Product Name

  • Name

    3-methoxy-2-methylpyridine

  • EINECS 247-652-4
  • CAS No. 26395-26-6
  • Article Data13
  • CAS DataBase
  • Density 1.001 g/cm3
  • Solubility
  • Melting Point
  • Formula C7H9NO
  • Boiling Point 173.1 °C at 760 mmHg
  • Molecular Weight 123.155
  • Flash Point 60.9 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 26395-26-6 (3-methoxy-2-methylpyridine)
  • Hazard Symbols VeryT+
  • Synonyms 2-Picoline,3-methoxy- (7CI,8CI);3-Methoxy-2-methylpyridine;3-Methoxy-2-picoline;
  • PSA 22.12000
  • LogP 1.39860

Synthetic route

2-chloro-3-methoxypyridine
52605-96-6

2-chloro-3-methoxypyridine

trimethylaluminum
75-24-1

trimethylaluminum

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; hexane for 5.5h; Heating;90%
3-methoxy-2-methylpyridine 1-oxide
35392-65-5

3-methoxy-2-methylpyridine 1-oxide

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

Conditions
ConditionsYield
With phosphorus trichloride In dichloromethane at 20℃; for 12h;80%
2-bromo-3-methoxypyridine
24100-18-3

2-bromo-3-methoxypyridine

methylmagnesium bromide
75-16-1

methylmagnesium bromide

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

Conditions
ConditionsYield
Stage #1: 2-bromo-3-methoxypyridine With bis(triphenylphosphine)nickel(II) chloride In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: methylmagnesium bromide In tetrahydrofuran at 20℃; Inert atmosphere;		60%
sodium methylate
124-41-4

sodium methylate

3-bromo-2-picoline
38749-79-0

3-bromo-2-picoline

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

Conditions
ConditionsYield
In dimethyl sulfoxide at 100℃; for 12h;43%
3-Methoxy-pyridine-2-carboxylic acid tert-butyl-cyclohexyl-amide
191799-01-6

3-Methoxy-pyridine-2-carboxylic acid tert-butyl-cyclohexyl-amide

A

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

B

2-Hydroxymethyl-3-methoxy pyridine
51984-46-4

2-Hydroxymethyl-3-methoxy pyridine

Conditions
ConditionsYield
With sulfuric acid In water at 5℃; electrolysis at mercury pool electrode (E = -1050 mV vs. SCE);A 30%
B 20%
2-methyl-3-pyridinol
1121-25-1

2-methyl-3-pyridinol

methyl iodide
74-88-4

methyl iodide

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

Conditions
ConditionsYield
With potassium carbonate
3-methoxy-1H-pyridin-2-one
20928-63-6

3-methoxy-1H-pyridin-2-one

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / POCl3, PCl5 / 1 h / 140 °C
2: 90 percent / Pd(PPh3)4 / dioxane; hexane / 5.5 h / Heating
View Scheme
2-methyl-3-pyridinol
1121-25-1

2-methyl-3-pyridinol

sodium methylate
124-41-4

sodium methylate

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

Conditions
ConditionsYield
With N,N,N-trimethylanilinium bromide In DMF (N,N-dimethyl-formamide) for 3h; Heating / reflux;
2-methyl-3-pyridinol
1121-25-1

2-methyl-3-pyridinol

phenyltrimethylammonium chloride
138-24-9

phenyltrimethylammonium chloride

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

Conditions
ConditionsYield
With sodium methylate In methanol; dichloromethane; N,N-dimethyl-formamide
2-methyl-3-pyridinol
1121-25-1

2-methyl-3-pyridinol

methanolic potassium hydroxide

methanolic potassium hydroxide

methyl iodide
74-88-4

methyl iodide

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

...Expand
3-hydroxy-2-methyl pyridine
15112-62-6

3-hydroxy-2-methyl pyridine

sodium methylate
124-41-4

sodium methylate

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

Conditions
ConditionsYield
With phenyltrimethylammonium chloride In N,N-dimethyl-formamide
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

