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CAS No.: | 1603-41-4 |
---|---|
Name: | 2-Amino-5-methylpyridine |
Article Data: | 25 |
Molecular Structure: | |
Formula: | C6H8N2 |
Molecular Weight: | 108.143 |
Synonyms: | 2-Amino-5-methylpyridine 98%;2-Amino-5-methyl pyridine;2-amino-5-methylpyridine;2-Amino-5-picoline;3-Picoline, 6-amino-;5-Methyl-2-pyridinamine;2-Pyridinamine, 5-methyl-;5-Methyl-2-aminopyridine; |
EINECS: | 216-503-5 |
Density: | 1.068 g/cm3 |
Melting Point: | 76-77 °C(lit.) |
Boiling Point: | 226.999 °C at 760 mmHg |
Flash Point: | 110.863 °C |
Solubility: | freely soluble in water |
Appearance: | white or yellowish crystal |
Hazard Symbols: | T,Xi |
Risk Codes: | 23/24/25-36/37/38 |
Safety: | 26-36/37/39-45-28A |
Transport Information: | UN 2811 6.1/PG 2 |
PSA: | 38.91000 |
LogP: | 1.55340 |
(5-methyl-pyridin-2-yl)amine
Conditions | Yield |
---|---|
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 120℃; for 16h; Sealed tube; | 100% |
With ammonium hydroxide; potassium phosphate; 1-(5,6,7,8-tetrahydroquinolin-8-yl)-2-methylpropan-1-one; copper(I) bromide In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; Sealed tube; | 85% |
Conditions | Yield |
---|---|
With sodium amide; xylene | |
With ammonia; sodium; ethanolamine In toluene at 60 - 170℃; under 22502.3 - 41254.1 Torr; Pressure; Temperature; Autoclave; Inert atmosphere; Large scale; | A 1928 g B 144 g |
Conditions | Yield |
---|---|
With hydrogenchloride; 4-chloro-2-methyl-1,3-benzoxazin-2-yl polystyrene 1.) ethylene chloride, reflux, 24 h, 2.) reflux, 20 h; Yield given. Multistep reaction; | |
Multi-step reaction with 2 steps 1: CH2Cl2 / Heating 2: conc. HCl View Scheme | |
Multi-step reaction with 2 steps 1: 84 percent / CHCl3 / 4 h / Heating 2: 98 percent / conc. HCl / 8 h / Heating View Scheme | |
With thionyl chloride; trimethylamine | |
With sodium hydroxide; thionyl chloride; hydrogen bromide; trimethylamine In dichloromethane; ethyl acetate |
Conditions | Yield |
---|---|
With sodium amide In ethanol at 66℃; for 2.16667h; Temperature; Reflux; | |
Multi-step reaction with 3 steps 1: acetic acid; dihydrogen peroxide / 6 h / 80 °C 2: dinitrogen pentoxide / dichloromethane / 4 h / 40 °C 3: zinc; formic acid / dichloromethane; methanol / 2 h / 75 °C View Scheme |
2-chloro-5-methylpyridine
(5-methyl-pyridin-2-yl)amine
Conditions | Yield |
---|---|
With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 50℃; for 24h; Reagent/catalyst; Inert atmosphere; | 75% |
2-nitro-5-methylpyridine-N-oxide
(5-methyl-pyridin-2-yl)amine
Conditions | Yield |
---|---|
With formic acid; zinc In methanol; dichloromethane at 75℃; for 2h; Time; Temperature; |
Conditions | Yield |
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With pyridine; sodium hydroxide In dichloromethane; water |
Conditions | Yield |
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With sodium hydroxide; hydrogen bromide; trimethylamine In ethyl acetate |
diethyl (2-amino-5-methylpyridin-3-yl)phosphonate
A
(5-methyl-pyridin-2-yl)amine
B
2-amino-5-methyl-3-phosphanylpyridine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 48h; | A n/a B 59% |
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The 6-Amino-3-picoline, with the CAS registry number 1603-41-4, is also known as 2-Amino-5-methylpyridine. It belongs to the product categories of Variousamine; Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridine Series; Amines; Pyridines; Pyridines Derivates; Aromatics; Heterocycles. Its EINECS registry number is 216-503-5. This chemical's molecular formula is C6H8N2 and molecular weight is 108.14. What's more, both its IUPAC name and systematic name are the same which is called 5-Methylpyridin-2-amine. It should be stored in a cool, dry and well-ventilated place. This chemical can be prepared by trimethylamine with 3-methyl pyridine-N-oxide. This reaction needs reagent hydrobromic acid and solvent dichloromethane.
Physical properties about 6-Amino-3-picoline are: (1)ACD/LogP: 0.887; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.62; (4)ACD/LogD (pH 7.4): 0.73; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.94; (7)ACD/KOC (pH 5.5): 2.25; (8)ACD/KOC (pH 7.4): 50.42; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 38.91 Å2; (13)Index of Refraction: 1.574; (14)Molar Refractivity: 33.405 cm3; (15)Molar Volume: 101.213 cm3; (16)Polarizability: 13.243×10-24cm3; (17)Surface Tension: 46.924 dyne/cm; (18)Density: 1.068 g/cm3; (19)Flash Point: 110.863 °C; (20)Enthalpy of Vaporization: 46.355 kJ/mol; (21)Boiling Point: 226.999 °C at 760 mmHg; (22)Vapour Pressure: 0.0790 mmHg at 25 °C.
Uses of 6-Amino-3-picoline: (1) it is used as dye intermediate; (2) it is used to produce other chemicals. For example, it can react with phthalic acid anhydride to get 2-(5-methyl-pyridin-2-yl)-isoindole-1,3-dione. The reaction occurs with solvent acetic acid and other condition of heating for 24 hours. The yield is 70 %.
When you are dealing with this chemical, you should be very careful. This chemical is toxic by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. Therefore, you could take off immediately all contaminated clothing. And you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1) SMILES: n1cc(ccc1N)C
(2) InChI: InChI=1S/C6H8N2/c1-5-2-3-6(7)8-4-5/h2-4H,1H3,(H2,7,8)
(3) InChIKey: CMBSSVKZOPZBKW-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | skin | 400mg/kg (400mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 841, 1986. | |
mouse | LD50 | subcutaneous | 110mg/kg (110mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Australian Journal of Experimental Biology and Medical Science. Vol. 36, Pg. 491, 1958. |
rat | LD50 | oral | 200mg/kg (200mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 841, 1986. |