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Basic Information
CAS No.: 13602-11-4
Name: methyl 6-methylpyridine-2-carboxylate
Molecular Structure:
Molecular Structure of 13602-11-4 (methyl 6-methylpyridine-2-carboxylate)
Formula: C8H9NO2
Molecular Weight: 151.165
Synonyms: Picolinicacid, 6-methyl-, methyl ester (7CI,8CI);6-Methylpicolinic acid methyl ester;6-Methylpyridin-2-carboxylic acid methyl ester;6-Methylpyridine-2-carboxylicacid methyl ester;Methyl6-methylpicolinate;NSC 109151;
EINECS: 237-085-0
Density: 1.105 g/cm3
Melting Point: 18 °C
Boiling Point: 242.053 °C at 760 mmHg
Flash Point: 100.19 °C
PSA: 39.19000
LogP: 1.17660
Synthetic route
67-56-1

methanol

934-60-1

6-methyl-2-pyridinecarboxylic acid

13602-11-4

6-methylpicolinic acid methyl ester

Conditions
ConditionsYield
Stage #1: methanol In thionyl chloride at -10 - 20℃; for 1h;
Stage #2: 6-methyl-2-pyridinecarboxylic acid In thionyl chloride at 80℃; for 5h; Time;
93%
Stage #1: methanol; 6-methyl-2-pyridinecarboxylic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃;
Stage #2: at 20℃; for 6h;
92%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 6h;92%
934-60-1

6-methyl-2-pyridinecarboxylic acid

18107-18-1

diazomethyl-trimethyl-silane

13602-11-4

6-methylpicolinic acid methyl ester

Conditions
ConditionsYield
In methanol; diethyl ether; dichloromethane at 20℃; for 0.5h;91%
5315-25-3

2-bromo-6-methylpyridine

67-56-1

methanol

201230-82-2

carbon monoxide

13602-11-4

6-methylpicolinic acid methyl ester

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine; palladium diacetate at 65℃;60%
934-60-1

6-methyl-2-pyridinecarboxylic acid

13602-11-4

6-methylpicolinic acid methyl ester

67-56-1

methanol

6-methyl-picolinic acid

6-methyl-picolinic acid

13602-11-4

6-methylpicolinic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid
67-56-1

methanol

126125-54-0

6-methyl-pyridine-2-carbonyl chloride

13602-11-4

6-methylpicolinic acid methyl ester

Conditions
ConditionsYield
With sodium methylate for 4h; Inert atmosphere; Reflux;
934-60-1

6-methyl-2-pyridinecarboxylic acid

13602-11-4

6-methylpicolinic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / 1 h / Inert atmosphere; Reflux
2: sodium methylate / 4 h / Inert atmosphere; Reflux
View Scheme
124-38-9

carbon dioxide

13737-10-5

2-methyl-6-(trimethylsilyl)-pyridine

74-88-4

methyl iodide

13602-11-4

6-methylpicolinic acid methyl ester

Conditions
ConditionsYield
With tetrabutylammonium triphenyldifluorosilicate In tetrahydrofuran-d8 at 20℃; under 750.075 Torr; for 18h; Inert atmosphere; Schlenk technique;> 97 %Spectr.
5315-25-3

2-bromo-6-methylpyridine

13602-11-4

6-methylpicolinic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / diethyl ether; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique
1.2: 18 h / -78 - 20 °C / Inert atmosphere; Schlenk technique
2.1: tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran-d8 / 18 h / 20 °C / 750.08 Torr / Inert atmosphere; Schlenk technique
View Scheme
108-48-5

2,6-dimethylpyridine

13602-11-4

6-methylpicolinic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium permanganate / water-d2 / 5 h / 20 - 60 °C
2.1: thionyl chloride / 1 h / -10 - 20 °C
2.2: 5 h / 80 °C
View Scheme
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    CAS: 13602-11-4 MF: C8H9NO2 MW: 151.16 EINECS: 237-085-0 Mol File: 13602-11-4.mol methyl 6-methylpyridine-2-carboxylate Structure methyl 6-methylpyridine-2-carboxylate Chemical Properties Melting point 18 °C Boiling point

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Specification

The 2-Pyridinecarboxylicacid, 6-methyl-, methyl ester is an organic compound with the formula C8H9NO2. The IUPAC name of this chemical is methyl 6-methylpyridine-2-carboxylate. With the CAS registry number 13602-11-4, it is also named as 6-Methyl-pyridine-2-carboxylic acid methyl ester. The product's categories are Carboxylicester; Glycinescaffold.

Physical properties about 2-Pyridinecarboxylicacid, 6-methyl-, methyl ester are: (1)ACD/LogP: 1.01; (2)ACD/LogD (pH 5.5): 1.006; (3)ACD/LogD (pH 7.4): 1.007; (4)ACD/BCF (pH 5.5): 3.427; (5)ACD/BCF (pH 7.4): 3.427; (6)ACD/KOC (pH 5.5): 84.032; (7)ACD/KOC (pH 7.4): 84.055; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 39.19 Å2; (11)Index of Refraction: 1.51; (12)Molar Refractivity: 40.942 cm3; (13)Molar Volume: 136.825 cm3; (14)Polarizability: 16.231×10-24cm3; (15)Surface Tension: 39.916 dyne/cm; (16)Density: 1.105 g/cm3; (17)Flash Point: 100.19 °C; (18)Enthalpy of Vaporization: 47.902 kJ/mol; (19)Boiling Point: 242.053 °C at 760 mmHg; (20)Vapour Pressure: 0.035 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Cc1cccc(n1)C(=O)OC
(2)InChI: InChI=1/C8H9NO2/c1-6-4-3-5-7(9-6)8(10)11-2/h3-5H,1-2H3
(3)InChIKey: CYWIZMOZBTXFIL-UHFFFAOYAU
(4)Std. InChI: InChI=1S/C8H9NO2/c1-6-4-3-5-7(9-6)8(10)11-2/h3-5H,1-2H3
(5)Std. InChIKey: CYWIZMOZBTXFIL-UHFFFAOYSA-N