Conditions | Yield |
---|---|
With 5% Ru/MgO; hydrogen In tetrahydrofuran at 150℃; under 38002.6 Torr; for 0.7h; | 100% |
With dichloro(μ-chloro)(μ-hydrido)bis(η-p-cymene)diruthenium(II); hydrogen In neat (no solvent) at 90℃; under 60006 Torr; for 40h; | 89% |
With Cp*Rh(2-(2-pyridyl)phenyl)H; hydrogen In neat (no solvent) at 100℃; under 27361.8 Torr; for 48h; Catalytic behavior; Glovebox; | 74% |
N-(methoxycarbonyl)pyrrolidine
pyrrolidine
Conditions | Yield |
---|---|
With tert-butylamine In methanol for 3h; Heating; | 100% |
With methyllithium; lithium bromide In tetrahydrofuran at 0℃; for 1h; | 95% |
1-(pyrrolidinyl)-2,4-dinitronaphthalene
methylamine
A
pyrrolidine
B
1-(Methylamino)-2,4-dinitronaphthalene
Conditions | Yield |
---|---|
In water at 30℃; for 1h; | A n/a B 98% |
Conditions | Yield |
---|---|
With methanesulfonic acid; ruthenium(1,1,1-tris(di(3,5-dimethylphenyl)phosphinomethyl)ethane)(η4-trimethylenemethane); hydrogen In tetrahydrofuran at 160℃; under 75007.5 Torr; for 16h; Autoclave; Schlenk technique; | 98% |
With tris(pentafluorophenyl)borate; C21H35BrMnNO2P2; potassium tert-butylate; hydrogen In m-xylene at 150℃; under 37503.8 Torr; for 72h; | 81% |
With borane-ammonia complex; boron trifluoride diethyl etherate; tris(pentafluorophenyl)borate In 1,2-dichloro-ethane at 60℃; for 16h; | 77% |
Conditions | Yield |
---|---|
HZSM-5(280) zeolite In water at 300℃; Cyclization; | 97% |
tris(triphenylphosphine)ruthenium(II) chloride In diphenylether at 180℃; for 5h; Product distribution; other α,ω-aliphatic diamines; | 90% |
With carbonylchloro[4,5-bis(diisopropylphosphinomethyl)acridine]hydridoruthenium(II) In 1,4-dioxane; water at 100℃; for 22h; Schlenk technique; Inert atmosphere; | 88% |
pyrrolidine-1-carboxylic acid prop-2-ynyl ester
pyrrolidine
Conditions | Yield |
---|---|
With benzyltriethylammonium tetrathiomolybdate In acetonitrile at 20℃; for 2.5h; | 97% |
Conditions | Yield |
---|---|
With ammonia; hydrogen; CuO/ZnO/Al2O3 at 220℃; under 26252.1 Torr; | 94% |
With aluminum oxide; ammonia at 400℃; | |
With aluminum oxide; ammonia at 325℃; |
Conditions | Yield |
---|---|
With methyllithium; lithium bromide In tetrahydrofuran at 0℃; for 1h; | 94% |
1-(9-fluorenylmethoxycarbonyl)pyrrolidine
pyrrolidine
Conditions | Yield |
---|---|
With triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate In neat (no solvent) at 25℃; for 0.0666667h; Green chemistry; | 93% |
N-benzylpyrrolidine
pyrrolidine
Conditions | Yield |
---|---|
With 9,10-Dicyanoanthracene In water; acetonitrile Irradiation; | 90% |
4-Aminobutanol
pyrrolidine
Conditions | Yield |
---|---|
With carbonylchloro[4,5-bis(diisopropylphosphinomethyl)acridine]hydridoruthenium(II) In 1,4-dioxane; water at 100℃; for 10h; Schlenk technique; Inert atmosphere; | 88% |
With aluminum oxide; nitrogen at 400℃; | |
dihydridotetrakis(triphenylphosphine)ruthenium In neat (no solvent) at 155℃; for 24h; | 79 % Chromat. |
Conditions | Yield |
---|---|
With water In 1,4-dioxane; dichloromethane at 20℃; for 12h; UV-irradiation; | A 88% B n/a |
Conditions | Yield |
---|---|
With methanesulfonic acid In tetrahydrofuran at 45℃; Solvent; Temperature; | A 83% B n/a |
With cyclohexene at 260.9℃; under 44 Torr; Kinetics; Further Variations:; Pressures; Temperatures; |
Conditions | Yield |
---|---|
With isocyanate de chlorosulfonyle In diethyl ether for 10h; Ambient temperature; | 78% |
methanol
N-(4-methylphenylsulfinyl)pyrrolidine
A
pyrrolidine
B
methyl p-toluene sulfinate
Conditions | Yield |
---|---|
With tetraethylammonium tosylate Electrochemical reaction; reticulated vitreous carbon anode; Pt cathode; | A n/a B 75% |
A
pyrrolidine
B
[(methylthio)methyl]-benzene
C
N1,N2-dimethylphthalamide
Conditions | Yield |
---|---|
With methylamine at 30℃; for 20h; | A n/a B 74% C n/a |
Butane-1,4-diol
A
pyrrolidine
B
1-butylpyrrolidine
C
4-(pyrrolidin-1-yl)butan-1-ol
