

  • 104-90-5

  • 500g

  • 336.0CNY

  • Detail
  • Aldrich

  • (110051)  5-Ethyl-2-methylpyridine  ≥96%

  • 104-90-5

  • 110051-500G

  • 335.79CNY

  • Detail
  • Aldrich

  • (110051)  5-Ethyl-2-methylpyridine  ≥96%

  • 104-90-5

  • 110051-500G

  • 335.79CNY

  • Detail
  • Aldrich

  • (110051)  5-Ethyl-2-methylpyridine  ≥96%

  • 104-90-5

  • 110051-500G

  • 335.79CNY

  • Detail
  • Aldrich

  • (110051)  5-Ethyl-2-methylpyridine  ≥96%

  • 104-90-5

  • 110051-500G

  • 335.79CNY

  • Detail

104-90-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Ethyl-2-methylpyridine

1.2 Other means of identification

Product number -
Other names 2-Picoline,5-ethyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:104-90-5 SDS

104-90-5Synthetic route

5-ethyl-2-methylpyridine-N-oxide
768-44-5

5-ethyl-2-methylpyridine-N-oxide

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With Dimethylphenylsilane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;92%
With triethyl-amine; compound In 1,4-dioxane for 2.5h; Heating;85%
hexamethylenetetramine
100-97-0

hexamethylenetetramine

paracetaldehyde
123-63-7

paracetaldehyde

A

3-ethylpyridine
536-78-7

3-ethylpyridine

B

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

C

3-Methylpyridine
108-99-6

3-Methylpyridine

D

2,5-dimethylpyridine
589-93-5

2,5-dimethylpyridine

Conditions
ConditionsYield
With diammonium phosphate In ethanol; water at 230℃; for 1h; Further byproducts given;A 19%
B 3%
C 66%
D 3%
formaldehyd
50-00-0

formaldehyd

acetaldehyde
75-07-0

acetaldehyde

A

pyridine
110-86-1

pyridine

B

3,5-Lutidine
591-22-0

3,5-Lutidine

C

3-ethylpyridine
536-78-7

3-ethylpyridine

D

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

E

3-Methylpyridine
108-99-6

3-Methylpyridine

F

2,5-dimethylpyridine
589-93-5

2,5-dimethylpyridine

Conditions
ConditionsYield
With diammonium phosphate at 230℃; under 26252.1 - 27752.2 Torr; for 1.5h; Product distribution; investigation of the synthesis of pyridines from mixtures aldehydes;A 1%
B 1%
C 22%
D 2.5%
E 61%
F 4%
acetamide
60-35-5

acetamide

1,1-dichloroethane
75-34-3

1,1-dichloroethane

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

2-butenoic acid
3724-65-0

2-butenoic acid

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With ammonia; calcium chloride at 230℃;
methoxyethene
107-25-5

methoxyethene

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With boron phosphate coal catalyst; ammonia at 210℃;
With aluminum oxide; ammonia at 210℃;
With ammonium hydroxide; ammonium fluoride-hydrogen fluoride at 260℃;
1,1-dichloroethane
75-34-3

1,1-dichloroethane

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With ammonia; water at 160℃;
With ethanol; ammonia at 160℃;
1,1-Dibromoethane
557-91-5

1,1-Dibromoethane

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With ethanol; ammonia at 125 - 140℃;
With ammonia; water at 125 - 140℃;
1-ethyl-4-methylpyridinium iodide
15196-97-1

1-ethyl-4-methylpyridinium iodide

A

2-ethyl-4-methylpyridine
2150-18-7

2-ethyl-4-methylpyridine

B

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
at 320℃;
at 320℃;
2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate
58052-80-5, 76231-37-3

2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With ethanol at 120 - 130℃;
1-methyl-3-ethyl-pyridinium iodide
42493-47-0

1-methyl-3-ethyl-pyridinium iodide

A

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

B

3-ethyl-4-methylpyridine
529-21-5

3-ethyl-4-methylpyridine

Conditions
ConditionsYield
at 300℃; im Rohr;
at 300℃; im Rohr;
1,1-dichloroethane
75-34-3

