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Basic Information
| CAS No.: | 22083-74-5 | ||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Name: | (+/-)-NICOTINE | ||||||||||||
| Article Data: | 78 | ||||||||||||
| Molecular Structure: | |||||||||||||
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| Formula: | C10H14 N2 | ||||||||||||
| Molecular Weight: | 162.235 | ||||||||||||
| Synonyms: | Nicotine, (?à)- (8CI); Pyridine,3-(1-methyl-2-pyrrolidinyl)-, (?à)-; (R,S)-Nicotine; (?à)-Nicotine; 1-Methyl-2-(3-pyridyl)pyrrolidine;3-(1-Methyl-2-pyrrolidinyl)pyridine; DL-Nicotine | ||||||||||||
| Density: | 1.032g/cm3 | ||||||||||||
| Melting Point: | -79 °C | ||||||||||||
| Boiling Point: | 244.4°Cat760mmHg | ||||||||||||
| Flash Point: | 101.7°C | ||||||||||||
| Hazard Symbols: |
 
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| Risk Codes: | 25-27-51/53 | ||||||||||||
| Safety: |
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| PSA: | 16.13000 | ||||||||||||
| LogP: | 1.78620 | ||||||||||||
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Synthetic route
- 50-00-0
formaldehyd
- 64-18-6
formic acid
- 5746-86-1
rac-nornicotine
- 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: formaldehyd; formic acid; rac-nornicotine In water at 85℃; for 20h; Stage #2: With sodium hydroxide In water pH=13; | 99.1% |
...Expand
- 50-00-0
formaldehyd
- 53844-46-5
3-(3,4-dihydro-2H-pyrrol-2-yl)-pyridine
- 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine
Conditions
| Conditions | Yield |
|---|---|
| With formic acid In water at 80℃; for 18h; | 98% |
- 25162-00-9
D-nicotine
- 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine
Conditions
| Conditions | Yield |
|---|---|
| With 18-crown-6 ether; potassium tert-butylate at 80℃; for 1h; Reagent/catalyst; Temperature; Inert atmosphere; | 96.5% |
| With sodium hydride In o-xylene for 15h; Reflux; | 66.8% |
| With sodium hydride In o-xylene for 15h; Reflux; | 66.8% |
- 54-11-5
nicotin
- 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine
Conditions
| Conditions | Yield |
|---|---|
| With 15-crown-5; sodium t-butanolate at 80℃; for 2h; Reagent/catalyst; Inert atmosphere; | 94.7% |
| With sodium hydride In xylene for 6h; Heating; | 66% |
| With potassium hydride In xylene for 1h; Product distribution; Heating; other reagent, solvent, reaction time; |
Conditions
| Conditions | Yield |
|---|---|
| With sodium cyanoborohydride In acetonitrile | 91% |
| With formic acid at 30℃; Reagent/catalyst; | 91% |
| Stage #1: formaldehyd; rac-nornicotine With polymer-bound trimethyl ammonium cyanoborohydride In water for 4h; Stage #2: With Amberlyst 15 In dichloromethane for 1h; Stage #3: With ammonia In methanol for 2h; | 88% |
- 73130-52-6
ethyl N-methyl-N-<4-chloro-4-(3-pyridyl)butnyl>carbamate
- 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine
Conditions
| Conditions | Yield |
|---|---|
| With sulfuric acid for 5h; Heating; further reagent; | 90% |
- 525-74-6
N-methylmyosmine
- 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine
Conditions
| Conditions | Yield |
|---|---|
| With 5%-palladium/activated carbon; hydrogen In methanol at 20℃; under 7500.75 Torr; Autoclave; | 90% |
- 125947-48-0
1:1 complex of 1,1,6,6-tetraphenyl-hexa-2,4-diyne 1,6-diol and nicotine
- 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine
Conditions
| Conditions | Yield |
|---|---|
| In acetone | 86% |
- 180407-32-3
(RS) 1-methyl-2-(3'-pyridyl)pyrrolidine-2-carbaldehyde
- 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydroxide at 50℃; for 16h; | 80% |
- 1253522-99-4
methyl 2-(pyridin-3-yl)pyrrolidine-1-carboxylate
- 22083-74-5
3-(1-methyl-pyrrolidin-2-yl)-pyridine
Conditions
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux; | 77% |
