Product Name

  • Name

    1-Methylpyrrolidine

  • EINECS 204-438-5
  • CAS No. 120-94-5
  • Article Data110
  • CAS DataBase
  • Density 0.853 g/cm3
  • Solubility fully miscible with water
  • Melting Point -90 °C
  • Formula C5H11N
  • Boiling Point 82.1 °C at 760 mmHg
  • Molecular Weight 85.149
  • Flash Point -7 °F
  • Transport Information UN 2924 3/PG 2
  • Appearance clear to yellow liquid
  • Safety 16-26-36/37/39-45-61-29
  • Risk Codes 11-22-34-51/53-35-20/22
  • Molecular Structure Molecular Structure of 120-94-5 (1-Methylpyrrolidine)
  • Hazard Symbols FlammableF,CorrosiveC,DangerousN
  • Synonyms Methylpyrrolidine;N-Methylpyrrolidine;1-methyl-2,3,4,5-tetrahydropyrrole;Pyrrolidine, 1-methyl-;N-Methyltetrahydropyrrole;N-methylphrrolidine;N-methyl Pyrrolidine;Pesticide intermediate;
  • PSA 3.24000
  • LogP 0.64990

Synthetic route

pyrrolidine
123-75-1

pyrrolidine

methanol
67-56-1

methanol

1-Methylpyrrolidine
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%
2,2-dimethoxy-1-methylpyrrolidine
39650-82-3

2,2-dimethoxy-1-methylpyrrolidine

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%
methanol
67-56-1

methanol

4-Aminobutanol
13325-10-5

4-Aminobutanol

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

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

pyrrolidine

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
In methanol93%
Butane-1,4-diol
110-63-4

Butane-1,4-diol

methylamine
74-89-5

methylamine

1-Methylpyrrolidine
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℃;
pyrrolidine
123-75-1

pyrrolidine

formaldehyd
50-00-0

formaldehyd

1-Methylpyrrolidine
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;
1-methyl-pyrrolidin-2-one
872-50-4

1-methyl-pyrrolidin-2-one

1-Methylpyrrolidine
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%
1-methyl-pyrrolidin-2-one
872-50-4

1-methyl-pyrrolidin-2-one

halo(tetradecyl)magnesium

halo(tetradecyl)magnesium

A

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

B

(+/-)-1-methyl-2-tetradecylpyrrolidine
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%
pyrrolidine
123-75-1

pyrrolidine

carbon dioxide
124-38-9

carbon dioxide

1-Methylpyrrolidine
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.
pyrrolidine
123-75-1

pyrrolidine

trimethylbismuthine
593-91-9

trimethylbismuthine

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
With copper diacetate In dichloromethane for 24h; Ambient temperature;47%
1-[(S)-1-((R)-1-Methanesulfonyl-piperidin-2-ylmethyl)-hexyl]-1-methyl-pyrrolidinium; hydroxide

1-[(S)-1-((R)-1-Methanesulfonyl-piperidin-2-ylmethyl)-hexyl]-1-methyl-pyrrolidinium; hydroxide

A

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

B

2-((E)-Hept-1-enyl)-1-methanesulfonyl-piperidine

2-((E)-Hept-1-enyl)-1-methanesulfonyl-piperidine

Conditions
ConditionsYield
at 170℃; for 3h;A n/a
B 41%
N-Methyl-1,4-diaminobutane
14475-60-6

N-Methyl-1,4-diaminobutane

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
With R-selective imine reductase from streptosporangium roseum; NAD+-reducing hydrogenase from Ralstonia eutropha H16, variant E341A/S342R; putrescine oxidase from Rhodococcus erythropolis, variant E203G; water; hydrogen; oxygen; NADPH; catalase In aq. buffer at 25℃; for 4h; pH=7.5;30%
With water; Catalase immobilized on Amberlite FP54; NAD+-reducing hydrogenase from Ralstonia eutropha immobilized on Amberlite FP54; NADH-dependent imine reductase from Myxococcus stipitatus immobilized on EziGI; putrescine oxidase from Rhodococcus erythropolis immobilized on EziGI In aq. buffer at 21℃; for 16h; pH=7.5; Flow reactor; Electrochemical reaction; Enzymatic reaction;3 mg
tetrahydrofuran
109-99-9

tetrahydrofuran

methylamine
74-89-5

methylamine

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
With aluminum oxide at 300℃;
With aluminum oxide at 400℃;
titanium(IV) oxide at 250 - 300℃; Yield given;
CrZMS-5 at 300℃; for 4h;48.0 % Chromat.
N-Methylpyrrole
96-54-8