1,1-dichloroethane

ethylamine
75-04-7

ethylamine

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
at 180 - 200℃;
ethylene glycol
107-21-1

ethylene glycol

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With ammonium chloride at 180 - 190℃;
ammonium acetate
631-61-8

ammonium acetate

acetaldehyde
75-07-0

acetaldehyde

A

picoline
108-89-4

picoline

B

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
at 180℃;
acetaldehyde
75-07-0

acetaldehyde

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With aluminum oxide; ammonia at 300℃;
With ammonium acetate; ammonium hydroxide at 225 - 250℃;
With ammonia at 150℃; for 5h; Reagent/catalyst; Autoclave;
With ammonium hydroxide at 130℃; for 3h; Autoclave;
ethyl vinyl ether
109-92-2

ethyl vinyl ether

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With ethanol; ammonium chloride; ammonia; copper(l) chloride at 250℃;
acetamide
60-35-5

acetamide

paracetaldehyde
123-63-7

paracetaldehyde

A

α-picoline
109-06-8

α-picoline

B

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
at 280℃;
acetamide
60-35-5

acetamide

paracetaldehyde
123-63-7

paracetaldehyde

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With phosphorus pentaoxide at 160℃;
at 280℃; im Rohr;
formaldehyd
50-00-0

formaldehyd

paracetaldehyde
123-63-7

paracetaldehyde

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With ammonium hydroxide
With ammonium hydroxide
ammonium acetate
631-61-8

ammonium acetate

paracetaldehyde
123-63-7

paracetaldehyde

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With aqueous solutions at 200℃;
2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate
58052-80-5, 76231-37-3

2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate

paracetaldehyde
123-63-7

paracetaldehyde

A

α-picoline
109-06-8

α-picoline

B

picoline
108-89-4

picoline

C

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

D

3-ethyl-4-methylpyridine
529-21-5

3-ethyl-4-methylpyridine

Conditions
ConditionsYield
at 220℃; im Rohr;
2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate
58052-80-5, 76231-37-3

2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate

paracetaldehyde
123-63-7

paracetaldehyde

A

α-picoline
109-06-8

α-picoline

B

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
at 220℃; im Autoklaven;
2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate
58052-80-5, 76231-37-3

2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate

paracetaldehyde
123-63-7

paracetaldehyde

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
at 220℃; im Autoklaven;
at 220℃;
paracetaldehyde
123-63-7

paracetaldehyde

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With urea; triethylaluminum; cobalt(II) 2-ethylhexanoate In benzene at 200℃; for 2h; Product distribution; other catalysts, reagents;
With ammonium hydroxide
With ammonium acetate; ammonium hydroxide at 180℃; im Autoklaven;
acetylene
74-86-2

acetylene

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With chromium(III) oxide; ammonia
With aluminum oxide; ammonia
With iron oxide; ammonia
crotonaldehyde
123-73-9

crotonaldehyde

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
With aluminum oxide; ammonia at 300℃;
With aluminum oxide; ammonia at 300℃;
α-picoline
109-06-8

α-picoline

ethanol
64-17-5

ethanol

A

2-ethyl-6-methylpyridine
1122-69-6

2-ethyl-6-methylpyridine

B

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

C

4-ethyl-2-methyl-pyridine
536-88-9

4-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
cation-exchanged zeolite at 420℃; Product distribution; H and various alkaline or alkaline earth cation-exchanged Y type zeolite catalysts;
α-picoline
109-06-8

α-picoline

ethanol
64-17-5

ethanol

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

Conditions
ConditionsYield
HY type zeolite at 420℃;0.8 % Chromat.
2-methyl-5-vinylpyridine
140-76-1

2-methyl-5-vinylpyridine

A

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

B

3-(1-hydroxyethyl)-6-methylpyridine
56019-64-8, 100189-16-0, 110338-86-8

3-(1-hydroxyethyl)-6-methylpyridine

C

2-(6-methylpyridin-3-yl) ethan-1-ol
100189-17-1

2-(6-methylpyridin-3-yl) ethan-1-ol

Conditions
ConditionsYield
With sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide Product distribution; 1.) THF, 65 deg C, 9 h; other vinyl and propenyl heterocycles; other pyridine-BF3 complexes; other hydroborating agents; var. temp. and time;A 25 % Chromat.
B 28 % Chromat.
C 47 % Chromat.
2-ethylhexenal
645-62-5

