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| CAS No.: | 120-94-5 |
|---|---|
| Name: | 1-Methylpyrrolidine |
| Article Data: | 110 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H11N |
| Molecular Weight: | 85.149 |
| Synonyms: | Methylpyrrolidine;N-Methylpyrrolidine;1-methyl-2,3,4,5-tetrahydropyrrole;Pyrrolidine, 1-methyl-;N-Methyltetrahydropyrrole;N-methylphrrolidine;N-methyl Pyrrolidine;Pesticide intermediate; |
| EINECS: | 204-438-5 |
| Density: | 0.853 g/cm3 |
| Melting Point: | -90 °C |
| Boiling Point: | 82.1 °C at 760 mmHg |
| Flash Point: | -7 °F |
| Solubility: | fully miscible with water |
| Appearance: | clear to yellow liquid |
| Hazard Symbols: |
 F, C, N
|
| Risk Codes: | 11-22-34-51/53-35-20/22 |
| Safety: | 16-26-36/37/39-45-61-29 |
| Transport Information: | UN 2924 3/PG 2 |
| PSA: | 3.24000 |
| LogP: | 0.64990 |
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- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
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| Conditions | Yield |
|---|---|
| With Ru on activatedcarbon cloth; activatedcarbon cloth In aq. phosphate buffer at 60℃; for 10h; pH=8.5; Time; Reagent/catalyst; Electrochemical reaction; | 98% |
| rhodium hydrido (PEt3)3 complex for 4h; Product distribution; Heating; var. of catalyst, time; | 97% |
| rhodium hydrido (PEt3)3 complex for 4h; Heating; | 97% |
- 39650-82-3
2,2-dimethoxy-1-methylpyrrolidine
- 120-94-5
1-Methylpyrrolidine
| Conditions | Yield |
|---|---|
| With platinum on carbon; hydrogen at 25℃; under 3750.38 Torr; for 0.5h; Catalytic behavior; Reagent/catalyst; | 96% |
| Conditions | Yield |
|---|---|
| With alumina at 340℃; under 75007.5 Torr; High pressure; Flow reactor; Supercritical conditions; | 95% |
| Conditions | Yield |
|---|---|
| In methanol | 93% |
| Conditions | Yield |
|---|---|
| With hydrogen In water at 300℃; under 7500.75 Torr; for 6h; Time; Temperature; Reagent/catalyst; | 92% |
| With hydrogen at 300℃; under 18751.9 Torr; for 6h; Catalytic behavior; Mechanism; Temperature; Time; Pressure; Reagent/catalyst; Autoclave; | 83% |
| With aluminum oxide at 300℃; |
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate In 2,2,2-trifluoroethanol for 3.5h; Reflux; | 88% |
| With acetic acid at 30℃; for 2h; | 82% |
| With formic acid | |
| With formic acid Eschweiler-Clarke reaction; Reflux; |
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran for 5h; Heating; | 85% |
| With triphenylborane; methylphenylsilane In dichloromethane-d2 at 25℃; for 24h; Inert atmosphere; chemoselective reaction; | 78% |
| With dihydrogen hexachloroplatinate(IV) hexahydrate In tetrahydrofuran at 60℃; for 3h; | 70% |
- 872-50-4
1-methyl-pyrrolidin-2-one
A
- 120-94-5
1-Methylpyrrolidine
B
- 3447-09-4
(+/-)-1-methyl-2-tetradecylpyrrolidine
| Conditions | Yield |
|---|---|
| Stage #1: 1-methyl-pyrrolidin-2-one With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride In dichloromethane at -78 - 0℃; for 1h; Inert atmosphere; Stage #2: halo(tetradecyl)magnesium In diethyl ether; dichloromethane at -78 - 20℃; for 1h; Inert atmosphere; Stage #3: With lithium aluminium tetrahydride In diethyl ether; dichloromethane at 20℃; for 1h; Inert atmosphere; | A n/a B 75% |
| Conditions | Yield |
|---|---|
| With 5 wt% Pd/C; hydrogen; 1-butyl-3-methylimidazolium Tetrafluoroborate at 160℃; under 75007.5 Torr; for 6h; Autoclave; | 75% |
| With hydrogen In neat (no solvent) at 200℃; for 24h; | 99 %Chromat. |
| With hydrogen In octane at 150℃; for 30h; Autoclave; | 93 %Chromat. |
| With hydrogen In hexane at 140℃; under 15001.5 - 45004.5 Torr; for 7h; Autoclave; Green chemistry; | 99 %Chromat. |
| With 5 wt% Re/TiO2; hydrogen In octane at 200℃; under 45004.5 Torr; for 24h; Autoclave; chemoselective reaction; | 99 %Chromat. |
| Conditions | Yield |
|---|---|
| With copper diacetate In dichloromethane for 24h; Ambient temperature; | 47% |
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Chemistry
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IUPAC Name: 1-Methylpyrrolidine
Canonical SMILES: CN1CCCC1
InChI: InChI=1S/C5H11N/c1-6-4-2-3-5-6/h2-5H2,1H3
InChIKey: AVFZOVWCLRSYKC-UHFFFAOYSA-N
Molecular Formula: C5H11N
Formula Weight: 85.15
EINECS: 204-438-5
Product Categories: Building Blocks; Heterocyclic Building Blocks; Pyrrolidines
storage temp.: Flammables area
Water Solubility: fully miscible
Index of Refraction: 1.448
Molar Refractivity: 26.72 cm3
Molar Volume: 99.7 cm3
Surface Tension: 26.7 dyne/cm
Density: 0.853 g/cm3
Flash Point: −7 °F
Enthalpy of Vaporization: 32.27 kJ/mol
Boiling Point: 82.1 °C at 760 mmHg
Vapour Pressure: 79.6 mmHg at 25 °C
Appearance: clear to yellow liquid
Melting Point of 1-Methylpyrrolidine (CAS NO.120-94-5): -90 °C
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 178mg/kg (178mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 82, 1946. | |
| mouse | LD50 | intravenous | 47mg/kg (47mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 82, 1946. |
Safety Profile
Hazard Codes : 
F,
C,
N
Risk Statements : 11-22-34-51/53-35-20/22
R11:Highly flammable.
R22:Harmful if swallowed.
R34:Causes burns.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R35:Causes severe burns.
R20/22:Harmful by inhalation and if swallowed.
Safety Statements : 16-26-36/37/39-45-61-29
S16:Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
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 the label whenever possible.)
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S29:Do not empty into drains.
RIDADR : UN 2924 3/PG 2
WGK Germany : 2
RTECS : UY1420500
HazardClass : 3
PackingGroup : II
Standards and Recommendations
APPEARANCE: clear to yellow liquid
ASSAY: 99.0% min
WATER: 0.5% max
Specification
1-Methylpyrrolidine (CAS NO.120-94-5), its Synonyms are Methylpyrrolidine ; N-Methylpyrrolidine ; N-Methyltetrahydropyrrole ; Pyrrolidine, 1-methyl- .