N-Methylpyrrole

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
With palladium asbestos at 160℃; Hydrogenation;
With hydrogenchloride; platinum Hydrogenation;
With platinum(IV) oxide; acetic acid Hydrogenation;
1-pyrrolidinecarboxaldehyde
3760-54-1

1-pyrrolidinecarboxaldehyde

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
With triethylsilane; ethyl iodide; dicarbonyldichlorobis(triphenylphosphine)ruthenium(II) In toluene at 100℃;
With hydrogen In 1,2-dimethoxyethane at 160℃; under 22502.3 Torr; for 20h; Inert atmosphere; Autoclave; Molecular sieve;
With Dimethylphenylsilane; [IrIII(triflato)(H)(κ2-((4-methylpyridine-2-yl)oxy)di(tert-butyl)silyl)(cis-cyclooctene)] In benzene-d6 at 49.84℃; for 0.25h; Catalytic behavior; Time; Temperature; Reagent/catalyst; Inert atmosphere; Glovebox;> 99 %Spectr.
N-n-butyl-N-methylamine
110-68-9

N-n-butyl-N-methylamine

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
With sodium hypobromide Erwaermen des erhaltenen N-Brom-methylbutylamins mit konz. Schwefelsaeure erst auf dem Wasserbad, dann auf 135grad;
With C31H37ClN3NiO2(1-)*Li(1+); potassium tert-butylate In dimethyl sulfoxide at 110℃; for 3h; Catalytic behavior; Sealed tube; Inert atmosphere;24.5 %Chromat.
N,N'-dimethyl-butanediyldiamine; hydrochloride
16011-98-6

N,N'-dimethyl-butanediyldiamine; hydrochloride

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
Bei der trocknen Destillation.;
N,N-dimethyl-butanediyldiamine; hydrochloride
65592-37-2

N,N-dimethyl-butanediyldiamine; hydrochloride

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
Bei der trocknen Destillation.;
N,N,N'-trimethyl-butanediyldiamine; hydrochloride

N,N,N'-trimethyl-butanediyldiamine; hydrochloride

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
Bei der trocknen Destillation.;
N-methylputrescine dihydrochloride
89690-09-5

N-methylputrescine dihydrochloride

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
Bei der trocknen Destillation.;
tetra-N-methyl-butanediyldiamine; hydrochloride
78204-83-8

tetra-N-methyl-butanediyldiamine; hydrochloride

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
Bei der trocknen Destillation.;
N,N-dimethylpyrrolidinium hydroxide
68498-44-2

N,N-dimethylpyrrolidinium hydroxide

A

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

B

methanol
67-56-1

methanol

Conditions
ConditionsYield
Destillation;
tetramethonium chloride dihydrate

tetramethonium chloride dihydrate

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
beim Erhitzen;
N,N-dimethylpyrrolidinium iodide
872-44-6

N,N-dimethylpyrrolidinium iodide

ethanolamine
141-43-5

ethanolamine

A

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

B

1-pyrrolidineethanol
2955-88-6

1-pyrrolidineethanol

C

2-(4-dimethylamino-butylamino)-ethanol
100707-62-8

2-(4-dimethylamino-butylamino)-ethanol

D

dimethyl amine
124-40-3

dimethyl amine

1-Ethyl-1-methylpyrrolidinium iodide
4186-68-9

1-Ethyl-1-methylpyrrolidinium iodide

ethanolamine
141-43-5

ethanolamine

A

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

B

1-ethylpyrrolidine
7335-06-0

1-ethylpyrrolidine

C

1-pyrrolidineethanol
2955-88-6

1-pyrrolidineethanol

D

N-Ethylmethylamine
624-78-2

N-Ethylmethylamine

1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

methylamine
74-89-5

methylamine

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
In ethanol
1,4-Diiodobutane
628-21-7

1,4-Diiodobutane

methylamine
74-89-5

methylamine

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

Conditions
ConditionsYield
With ethanol
3-(1-methyl-pyrrolidin-2-yl)-pyridine
22083-74-5