2-ethylhexenal

benzaldehyde
100-52-7

benzaldehyde

A

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

B

2-phenyl-3,5-diethylpyridine
73669-43-9

2-phenyl-3,5-diethylpyridine

Conditions
ConditionsYield
With triethylaluminum; cobalt(II) 2-ethylhexanoate; urea In benzene at 200℃; for 4h;A n/a
B 80 % Chromat.
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

benzyl bromide
100-39-0

benzyl bromide

1-benzyl-5-ethyl-2-methylpyridinium bromide

1-benzyl-5-ethyl-2-methylpyridinium bromide

Conditions
ConditionsYield
100%
In diethyl ether at 45℃; for 3h;
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

4,6-pyrimidinediol
1193-24-4

4,6-pyrimidinediol

4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

Conditions
ConditionsYield
With trichlorophosphate100%
With trichlorophosphate98%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

1,2-dimethyl-5-ethylpyridinium trifluoromethanesulfonate
1392001-08-9

1,2-dimethyl-5-ethylpyridinium trifluoromethanesulfonate

Conditions
ConditionsYield
at 0 - 25℃; for 7h;100%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

5-ethyl-2-methylpyridine-N-oxide
768-44-5

5-ethyl-2-methylpyridine-N-oxide

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid at 120℃; for 16h;99%
With dihydrogen peroxide; acetic acid In methanol for 3h; Reflux;95%
With dihydrogen peroxide; acetic acid90%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

ethyl 4-oxo-8-(4-(4-phenylbutoxy)benzamido)chromene-2-carboxylate
136450-08-3

ethyl 4-oxo-8-(4-(4-phenylbutoxy)benzamido)chromene-2-carboxylate

methane sulfonic acid

methane sulfonic acid

4-Oxo-8-((4-(4-phenylbutoxy)phenyl)carbonylamino)chromene-2-carboxamide
136450-10-7

4-Oxo-8-((4-(4-phenylbutoxy)phenyl)carbonylamino)chromene-2-carboxamide

Conditions
ConditionsYield
In methanol99%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

4-(4-phenyl-1-butoxy)benzoyl chloride
108807-05-2

4-(4-phenyl-1-butoxy)benzoyl chloride

ethyl 4-oxo-8-(4-(4-phenylbutoxy)benzamido)chromene-2-carboxylate
136450-08-3

ethyl 4-oxo-8-(4-(4-phenylbutoxy)benzamido)chromene-2-carboxylate

8-[4-(4-phenylbutoxy)benzoyl]amino-2-methoxycarbonyl-4-oxo-4H-1-benzopyran

8-[4-(4-phenylbutoxy)benzoyl]amino-2-methoxycarbonyl-4-oxo-4H-1-benzopyran

4-Oxo-8-((4-(4-phenylbutoxy)phenyl)carbonylamino)chromene-2-carboxamide
136450-10-7

4-Oxo-8-((4-(4-phenylbutoxy)phenyl)carbonylamino)chromene-2-carboxamide

Conditions
ConditionsYield
Stage #1: 5-ethyl-2-methyl-pyridine; 4-(4-phenyl-1-butoxy)benzoyl chloride; ethyl 4-oxo-8-(4-(4-phenylbutoxy)benzamido)chromene-2-carboxylate; 8-[4-(4-phenylbutoxy)benzoyl]amino-2-methoxycarbonyl-4-oxo-4H-1-benzopyran With ammonia; chlorobenzene In methanol at 25 - 80℃; for 8.5h;
Stage #2: With 5-ethyl-2-methyl-pyridine; methyl bisulfate at 100℃; for 4h;
96%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

BARBITURIC ACID
67-52-7

BARBITURIC ACID

2,4,6-trichloropyrimidine
3764-01-0

2,4,6-trichloropyrimidine

Conditions
ConditionsYield
With anhydrous phosphorus trichloride; chlorine; trichlorophosphate96%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