3-methoxy-2-methylpyridine 1-oxide
35392-65-5

3-methoxy-2-methylpyridine 1-oxide

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 16h;99%
With sodium perborate In acetic acid at 80℃; for 5.5h;90%
With dihydrogen peroxide; sodium carbonate In acetic acid16.7%
With dihydrogen peroxide In diethyl ether; acetic acid
With dihydrogen peroxide In diethyl ether; acetic acid
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

1-Bromo-2-butanone
816-40-0

1-Bromo-2-butanone

3-Methoxy-2-methyl-1-(2-oxobutyl)-pyridinium Bromide
177559-02-3

3-Methoxy-2-methyl-1-(2-oxobutyl)-pyridinium Bromide

Conditions
ConditionsYield
at 70℃; for 0.166667h;93.8%
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

Diethyl carbonate
105-58-8

Diethyl carbonate

ethyl 2-(3-methoxypyridin-2-yl)acetate
91012-88-3

ethyl 2-(3-methoxypyridin-2-yl)acetate

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 20℃;81%
With n-butyllithium; diisopropylamine In tetrahydrofuran at -78 - 20℃;81%
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

3-methoxy-pyridine-2-carbaldehyde
1849-53-2

3-methoxy-pyridine-2-carbaldehyde

Conditions
ConditionsYield
With selenium(IV) oxide In 1,4-dioxane at 80℃; for 18h;27%
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

bicyclo[2.2.2]octane-1,4-dicarboxylic acid monomethyl ester
18720-35-9

bicyclo[2.2.2]octane-1,4-dicarboxylic acid monomethyl ester

methyl 4-(5-methoxy-6-methylpyridin-2-yl)bicyclo[2.2.2]octane-1-carboxylate

methyl 4-(5-methoxy-6-methylpyridin-2-yl)bicyclo[2.2.2]octane-1-carboxylate

Conditions
ConditionsYield
With sulfuric acid; ammonium persulfate; silver nitrate In water at 75℃; for 0.166667h;13%
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

1-(3-methoxy-[2]pyridyl)-propan-2-ol
102440-20-0

1-(3-methoxy-[2]pyridyl)-propan-2-ol

Conditions
ConditionsYield
With diethyl ether; phenyllithium und anschliessenden Behandeln mit Acetaldehyd in Aether bei 5grad unter Stickstoff;
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

XCH2CO-cycloPr (X=halogen)

XCH2CO-cycloPr (X=halogen)

2-Cyclopropyl-8-methoxyindolizine

2-Cyclopropyl-8-methoxyindolizine

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene 1.) EtOAc, 70 deg C, 2.) benzene, reflux; Yield given. Multistep reaction;
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

2-(chloromethyl)-3-methoxypyridine
215253-76-2

2-(chloromethyl)-3-methoxypyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / NaBO3 / acetic acid / 5.5 h / 80 °C
2: POCl3 / 1 h / Heating
View Scheme
With trichloroisocyanuric acid; benzamide In dichloromethane for 3h; Heating / reflux;
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

3-methoxy-2-methyl-6-nitropyridine 1-oxide
35392-67-7

3-methoxy-2-methyl-6-nitropyridine 1-oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / NaBO3 / acetic acid / 5.5 h / 80 °C
2: 40 percent / concd. H2SO4, f. HNO3 / 2 h / Heating
View Scheme
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

4-Chloro-3-methoxy-2-methyl-pyridine
107512-34-5

4-Chloro-3-methoxy-2-methyl-pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / NaBO3 / acetic acid / 5.5 h / 80 °C
2: POCl3 / 1 h / Heating
View Scheme
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

6-chloro-3-methoxy-2-methylpyridine
129692-13-3

6-chloro-3-methoxy-2-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / NaBO3 / acetic acid / 5.5 h / 80 °C
2: 15 percent / POCl3 / 1 h / Heating
View Scheme
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