3-(1-methyl-pyrrolidin-2-yl)-pyridine

A

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

B

nicotirine
487-19-4

nicotirine

Conditions
ConditionsYield
With water; silver(l) oxide
nicotin
54-11-5

nicotin

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1-(3-bromopropyl)-1-methylpyrrolidin-1-ium bromide
3722-27-8

1-(3-bromopropyl)-1-methylpyrrolidin-1-ium bromide

Conditions
ConditionsYield
Reflux;100%
at 20℃; for 48h; Darkness;92%
With benzene
In acetone at 20℃; for 168h; Darkness;
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

methyl (2Z)-3-iodoprop-2-enoate
6214-23-9

methyl (2Z)-3-iodoprop-2-enoate

1-((E)-2-Methoxycarbonyl-vinyl)-1-methyl-pyrrolidinium; iodide

1-((E)-2-Methoxycarbonyl-vinyl)-1-methyl-pyrrolidinium; iodide

Conditions
ConditionsYield
In toluene Heating;100%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

propargyl bromide
106-96-7

propargyl bromide

1-propargyl-1-methylpyrrolidinium bromide
1337983-01-3

1-propargyl-1-methylpyrrolidinium bromide

Conditions
ConditionsYield
In tetrahydrofuran; toluene at 0 - 20℃; for 4h; Inert atmosphere;100%
In diethyl ether; toluene at 0 - 20℃;97%
In toluene at 50℃; for 24h;88%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

2-chloroethyl methyl ether
627-42-9

2-chloroethyl methyl ether

N-2-methoxyethyl-N-methylpyrrolidinium chloride
1012794-01-2

N-2-methoxyethyl-N-methylpyrrolidinium chloride

Conditions
ConditionsYield
In ethyl acetate at 70℃;100%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

triethylene glycol di-(p-toluenesulfonate)
19249-03-7

triethylene glycol di-(p-toluenesulfonate)

1,8-bis[1-methylpyrrolidinium]-3,6-dioxaoctane di(p-toluenesulfonate)

1,8-bis[1-methylpyrrolidinium]-3,6-dioxaoctane di(p-toluenesulfonate)

Conditions
ConditionsYield
In acetonitrile at 75℃; for 60h;100%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate
62921-74-8

2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate

1-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-1-methylpyrrolidinium p-toluenesulfonate
1492041-49-2

1-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-1-methylpyrrolidinium p-toluenesulfonate

Conditions
ConditionsYield
In acetonitrile at 120℃; for 3h;100%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

salicylic acid
69-72-7

salicylic acid

N-methylpyrrolidinium salicylate

N-methylpyrrolidinium salicylate

Conditions
ConditionsYield
In methanol at 20℃;100%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

zinc(II)-bis(5,15-(2,4,6-trimethylphenyl))porphyrin

zinc(II)-bis(5,15-(2,4,6-trimethylphenyl))porphyrin

C43H43N5Zn

C43H43N5Zn

Conditions
ConditionsYield
In chloroform-d1100%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

2-chloroethanesulfonyl fluoride
762-70-9

2-chloroethanesulfonyl fluoride

C7H15FNO2S(1+)*Cl(1-)

C7H15FNO2S(1+)*Cl(1-)

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 0.0833333h; Menshutkin Reaction;100%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

1-bromo-butane
109-65-9

1-bromo-butane

N-methyl-N-butylpyrrolidinium bromide
93457-69-3

N-methyl-N-butylpyrrolidinium bromide

Conditions
ConditionsYield
for 48h; Inert atmosphere;99%
at 75 - 85℃; for 2.71667h;98%
In acetonitrile Inert atmosphere; Cooling with ice; Reflux;98%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

1-Chlorooctane
111-85-3

1-Chlorooctane

1-methyl-1-octylpyrrolidinium chloride

1-methyl-1-octylpyrrolidinium chloride

Conditions
ConditionsYield
at 120 - 180℃; for 1.08333h; microwave irradiation;99%
In isopropyl alcohol at 4 - 82℃; for 25.5h; Inert atmosphere; Darkness;20%
In toluene at 114.84℃; for 24h; Inert atmosphere;
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

