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Basic Information
| CAS No.: | 3731-52-0 |
|---|---|
| Name: | 3-(Aminomethyl)pyridine |
| Molecular Structure: | |
|
|
|
| Formula: | C6H8N2 |
| Molecular Weight: | 108.143 |
| Synonyms: | 3-Aminomethylpyridine;2-Aminomethyl pyridine;Pyridine, 3- (aminomethyl)-;Picolaminum [INN-Latin];pyridin-3-ylmethanamine;3-Pyridinemethanamine;Picolamine;Picolamine [DCF:INN];3-Picolylamine;3-Pyridylmethylamine;Pyridine, 3-(aminomethyl)- (8CI);Picolamina [INN-Spanish];pyridin-3-ylmethylazanium;1-pyridin-3-ylmethanamine;3-Pyridinemethylamine; |
| EINECS: | 223-091-0 |
| Density: | 1.053 g/cm3 |
| Melting Point: | -21 °C(lit.) |
| Boiling Point: | 226 °C at 760 mmHg |
| Flash Point: | 100.6 °C |
| Solubility: | Freely soluble in water |
| Appearance: | Clear colourless to slighly yellow liquid |
| Hazard Symbols: |
 C,  Xi
|
| Risk Codes: | Statements 34-37-36/37/38 |
| Safety: | 26-36/37/39-45-25-36 |
| Transport Information: | UN 2735 8/PG 2 |
| PSA: | 38.91000 |
| LogP: | 1.24060 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate In water; dimethyl sulfoxide at 60℃; for 6h; High pressure; Green chemistry; | 99.9% |
| With palladium 10% on activated carbon; ammonia; hydrogen In methanol at 30℃; under 7500.75 Torr; for 4h; Reagent/catalyst; Temperature; Pressure; Autoclave; | 93.44% |
| With hydrogen; silica gel; nickel In methanol; ammonia at 120℃; under 7600 Torr; for 6h; | 86% |
Conditions
| Conditions | Yield |
|---|---|
| With ammonia; hydrogen In methanol at 30℃; for 20h; Autoclave; | 97% |
| With N,N'-bis(salicylidene)-1,2-phenylene-diaminocobalt(II); ammonia; hydrogen In water at 120℃; for 24h; Autoclave; | 84% |
| Multi-step reaction with 2 steps 1: water; potassium carbonate; hydroxylamine hydrochloride 2: ethanol; zinc; acetic acid View Scheme |
Conditions
| Conditions | Yield |
|---|---|
| With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); ammonia; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tert-Amyl alcohol at 140℃; for 20h; Inert atmosphere; Cooling; | 96% |
| With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); ammonia; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tert-Amyl alcohol at 140℃; under 12001.2 Torr; for 20h; Inert atmosphere; Autoclave; chemoselective reaction; | 96 %Chromat. |
Conditions
| Conditions | Yield |
|---|---|
| 85.6% | |
| 84.2% |
- 33252-28-7
6-chloronicotinonitrile
A
- 3731-52-0
3-Aminomethylpyridine
B
- 23100-12-1
6-chloronicotinylaldehyde
D
- 97004-04-1
5-(aminomethyl)-2-chloropyridine
Conditions
| Conditions | Yield |
|---|---|
| With ammonia; hydrogen; Sponge Ni In ethanol at 50℃; under 760 Torr; for 5h; Reduction; | A 3% B 5% C 8% D 75% |
| With ammonia; hydrogen; Sponge Ni In ethanol at 50℃; under 912 - 1064 Torr; for 9h; Product distribution; Further Variations:; Catalysts; Pressures; Temperatures; Reduction; | A 2% B 1% C 2% D 73% |
| With ammonia; hydrogen; Sponge Ni In ethanol at 50℃; under 912 - 1064 Torr; Reduction; | A 2% B 2% C 2% D 73% |
| With hydrogen; Raney Nickel R-100 In methanol; ammonium hydroxide at 25℃; under 760 Torr; for 9h; Product distribution; Further Variations:; Catalysts; Pressures; Solvents; Temperatures; Hydrogenation; | A 11% B 3% C 17% D 59% |
...Expand
- 51892-16-1
nicotinaldehyde oxime
- 3731-52-0
3-Aminomethylpyridine
Conditions
| Conditions | Yield |
|---|---|
| With ammonium formate; palladium on activated charcoal In methanol for 0.5h; Ambient temperature; | 74% |
| With ethanol; acetic acid; zinc |
- 33252-28-7
6-chloronicotinonitrile
A
- 3731-52-0
3-Aminomethylpyridine
C
- 97004-04-1
5-(aminomethyl)-2-chloropyridine
Conditions
| Conditions | Yield |
|---|---|
| With ammonia; hydrogen; Sponge Ni In ethanol at 50℃; under 760 Torr; for 1.5h; Reduction; | A 17% B 3% C 62% |
...Expand
- 100-54-9
pyridine-3-carbonitrile
A
- 3731-52-0
3-Aminomethylpyridine
B
- 1656-94-6
bis(pyridin-3-ylmethyl)amine
Conditions
| Conditions | Yield |
|---|---|
| With 1,4-dioxane; nickel at 130℃; under 147102 Torr; Hydrogenation; | |
| With ethanol; nickel at 130℃; under 147102 Torr; Hydrogenation; | |
| With ammonia; nickel at 70 - 80℃; under 77228.3 Torr; Hydrogenation; |
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3-(Aminomethyl)pyridine
Chemistry
MF: C6H8N2
Synonyms: C-PYRIDIN-3-YL-METHYLAMINE;3-(AMINOMETHYL)PYRIDINE;3AMPY;3-PYRIDINEMETHANAMINE;3-PYRIDYLMETHYLAMINE;3-PICOLYLAMINE;AKOS BBS-00003679;Picolamine
MW: 108.14
EINECS: 223-091-0
mp : ?21 °C(lit.)
bp : 73-74 °C1 mm Hg(lit.)
density : 1.062 g/mL at 25 °C(lit.)
refractive index : n20/D 1.551(lit.)
Fp : 213 °F
Water Solubility : FREELY SOLUBLE
BRN : 108056
Synonyms: C-PYRIDIN-3-YL-METHYLAMINE;3-(AMINOMETHYL)PYRIDINE;3AMPY;3-PYRIDINEMETHANAMINE;3-PYRIDYLMETHYLAMINE;3-PICOLYLAMINE;AKOS BBS-00003679;Picolamine
MW: 108.14
EINECS: 223-091-0
mp : ?21 °C(lit.)
bp : 73-74 °C1 mm Hg(lit.)
density : 1.062 g/mL at 25 °C(lit.)
refractive index : n20/D 1.551(lit.)
Fp : 213 °F
Water Solubility : FREELY SOLUBLE
BRN : 108056
Safety Profile
Risk Statements : 34-37-36/37/38
Safety Statements :26-36/37/39-45-25-36
Hazard Codes : C,Xi
RIDADR : UN 2735 8/PG 2
WGK Germany : 3
Hazard Note :Irritant
HazardClass : 8
PackingGroup : III
HS Code : 29333999
Safety Statements :26-36/37/39-45-25-36
Hazard Codes : C,Xi
RIDADR : UN 2735 8/PG 2
WGK Germany : 3
Hazard Note :Irritant
HazardClass : 8
PackingGroup : III
HS Code : 29333999