| Identification | More | [Name]
2-Amino-3-picoline | [CAS]
1603-40-3 | [Synonyms]
2-AMINO-3-METHYLPYRIDINE
2-AMINO-3-PICOLINE
2-Amino-β-picoline
3-METHYL-2-PYRIDYLAMINE
3-METHYLPYRIDIN-2-AMINE
3-METHYLPYRIDIN-2-YLAMINE
Amino-3-methyl pyridine
AURORA KA-876
TIMTEC-BB SBB004356
2-amino-3-methyl-pyridin
2-Amino-beta-picoline
2-Pyridinamine,3-methyl-
3-Methyl-2-aminopyridine
3-methyl-2-pyridinamin
3-Methyl-2-pyridinamine
3-Picoline, 2-amino-
Pyridine, 2-amino-3-methyl-
2-Amino-3-methylpyridine,97%
2-Amino-3-picoline
2-Amino-3-methylpyridine
2-Pyridinamine,3-methyl-(9CI) | [EINECS(EC#)]
216-501-4 | [Molecular Formula]
C6H8N2 | [MDL Number]
MFCD00006320 | [Molecular Weight]
108.14 | [MOL File]
1603-40-3.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR YELLOW LIQUID AFTER MELTING | [Melting point ]
29-31 °C (lit.) | [Boiling point ]
221-222 °C (lit.) | [density ]
1.073 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.5823(lit.)
| [Fp ]
233 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
1000g/l | [form ]
Liquid After Melting | [pka]
pK1: 7.24(+1) (25°C) | [color ]
Clear yellow | [Water Solubility ]
SOLUBLE | [Sensitive ]
Hygroscopic | [Detection Methods]
HPLC | [BRN ]
107892 | [InChI]
1S/C6H8N2/c1-5-3-2-4-8-6(5)7/h2-4H,1H3,(H2,7,8) | [InChIKey]
RGDQRXPEZUNWHX-UHFFFAOYSA-N | [SMILES]
Cc1cccnc1N | [CAS DataBase Reference]
1603-40-3(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Pyridinamine, 3-methyl-(1603-40-3) | [EPA Substance Registry System]
1603-40-3(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS06,GHS08 | [Signal word ]
Danger | [Hazard statements ]
H301+H311+H331-H373 | [Precautionary statements ]
P280-P301+P310+P330-P302+P352+P312-P304+P340+P311-P314 | [Hazard Codes ]
T | [Risk Statements ]
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R33:Danger of cumulative effects.
R36/37/38:Irritating to eyes, respiratory system and skin .
R25:Toxic if swallowed. | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
US1850000
| [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
II | [HS Code ]
29333999 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 2 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Aquatic Chronic 3
Eye Dam. 1
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
2-Amino-3-picoline is CLEAR YELLOW LIQUID AFTER MELTING
| [Uses]
2-Amino-3-picoline is used in the synthesis of ketones from aldehydes.
| [Synthesis Reference(s)]
Journal of the American Chemical Society, 95, p. 4453, 1973 DOI: 10.1021/ja00794a070 | [Hazard]
Toxic by ingestion. | [Synthesis]
1) Add 9021 g of toluene, 538 g of sodium metal, 70 g of ethanolamine and 1900 g of 3-methylpyridine to the autoclave. After sealing the autoclave, open the feeding ports of the autoclave inlet and drip tank, and make sure the valves of the drip tank and the kettle are open. A hose was extended through the inlet port to the bottom of the kettle, and nitrogen was passed in to displace the air for 1 min, followed by closing the inlet cover. Heat the mixture to 60°C and slowly add liquid ammonia dropwise, maintaining the pressure in the autoclave at 3 MPa, until the total amount of liquid ammonia added reaches 600 g.
2) Increase the reaction temperature to 170°C and fill the autoclave with nitrogen until the pressure reaches 5 MPa to ensure that the reaction is fully carried out. When the pressure in the autoclave rose to 5.5 MPa, the pressure was released to 5 MPa and the process was repeated until the pressure no longer rose due to the reaction, indicating that the reaction was complete. The reaction system was then cooled to room temperature.
3) The ammoniated liquid was slowly added dropwise to 9 kg of water and the mixture was stirred to promote hydrolysis and extraction. After standing, the phases were separated and the aqueous phase was subjected to secondary extraction with 3 L of toluene. All organic phases were combined and the oil phase was quantitatively analyzed by gas chromatography to yield 1928 g of 2-amino-5-methylpyridine and 144 g of 2-amino-3-methylpyridine. | [Purification Methods]
Recrystallise the picoline three times from *benzene, most of the residual *benzene being removed from the crystals by standing over paraffin wax chips in an evacuated desiccator. The amine is also transferred to a separating funnel under N2, and left in contact with NaOH pellets for 3hours with occasional shaking. It is then placed in a vacuum distilling flask where it is refluxed gently in a stream of dry N2 before fractionally distilling it. [Mod et al. J Phys Chem 60 1651 1956, Beilstein 22/9 V 212]. | [References]
[1] Patent: US2456379, 1946,
[2] Patent: CN106496105, 2017, A. Location in patent: Paragraph 0024; 0025; 0026; 0027; 0028; 0029; 0030-0035 |
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| Company Name: |
Hbzzksw Gold
|
| Telephone: |
13284332550 |
| Website: |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
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