C16H17IO4S
1008460-14-7

C16H17IO4S

N-methyl-N-[3-(4'-iodophenoxy)-1-propyl]pyrrolidinium 4-methylbenzenesulfonate
1389264-96-3

N-methyl-N-[3-(4'-iodophenoxy)-1-propyl]pyrrolidinium 4-methylbenzenesulfonate

Conditions
ConditionsYield
In acetonitrile at 60℃;99%
In chloroform at 60℃;99%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

3-(4'-iodophenyl)-1-propyl tosylate

3-(4'-iodophenyl)-1-propyl tosylate

N-methyl-N-[3-(4'-iodophenyl)-1-propyl]pyrrolidinium 4-methylbenzenesulfonate
1389264-93-0

N-methyl-N-[3-(4'-iodophenyl)-1-propyl]pyrrolidinium 4-methylbenzenesulfonate

Conditions
ConditionsYield
In acetonitrile at 60℃; for 16h;99%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

1,1-dimethylpyrrolidinium trifluoromethanesulfonate
477934-00-2

1,1-dimethylpyrrolidinium trifluoromethanesulfonate

Conditions
ConditionsYield
In hexane at 0 - 75℃; for 1h;99%
In dichloromethane at 0℃; for 0.166667h;92%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

2-(N-methylmethylsulfonamido)ethyl methanesulfonate

2-(N-methylmethylsulfonamido)ethyl methanesulfonate

1-[2-(methylsulfonamido)ethyl]-1-methylpyrrolidinium methanesulfonate
1392481-56-9

1-[2-(methylsulfonamido)ethyl]-1-methylpyrrolidinium methanesulfonate

Conditions
ConditionsYield
In ethanol at 100℃; for 24h;99%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

2-Methoxyethoxymethyl chloride
3970-21-6

2-Methoxyethoxymethyl chloride

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

1-((2-methoxyethoxy)methyl)-1-methylpyrrolidinium trifluoromethanesulfonate

1-((2-methoxyethoxy)methyl)-1-methylpyrrolidinium trifluoromethanesulfonate

Conditions
ConditionsYield
Stage #1: 1-Methylpyrrolidine; 2-Methoxyethoxymethyl chloride In dichloromethane at 0℃; for 0.0166667h;
Stage #2: methyl trifluoromethanesulfonate In dichloromethane at 0℃; for 0.25h;
99%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

1-(metoxymethyl)-1-methylpyrrolidinium trifluoromethanesulfonate

1-(metoxymethyl)-1-methylpyrrolidinium trifluoromethanesulfonate

Conditions
ConditionsYield
Stage #1: 1-Methylpyrrolidine; chloromethyl methyl ether In dichloromethane at 0℃; for 0.0166667h;
Stage #2: methyl trifluoromethanesulfonate In dichloromethane at 0℃; for 0.25h;
99%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

2-chloro-N-{4,11,17,24-tetraoxo-2,26-dioxa-5,10,18,23,32-pentaazatricyclo[25.3.1.112,16]dotriaconta-1-(31),12(32),13,15,27,29-hexaen-31-yl}acetamide

2-chloro-N-{4,11,17,24-tetraoxo-2,26-dioxa-5,10,18,23,32-pentaazatricyclo[25.3.1.112,16]dotriaconta-1-(31),12(32),13,15,27,29-hexaen-31-yl}acetamide

1-methyl-1-[({4,11,17,24-tetraoxo-2,26-dioxa-5,10,18,23,32-pentaazatricyclo[25.3.1.112,16]dotriaconta-1(31),12(32),13,15,27,29-hexaen-31-yl}carbamoyl)methyl]pyrrolidin-1-ium chloride

1-methyl-1-[({4,11,17,24-tetraoxo-2,26-dioxa-5,10,18,23,32-pentaazatricyclo[25.3.1.112,16]dotriaconta-1(31),12(32),13,15,27,29-hexaen-31-yl}carbamoyl)methyl]pyrrolidin-1-ium chloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; under 7500750 Torr; for 48h; Pressure; Temperature; Sealed tube; High pressure; Inert atmosphere;99%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

1,6-bis(N-methylpyrrolidinium)hexane bromide
13118-09-7

1,6-bis(N-methylpyrrolidinium)hexane bromide

Conditions
ConditionsYield
for 24h; Reflux;98%
In acetone at 20℃;
In methanol at 20℃; for 96h;
With ethanol
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