9-BBN-5-ethyl-2-methylpyridine complex
1022976-42-6

9-BBN-5-ethyl-2-methylpyridine complex

Conditions
ConditionsYield
In hexane at 0 - 5℃; for 3.5h; Product distribution / selectivity;95%
In tetrahydrofuran at 0 - 5℃; for 0.25h; Product distribution / selectivity;
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

4-hydroxy[1]benzopyran-2-one
1076-38-6

4-hydroxy[1]benzopyran-2-one

benzaldehyde
100-52-7

benzaldehyde

3-(2-(5-ethylpyridin-2-yl)-1-phenylethyl)-4-hydroxy-2H-chromen-2-one

3-(2-(5-ethylpyridin-2-yl)-1-phenylethyl)-4-hydroxy-2H-chromen-2-one

Conditions
ConditionsYield
In 1,4-dioxane at 120℃; Sealed tube;95%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

2-oxo-2H-chromene-3-carboxylic acid
531-81-7

2-oxo-2H-chromene-3-carboxylic acid

4-((5-ethylpyridine-2-yl)methyl)chroman-2-one
1542158-11-1

4-((5-ethylpyridine-2-yl)methyl)chroman-2-one

Conditions
ConditionsYield
In 1,4-dioxane at 120℃; for 48h;92%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

oct-1-ene
111-66-0

oct-1-ene

5-ethyl-2-(2-methyloctyl)pyridine

5-ethyl-2-(2-methyloctyl)pyridine

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; trimethylsilylmethyllithium In tetrahydrofuran at 125℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube;92%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

2-(5-Ethyl-pyridin-2-yl)-3H-imidazo[4,5-b]pyridine
84360-76-9

2-(5-Ethyl-pyridin-2-yl)-3H-imidazo[4,5-b]pyridine

Conditions
ConditionsYield
With sulfur at 155 - 165℃; for 10h;90%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

borane-THF
14044-65-6

borane-THF

5-ethyl-2-methylpyridine borane complex
1014979-56-6

5-ethyl-2-methylpyridine borane complex

Conditions
ConditionsYield
In toluene at 4 - 7℃; Product distribution / selectivity;90%
In tetrahydrofuran at 4 - 7℃; Product distribution / selectivity;
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

1-methyl-3-(4-bromo-5-ethanesulfonylamino-2-fluorophenyl)-6-trifluoromethyl-2,4-(1H,3H)pyrimidinedione
146779-86-4

1-methyl-3-(4-bromo-5-ethanesulfonylamino-2-fluorophenyl)-6-trifluoromethyl-2,4-(1H,3H)pyrimidinedione

1-methyl-3-(4-cyano-5-ethanesulfonylamino-2-fluorophenyl)-6-trifluoromethyl-2,4-(1H,3H)pyrimidinedione

1-methyl-3-(4-cyano-5-ethanesulfonylamino-2-fluorophenyl)-6-trifluoromethyl-2,4-(1H,3H)pyrimidinedione

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0); Zinc chloride90%
tetrakis(triphenylphosphine) palladium(0)
With copper(II) chloride; tetrakis(triphenylphosphine) palladium(0)
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

4-Oxo-8-((4-(4-phenylbutoxy)phenyl)carbonylamino)chromene-2-carboxamide
136450-10-7

4-Oxo-8-((4-(4-phenylbutoxy)phenyl)carbonylamino)chromene-2-carboxamide

8-[4-(4-phenyl-1-butoxy)-benzoyl]amino-2-cyano-4-oxo-4H-benzopyran
136450-11-8

8-[4-(4-phenyl-1-butoxy)-benzoyl]amino-2-cyano-4-oxo-4H-benzopyran

Conditions
ConditionsYield
With hydrogenchloride In toluene88%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

2-iodo-propane
75-30-9

2-iodo-propane

2-methyl-5-ethylpyridinium propyliodide
103093-96-5

2-methyl-5-ethylpyridinium propyliodide

Conditions
ConditionsYield
Heating;85%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

