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120-94-5

Basic Information
CAS No.: 120-94-5
Name: 1-Methylpyrrolidine
Article Data: 110
Molecular Structure:
Molecular Structure of 120-94-5 (1-Methylpyrrolidine)
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: FlammableF,CorrosiveC,DangerousN
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
Synthetic route
123-75-1

pyrrolidine

67-56-1

methanol

120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
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
ConditionsYield
With platinum on carbon; hydrogen at 25℃; under 3750.38 Torr; for 0.5h; Catalytic behavior; Reagent/catalyst;96%
67-56-1

methanol

13325-10-5

4-Aminobutanol

120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
With alumina at 340℃; under 75007.5 Torr; High pressure; Flow reactor; Supercritical conditions;95%
123-75-1

pyrrolidine

120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
In methanol93%
110-63-4

Butane-1,4-diol

74-89-5

methylamine

120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
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℃;
123-75-1

pyrrolidine

50-00-0

formaldehyd

120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
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;
872-50-4

1-methyl-pyrrolidin-2-one

120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
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

halo(tetradecyl)magnesium

halo(tetradecyl)magnesium

A

120-94-5

1-Methylpyrrolidine

B

3447-09-4

(+/-)-1-methyl-2-tetradecylpyrrolidine

Conditions
ConditionsYield
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%
123-75-1

pyrrolidine

124-38-9

carbon dioxide

120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
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.
123-75-1

pyrrolidine

593-91-9

trimethylbismuthine

120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
With copper diacetate In dichloromethane for 24h; Ambient temperature;47%
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    Product Name: 1-Methylpyrrolidine CAS: 120-94-5 MF: C5H11N MW: 85.15 EINECS: 204-438-5 1-Methylpyrrolidine Structure 1-Methylpyrrolidine Chemical Properties Melting point -90 °C Boiling point 76-80 °C (lit.) density

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  • 1-METHYLPYRROLIDINE

  • Casno:

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    1-METHYLPYRROLIDINE

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Chemistry


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 : FlammableF,CorrosiveC,DangerousN
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- .