4-bromoethylbutanoate
2969-81-5

4-bromoethylbutanoate

1-(3-Ethoxycarbonyl-propyl)-1-methyl-pyrrolidinium; bromide

1-(3-Ethoxycarbonyl-propyl)-1-methyl-pyrrolidinium; bromide

Conditions
ConditionsYield
In neat (no solvent)98%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

1-chlorododecane
112-52-7

1-chlorododecane

1-dodecyl-1-methylpyrrolidinium chloride
114569-86-7

1-dodecyl-1-methylpyrrolidinium chloride

Conditions
ConditionsYield
for 0.333333h; Microwave irradiation;98%
at 70 - 100℃;
In toluene at 114.84℃; for 24h; Inert atmosphere;
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

water
7732-18-5

water

boric acid
11113-50-1

boric acid

Conditions
ConditionsYield
In methanol98%

3-chloroprop-1-ene

3-chloroprop-1-ene

1-allyl-1-methylpyrrolidinium chloride
1059624-28-0

1-allyl-1-methylpyrrolidinium chloride

Conditions
ConditionsYield
In acetonitrile at 60℃; for 72h;98%
In acetonitrile for 24h; Reflux;
In acetonitrile at 0 - 25℃; for 24h;
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

(1R,5S)-2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl methanesulfonate

(1R,5S)-2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl methanesulfonate

1-{2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2yl]ethyl}-1-methylpyrrolidin-1-ium methanesulfonate

1-{2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2yl]ethyl}-1-methylpyrrolidin-1-ium methanesulfonate

Conditions
ConditionsYield
In acetonitrile for 72h; Menshutkin Reaction; Reflux;98%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

1-methyl-1-(2-nitrobenzyl)pyrrolidinium bromide
1350913-72-2

1-methyl-1-(2-nitrobenzyl)pyrrolidinium bromide

Conditions
ConditionsYield
In ethyl acetate at 20℃; Inert atmosphere;97.8%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

propan-1-ol
71-23-8

propan-1-ol

1-propyl-1-methylpyrrolidin-1-ium bromide
608140-09-6

1-propyl-1-methylpyrrolidin-1-ium bromide

Conditions
ConditionsYield
With ethylene glycol; potassium bromide In water; acetonitrile at 40℃; for 1h;97.2%
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

1-methyl-pyrrolidin-2-one
872-50-4

1-methyl-pyrrolidin-2-one

Conditions
ConditionsYield
With 5.4 wt% Au/CeO2; water; oxygen In 1,4-dioxane at 80℃; under 760.051 Torr; for 3.5h; Catalytic behavior; Reagent/catalyst; Temperature; Concentration; Schlenk technique;97%
With iodosylbenzene In water for 36h;55%
With tert.-butylhydroperoxide; [Mn(GBOA)2(H2O)2]*(Cl)2*4H2O In acetonitrile at 50 - 55℃;49.4%
With carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II); water; sodium hydroxide at 160℃; for 48h; Inert atmosphere; Schlenk technique;22%
With water; oxygen at 80℃; under 760.051 Torr; for 24h; Green chemistry; regioselective reaction;> 99 %Chromat.
1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

4-acetamidophenyl 2-chloroacetate
17321-63-0

4-acetamidophenyl 2-chloroacetate

1-(2-(4-acetamidophenoxy)-2-oxoethyl)-1-methylpyrrolidiniuim chloride
1234188-70-5

1-(2-(4-acetamidophenoxy)-2-oxoethyl)-1-methylpyrrolidiniuim chloride

Conditions
ConditionsYield
In ethyl acetate for 48h; Reflux;97%
In ethyl acetate for 48h; Reflux;97%

1-Methylpyrrolidine Chemical Properties


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

1-Methylpyrrolidine 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.

1-Methylpyrrolidine 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

1-Methylpyrrolidine Standards and Recommendations

APPEARANCE: clear to yellow liquid
ASSAY: 99.0% min
WATER: 0.5% max

1-Methylpyrrolidine Specification

  1-Methylpyrrolidine (CAS NO.120-94-5), its Synonyms are Methylpyrrolidine ; N-Methylpyrrolidine ; N-Methyltetrahydropyrrole ; Pyrrolidine, 1-methyl- .

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