2-nitro-aniline
88-74-4

2-nitro-aniline

KB 1043
67273-43-2

KB 1043

Conditions
ConditionsYield
With sodium sulfide; sulfur at 160 - 170℃; for 18h;85%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

tert-butyl (E)-cinnamyl carbonate
95932-32-4

tert-butyl (E)-cinnamyl carbonate

C17H19N

C17H19N

Conditions
ConditionsYield
Stage #1: 5-ethyl-2-methyl-pyridine With boron trifluoride diethyl etherate In tetrahydrofuran for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: tert-butyl (E)-cinnamyl carbonate With C49H50IrNO4P(1+)*CF3O3S(1-); lithium hexamethyldisilazane In tetrahydrofuran at 30℃; for 8h; Inert atmosphere; Schlenk technique; enantioselective reaction;
83%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

diphenyl diselenide
1666-13-3

diphenyl diselenide

α-bromoacetophenone
70-11-1

α-bromoacetophenone

6-ethyl-2-phenyl-1,3-bis(phenylselanyl)indolizine

6-ethyl-2-phenyl-1,3-bis(phenylselanyl)indolizine

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In water; N,N-dimethyl-formamide at 50℃; for 8h; Electrolysis;82%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

2-[[(2-hydroxyphenyl)imino]methyl]phenol
1761-56-4

2-[[(2-hydroxyphenyl)imino]methyl]phenol

nickel(II) acetate tetrahydrate
6018-89-9

nickel(II) acetate tetrahydrate

[Ni(2-((2-oxybenzylidene)amino)phenolate)(2-Me-5-Et-pyridine)]

[Ni(2-((2-oxybenzylidene)amino)phenolate)(2-Me-5-Et-pyridine)]

Conditions
ConditionsYield
In methanol; acetonitrile for 2h; Reflux;80%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

4-bromoacetyl-3-phenylsydnone
51126-04-6

4-bromoacetyl-3-phenylsydnone

5-ethyl-2-methyl-1-[2-(3-phenylsydnon-4-yl)-2-oxoethyl]pyridinium bromide

5-ethyl-2-methyl-1-[2-(3-phenylsydnon-4-yl)-2-oxoethyl]pyridinium bromide

Conditions
ConditionsYield
In acetone for 8h; Reflux;80%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

3Fe(3+)*O(2-)*6(CH3)3CCOO(1-)*Cl(1-)*5H2O*CHCl3=Fe3O((CH3)3CCOO)6(H2O)3Cl*2H2O*CHCl3

3Fe(3+)*O(2-)*6(CH3)3CCOO(1-)*Cl(1-)*5H2O*CHCl3=Fe3O((CH3)3CCOO)6(H2O)3Cl*2H2O*CHCl3

acetonitrile
75-05-8

acetonitrile

Fe4(O)2(O2CC(CH3)3)8(CH3C2H5C5H3N)2*2CH3CN

Fe4(O)2(O2CC(CH3)3)8(CH3C2H5C5H3N)2*2CH3CN

Conditions
ConditionsYield
In diethyl ether; acetonitrile to Fe-complex was added ligand, mixt. was diluted and stirred overnight in soln. of MeCN and Et2O under N2; filtered, dried over MgSO4, slowly evapd. upon standing open to air; elem. anal.;79%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

2-(bromomethyl)benzaldehyde
60633-91-2

2-(bromomethyl)benzaldehyde

5-ethyl-1-(2-formylbenzyl)-2-methylpyridinium bromide

5-ethyl-1-(2-formylbenzyl)-2-methylpyridinium bromide

Conditions
ConditionsYield
In acetone at 20℃; for 3h;77%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

benzylamine
100-46-9

benzylamine

(E)-5-ethyl-2-styrylpyridine
24483-19-0

(E)-5-ethyl-2-styrylpyridine

Conditions
ConditionsYield
With 1,10-phenanthroline-5,6-dione; trifluorormethanesulfonic acid; oxygen In chlorobenzene at 120℃; under 760.051 Torr; for 24h;76%
With hydrogenchloride; iodine In water; dimethyl sulfoxide at 120℃; for 12h; stereoselective reaction;54%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

