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CAS No.: | 1824-81-3 |
---|---|
Name: | 2-Amino-6-methylpyridine |
Article Data: | 41 |
Molecular Structure: | |
Formula: | C6H8N2 |
Molecular Weight: | 108.143 |
Synonyms: | 2-Picoline,6-amino- (7CI,8CI);2-Amino-6-methylpyridine;2-Amino-6-picoline;6-Amino-2-methylpyridine;6-Amino-2-picoline;6-Methyl-2-aminopyridine;6-Methyl-2-pyridinamine;6-Methylpyridin-2-ylamine;NSC 1488;NSC 176163;NSC 6971; |
EINECS: | 217-360-1 |
Density: | 1.068 g/cm3 |
Melting Point: | 40-44 °C(lit.) |
Boiling Point: | 208.499 °C at 760 mmHg |
Flash Point: | 103.333 °C |
Solubility: | Soluble in water, but soluble in ethanol, ethyl ether, acetone, benzene and hot ligroin |
Appearance: | yellowish crystalline low melting solid |
Hazard Symbols: | T |
Risk Codes: | 36/37/38-23/24/25 |
Safety: | 26-36/37/39-45-28A |
Transport Information: | UN 2811 6.1/PG 3 |
PSA: | 38.91000 |
LogP: | 1.55340 |
2-amino-6-methylpyridine 1-oxide
2-Amino-6-methylpyridine
Conditions | Yield |
---|---|
With titanium tetrachloride; tin(ll) chloride In diethyl ether for 0.5h; Ambient temperature; | 98% |
N-cyclohexyl-5-methyl-2-phenylimidazo[1,2-a]pyridine-3-amine
A
2-Amino-6-methylpyridine
B
N-cicloesil-α-ossofenilacetamide
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction; | A n/a B 98% |
2-methyl-6-nitropyridine
2-Amino-6-methylpyridine
Conditions | Yield |
---|---|
With sodium hydride; bis(pinacol)diborane In 1-methyl-pyrrolidin-2-one at 100℃; for 15h; Schlenk technique; Inert atmosphere; Sealed tube; | 93% |
Conditions | Yield |
---|---|
With copper(I) oxide; potassium carbonate; ammonium hydroxide; N,N-dimethylethylenediamine In ethylene glycol at 60℃; for 16h; Inert atmosphere; | 88% |
With ammonium hydroxide; copper(I) iodide; 1-ethylacetoacetate-3-methyl imidazolium hydroxide In acetonitrile at 80℃; for 12h; Inert atmosphere; | 75% |
With ammonia; copper(I) oxide In ethylene glycol at 100℃; for 24h; | 62% |
2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyridine
2-Amino-6-methylpyridine
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride In ethanol; water for 24h; Heating; | 83% |
With hydroxylamine hydrochloride In ethanol Heating; Yield given; |
2,2-dimethyl-3-(6-methylpyrid-2-yl)-4-oxo-4H-1,3-benzoxazine
A
2-Amino-6-methylpyridine
B
salicylic acid
Conditions | Yield |
---|---|
With hydrogenchloride for 3h; Heating; | A 82% B n/a |
2-iodo-6-methyl-pyridine
2-Amino-6-methylpyridine
Conditions | Yield |
---|---|
With ammonium hydroxide; potassium phosphate; 1-(5,6,7,8-tetrahydroquinolin-8-yl)-2-methylpropan-1-one; copper(I) bromide In dimethyl sulfoxide at 25℃; for 24h; Inert atmosphere; Sealed tube; | 81% |
N-cyclohexyl-2-isopropyl-5-methylimidazo[1,2-a]pyridin-3-amine
A
2-Amino-6-methylpyridine
B
N-cyclohexyl-3-methyl-2-oxobutanamide
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction; | A n/a B 80% |
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction; | A n/a B 78% |
2-acetylamino-6-methylpyridine
A
2-Amino-6-methylpyridine
B
N-ethyl-6-methylpyridin-2-amine
Conditions | Yield |
---|---|
With dihydridocarbonyl(1,1,1-tris(diphenylphosphinomethyl)ethane)ruthenium(II) complex; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid In tetrahydrofuran at 120℃; under 38002.6 Torr; for 16h; Glovebox; Autoclave; Inert atmosphere; | A n/a B 75% |
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The 2-Amino-6-methylpyridine, with the CAS registry number 1824-81-3, is also known as 6-Amino-2-picoline. It belongs to the product categories of Variousamine; Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines derivates. Its EINECS number is 217-360-1. This chemical's molecular formula is C6H8N2 and molecular weight is 108.14. What's more, its systematic name is 6-Methyl-2-pyridinamine. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides, moisture and fire. It is used in organic synthesis, and it is also used to prepare photographic developer, dye and medicine. This chemical can be prepared by 2-methylpyridine.
Physical properties of 2-Amino-6-methylpyridine are: (1)ACD/LogP: 0.912; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.52; (4)ACD/LogD (pH 7.4): 0.78; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 2.14; (7)ACD/KOC (pH 5.5): 2.76; (8)ACD/KOC (pH 7.4): 54.99; (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: 46.92 dyne/cm; (18)Density: 1.068 g/cm3; (19)Flash Point: 103.333 °C; (20)Enthalpy of Vaporization: 44.476 kJ/mol; (21)Boiling Point: 208.499 °C at 760 mmHg; (22)Vapour Pressure: 0.21 mmHg at 25°C.
Uses of 2-Amino-6-methylpyridine: it can be used to produce N-(6-methyl-[2]pyridyl)-phthalimide by heating. It will need solvent acetic acid with the reaction time of 24 hours. The yield is about 65%.
When you are using this chemical, please be cautious about it as the following:
This chemical is toxic by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: n1c(cccc1N)C
(2)Std. InChI: InChI=1S/C6H8N2/c1-5-3-2-4-6(7)8-5/h2-4H,1H3,(H2,7,8)
(3)Std. InChIKey: QUXLCYFNVNNRBE-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | skin | 200mg/kg (200mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 841, 1986. | |
mouse | LD50 | intravenous | 18mg/kg (18mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00148, | |
mouse | LD50 | subcutaneous | 52mg/kg (52mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: TREMOR | Australian Journal of Experimental Biology and Medical Science. Vol. 36, Pg. 491, 1958. |
rabbit | LD50 | skin | 125mg/kg (125mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | National Technical Information Service. Vol. OTS0571973, |
rat | LD50 | oral | 100mg/kg (100mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 841, 1986. |