6-chloro-3-methoxy-2-methylpyridine 1-oxide
129692-17-7

6-chloro-3-methoxy-2-methylpyridine 1-oxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent / NaBO3 / acetic acid / 5.5 h / 80 °C
2: 40 percent / concd. H2SO4, f. HNO3 / 2 h / Heating
3: 34 percent / AcCl / 0.33 h / Ambient temperature
View Scheme
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

6-hydroxy-3-methoxy-2-methylpyridine 1-oxide
72731-33-0

6-hydroxy-3-methoxy-2-methylpyridine 1-oxide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 90 percent / NaBO3 / acetic acid / 5.5 h / 80 °C
2: 40 percent / concd. H2SO4, f. HNO3 / 2 h / Heating
3: 34 percent / AcCl / 0.33 h / Ambient temperature
4: 34 percent / KOH, K2CO3, TDA-1 / toluene; phenylmethanol / 2 h / Heating
View Scheme
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

1-(3-methoxypyridin-2-yl)-2-propanone
6652-00-2

1-(3-methoxypyridin-2-yl)-2-propanone

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane; N,N-dimethyl acetamide; ethyl acetate
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

trans 1-(3-methoxy-2-piperidyl)-2-propanone
6716-96-7

trans 1-(3-methoxy-2-piperidyl)-2-propanone

3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

4-(3-methoxy-pyridin-2-yl)-butylamine
71351-64-9

4-(3-methoxy-pyridin-2-yl)-butylamine

Conditions
ConditionsYield
With sodium amide In ammonia
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

3-methoxy-2-methyl-6-nitro-pyridine
23904-02-1

3-methoxy-2-methyl-6-nitro-pyridine

Conditions
ConditionsYield
With sulfuric acid; nitric acid In (2S)-N-methyl-1-phenylpropan-2-amine hydrate
3-methoxy-2-methylpyridine
26395-26-6

3-methoxy-2-methylpyridine

1-ethyl-5-methyl-2,3-indolinedione
299925-63-6

1-ethyl-5-methyl-2,3-indolinedione

1-ethyl-3-hydroxy-3-((3-methoxypyridin-2-yl)methyl)-5-methylindolin-2-one

1-ethyl-3-hydroxy-3-((3-methoxypyridin-2-yl)methyl)-5-methylindolin-2-one

Conditions
ConditionsYield
With trifluoroacetic acid In 1,4-dioxane at 110℃; for 48h; Inert atmosphere; Sealed tube;

Pyridine,3-methoxy-2-methyl- Specification

The Pyridine,3-methoxy-2-methyl-, with the CAS registry number 26395-26-6, is also known as 3-Methoxy-2-methylpyridine and 3-Methoxy-2-Picoline. It belongs to the product category of Pyridine. Its EINECS registry number is 247-652-4. This chemical's molecular formula is C7H9NO and molecular weight is 123.15246. What's more, both its IUPAC name and systematic name are the same which is called 3-Methoxy-2-methylpyridine.

Physical properties about Pyridine,3-methoxy-2-methyl are: (1)ACD/LogP: 1.54; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.29; (4)ACD/LogD (pH 7.4): 1.53; (5)ACD/BCF (pH 5.5): 4.88; (6)ACD/BCF (pH 7.4): 8.56; (7)ACD/KOC (pH 5.5): 92.03; (8) ACD/KOC (pH 7.4): 161.44; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 22.12 Å2; (13)Index of Refraction: 1.494; (14)Molar Refractivity: 35.84 cm3; (15)Molar Volume: 122.9 cm3; (16)Polarizability: 14.21×10-24cm3; (17)Surface Tension: 33.4 dyne/cm; (18)Density: 1.001 g/cm3; (19)Flash Point: 60.9 °C; (20)Enthalpy of Vaporization: 39.26 kJ/mol; (21)Boiling Point: 173.1 °C at 760 mmHg; (22)Vapour Pressure: 1.72 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O(c1cccnc1C)C
(2) InChI: InChI=1/C7H9NO/c1-6-7(9-2)4-3-5-8-6/h3-5H,1-2H3
(3) InChIKey: QRCUQLANPHYVEH-UHFFFAOYAQ

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