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Name	2-Amino-3-picoline	EINECS	216-501-4
CAS No.	1603-40-3	Density	1.068 g/cm³
PSA	38.91000	LogP	1.55340
Solubility	soluble in water	Melting Point	29-31 °C(lit.)
Formula	C₆H₈N₂	Boiling Point	220.9 °C at 760 mmHg
Molecular Weight	108.143	Flash Point	109.9 °C
Transport Information	UN 2811 6.1/PG 3	Appearance	clear yellow liquid after melting
Safety	36/37/39-45-37/39-28A-26	Risk Codes	23/24/25-33-36/37/38-25
Molecular Structure		Hazard Symbols	T
Synonyms	3-Picoline,2-amino- (7CI,8CI);2-Amino-b-picoline;3-Methyl-2-aminopyridine;3-Methyl-2-pyridinamine;3-Methylpyridin-2-ylamine;NSC 176169;NSC 450;3-Methyl-pyridin-2-ylamine;	Article Data	20

2-Amino-3-picoline Synthetic route

: 3430-17-9
2-bromo-3-picoline

: 1603-40-3
3-methylpyridin-2-ylamine

Conditions

Conditions	Yield
With copper(I) oxide; potassium carbonate; ammonium hydroxide; N,N-dimethylethylenediamine In ethylene glycol at 60℃; for 16h; Inert atmosphere;	98%

: N-Cyclohexyl-8-methyl-2-phenylimidazo[1,2-a]pyridin-3-amine

A: 1603-40-3
3-methylpyridin-2-ylamine

B: 724-92-5
N-cicloesil-α-ossofenilacetamide

Conditions

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 96%

: 937648-82-3
3-methyl-2-pyridinecarboxamide

: 1603-40-3
3-methylpyridin-2-ylamine

Conditions

Conditions	Yield
With sodium hypobromide; water; sodium hydroxide at 0 - 60℃; for 0.5h; Hofmann Rearrangement;	87.8%

: 553626-46-3
N-cyclohexyl-2-isopropyl-8-methylimidazo[1,2-a]pyridin-3-amine

A: 1603-40-3
3-methylpyridin-2-ylamine

B: 32998-89-3
N-cyclohexyl-3-methyl-2-oxobutanamide

Conditions

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 74%

: N-cyclohexyl-2-ethyl-8-methylimidazo[1,2-a]pyridin-3-amine

A: 1603-40-3
3-methylpyridin-2-ylamine

B: 5070-30-4
N-cyclohexyl-2-oxobutanamide

Conditions

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 72%

: 2369-18-8
2-fluoro-3-methylpyridine

: 1603-40-3
3-methylpyridin-2-ylamine

Conditions

Conditions	Yield
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction;	43%

: 108-99-6
3-Methylpyridine

A: 1603-41-4
(5-methyl-pyridin-2-yl)amine

B: 1603-40-3
3-methylpyridin-2-ylamine

Conditions

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

: 108-99-6
3-Methylpyridine

: 1603-40-3
3-methylpyridin-2-ylamine

Conditions

Conditions	Yield
With sodium amide; xylene at 135 - 140℃;
With sodium amide In o-xylene Chichibabin reaction;

: 56-23-5
tetrachloromethane

: 108-99-6
3-Methylpyridine

: sodium amide

: 1603-40-3
3-methylpyridin-2-ylamine

: 2,2-dimethyl-3-(3-methyl-pyridin-2-yl)-2,3-dihydro-benzo[e][1,3]oxazin-4-one

: 1603-40-3
3-methylpyridin-2-ylamine

Conditions

Conditions	Yield
With hydrogenchloride Hydrolysis;

2-Amino-3-picoline Chemical Properties

Molecular Structure of 2-Amino-3-methylpyridine(CAS NO.1603-40-3):

IUPAC Name: 3-methylpyridin-2-amine
Empirical Formula: C₆H₈N₂
Molecular Weight: 108.1411
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 0
Polar Surface Area: 16.13Å²
Index of Refraction: 1.574
Molar Refractivity: 33.4 cm³
Molar Volume: 101.2 cm³
Surface Tension: 46.9 dyne/cm
Density: 1.068 g/cm³
Flash Point: 109.9 °C
Enthalpy of Vaporization: 45.74 kJ/mol
Boiling Point: 220.9 °C at 760 mmHg
Vapour Pressure: 0.11 mmHg at 25°C
Water Solubility: Soluble
Sensitive: Hygroscopic
BRN: 107892
Melting point: 29-31 °C(lit.)
InChI
InChI=1/C6H8N2/c1-5-3-2-4-8-6(5)7/h2-4H,1H3,(H2,7,8)
Smiles
c1(c(nccc1)N)C
EINECS: 216-501-4
Product Categories: Variousamine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridine series; Pyridine; Pyridines derivates

2-Amino-3-picoline Toxicity Data With Reference

1.	orl-rat LD50:100 mg/kg	85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,841.
2.	ihl-rat LCLo:650 ppm/6H	85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,841.
3.	scu-mus LD50:36 mg/kg	AJEBAK Australian Journal of Experimental Biology and Medical Science. 36 (1958),491.
4.	ivn-mus LD50:10 mg/kg	CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#01585 .
5.	skn-gpg LD50:200 mg/kg	85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,841.

2-Amino-3-picoline Consensus Reports

Reported in EPA TSCA Inventory.

2-Amino-3-picoline Safety Profile

Poison by ingestion, skin contact, subcutaneous, and intravenous routes. Moderately toxic by inhalation. Combustible. When heated to decomposition it emits toxic fumes of NO_x.
Other safty informations about 2-Amino-3-methylpyridine(CAS NO.1603-40-3):
Hazard Codes: T (Toxic)
Risk Statements:
R 23/24/25:Toxic by inhalation, in contact with skin and if swallowed
R33:Take precautionary measures against static discharges
R36/37/38:Irritating to eyes, respiratory system and skin
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)
S28:After contact with skin, wash immediately with plenty of water.
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

2-Amino-3-picoline Specification

2-Amino-3-methylpyridine, with CAS number of 1603-40-3, can be called 2-Amino-3-picoline ; 2-Amino-beta-picoline ; 3-Methyl-2-aminopyridine ; 3-Methyl-2-pyridinamine ; Pyridine, 2-amino-3-methyl- . It is a clear yellow liquid after melting. 2-Amino-3-methylpyridine(CAS NO.1603-40-3) can be used as pharmaceutical raw materials and intermediates.

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