N4-benzylpyridine-3,4-diamine
57806-32-3

N4-benzylpyridine-3,4-diamine

1-benzyl-2-(5-ethyl-2-pyridiyl)-1H-imidazo<4,5-c>pyridine
124897-35-4

1-benzyl-2-(5-ethyl-2-pyridiyl)-1H-imidazo<4,5-c>pyridine

Conditions
ConditionsYield
With sulfur at 150 - 160℃; for 24h;75%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

3-nitro-4-methylaminopyridine
1633-41-6

3-nitro-4-methylaminopyridine

2-(5'-Ethyl-2'-pyridyl)-1-methyl-1H-imidazo<4,5-c>pyridine
84360-79-2

2-(5'-Ethyl-2'-pyridyl)-1-methyl-1H-imidazo<4,5-c>pyridine

Conditions
ConditionsYield
With sodium sulfide; sulfur at 140 - 155℃; for 25h;75%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

sodium azide

sodium azide

copper(II) nitrate trihydrate

copper(II) nitrate trihydrate

Cu(2+)*(CH3)C2H5C5H3N*2N3(1-) = [Cu(CH3)C2H5C5H3N(N3)2]

Cu(2+)*(CH3)C2H5C5H3N*2N3(1-) = [Cu(CH3)C2H5C5H3N(N3)2]

Conditions
ConditionsYield
In acetone mixing; filtn., crystn. on cooling (refrigerator, 4 days); elem. anal.;75%
In ethanol; water boiling (several min); crystn. on standing (3 weeks); elem. anal.;20%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

1-cyanoethyl trifluoromethanesulfonate
1403873-31-3

1-cyanoethyl trifluoromethanesulfonate

1-(1-cyanoethyl)-5-ethyl-2-methylpyridinium triflate

1-(1-cyanoethyl)-5-ethyl-2-methylpyridinium triflate

Conditions
ConditionsYield
In diethyl ether at 20℃; for 24h; Inert atmosphere;75%
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

dimethyltin dibromide
2767-47-7

dimethyltin dibromide

allyl bromide
106-95-6

allyl bromide

2C11H16N(1+)*C2H6Br4Sn(2-)

2C11H16N(1+)*C2H6Br4Sn(2-)

Conditions
ConditionsYield
In ethanol for 3h; Reflux;74%

104-90-5Relevant articles and documents

SYNTHESIS OF ALYKL SUBSTITUTED PYRIDINES BY LIQUID PHASE CONDENSATION OF ALDEHYDES WITH AMINES UNDER THE ACTION OF COMPLEXED METAL CATALYSTS

Selimov, F. A.,Akhmetov, A. Zh.,Dzhemilev, U. M.

, p. 1893 - 1895 (1987)

-

Synthetic Methods and Reactions; 87. Deoxygenation of Pyridine N-Oxides with Trimethyl(ethyl)amine-Sulfur Dioxide Complexes

Olah, George A.,Arvanaghi, Massoud,Vankar, Yashwant D.

, p. 660 - 661 (1980)

-

-

Frank,Seven

, p. 2629,2633 (1949)

-

Mesoporous Aluminosilicates in the Synthesis of N-Heterocyclic Compounds

Agliullin, M. R.,Bikbaeva, V. R.,Bubennov, S. V.,Filippova, N. A.,Gataulin, A. R.,Grigor’eva, N. G.,Kostyleva, S. A.,Kutepov, B. I.,Narender, Nama

, p. 733 - 743 (2020/02/25)

Abstract: The catalytic properties of samples of amorphous mesoporous aluminosilicate ASM with different Si/Al molar ratios (40, 80, 160) were studied in the synthesis of practically important pyridines (by the interaction of С2–С5 alcohols with formaldehyde and ammonia, cyclocondensation of acetaldehyde and propionic aldehyde with ammonia), dialkylquinolines and alkyltetrahydroquinolines (by reaction of aniline with C3, C4 aldehydes) and alkyldihydroquinolines (by interaction of aniline with ketones, acetone and acetophenone). It is found that mesoporous aluminosilicate ASM sample with a molar ratio of Si/Al = 40, which has the highest acidity among the studied samples, exhibits the highest activity and selectivity in these reactions.

Electrochemical oxidation of pyridine bases

-

, (2008/06/13)

-

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