D
1,4-di-(1-pyrrolidinyl)butane
E
N-butylamine
Conditions | Yield |
---|---|
With ammonia; hydrogen; iron RFC at 260℃; Product distribution; Mechanism; other temp. (280, 300, 310 deg C); | A 71% B 12% C n/a D n/a E 9% |
Conditions | Yield |
---|---|
With methylamine at 30℃; for 20h; | A n/a B 71% C n/a |
Conditions | Yield |
---|---|
With methylamine at 30℃; for 20h; | A n/a B 70% C n/a |
C6H12NO(1+)*CH3O4S(1-)
A
pyrrolidine
B
1-pyrrolidinecarboxaldehyde
C
N-nitrosopyrrolidine
Conditions | Yield |
---|---|
With sodium nitrite In water | A n/a B 70% C n/a |
pyrrolidine
succinic acid anhydride
4-oxo-4-(1-pyrrolidinyl)butanoic acid
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 100% |
In chloroform for 1h; Heating; | 83% |
With diethyl ether | |
Reflux; | |
In toluene for 2.5h; Reflux; |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere; | 100% |
With diethyl ether; triethylamine |
pyrrolidine
undec-10-enoyl chloride
1-(pyrrolidin-1-yl)undec-10-en-1-one
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere; | 100% |
With triethylamine In dichloromethane at 0 - 23℃; for 14h; | 100% |
With triethylamine In dichloromethane at 0 - 23℃; for 14h; | 100% |
Conditions | Yield |
---|---|
In benzene for 24h; Heating; | 100% |
In benzene | 100% |
93% |
pyrrolidine
cyclohexane-1,2-epoxide
(+/-)-trans-[2-(pyrrolidinyl)]cyclohexanol
Conditions | Yield |
---|---|
for 114h; Heating; | 100% |
With lithium bromide at 20℃; for 2h; | 100% |
With zinc(II) perchlorate hexahydrate at 80℃; for 1h; | 100% |
Conditions | Yield |
---|---|
In toluene for 18h; Molecular sieve; Dean-Stark trap; Heating / reflux; | 100% |
With sulfuric acid In toluene Dean-Stark; Reflux; | 99% |
With K-10 Montmorillonite clay In toluene for 2.5h; Heating; | 95% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h; | 100% |
In tetrahydrofuran at 50℃; under 6000 Torr; for 2h; Product distribution; other pressure; | 100% |
at 108℃; for 2h; Neat (no solvent); | 98% |
pyrrolidine
acrylic acid methyl ester
methyl 3-(pyrrolidin-1-yl)propanoate
Conditions | Yield |
---|---|
With zirconium(IV) chloride In dichloromethane at 20℃; for 0.75h; Michael addition; | 100% |
With silica-supported aluminum chloride at 60℃; for 2h; Michael addition; Neat (no solvent); | 100% |
In dichloromethane at 0 - 20℃; for 2h; | 100% |
Conditions | Yield |
---|---|
In acetone at 20℃; | 100% |
In tetrahydrofuran at 0 - 20℃; for 3.5h; | 99% |
In tetrahydrofuran at 20℃; for 12h; Acylation; | 98% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 100% |
With triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere; | 100% |
With triethylamine In dichloromethane at 20℃; | 92% |
Conditions | Yield |
---|---|
With 2-(trifluoromethyl)-2-propyl nitrate at 50℃; for 168h; | 100% |
With nitronium trifluoromethanesulfonate In dichloromethane at -20℃; for 1h; | 43% |
With tetrachloromethane; dinitrogen pentoxide | |
With butyl nitrate; ethylmagnesium bromide 1.) benzene, 15 min, 2.) benzene, 0.5 h; Yield given. Multistep reaction; |
pyrrolidine
Cyclopentene oxide
(+/-)-trans-(1-pyrrolidinyl)cyclopentan-2-ol
Conditions | Yield |
---|---|
bismuth(lll) trifluoromethanesulfonate at 160℃; for 0.25h; microwave irradiation; | 100% |
With triethylaluminum 1.) toluene, CH2Cl2, 25-30 deg C, 30 min, 2.) room temperature; Yield given. Multistep reaction; | |
In water | |
With potassium carbonate | |
In ethanol at 80℃; for 18h; Inert atmosphere; |
Conditions | Yield |
---|---|
With triethylamine Inert atmosphere; Reflux; | 100% |
With triethylamine for 16h; Reflux; | 94% |
In benzene for 3h; Heating; | 90% |
pyrrolidine
3,4,5,6-tetrahydro-2H-pyran-2-one
5-hydroxy-1-(pyrrolidin-1-yl)pentan-1-one
Conditions | Yield |
---|---|
With triethylamine Inert atmosphere; Reflux; | 100% |
In benzene | 82% |
Conditions | Yield |
---|---|
Stage #1: phenylacetic acid With 4-iodofuran-3-yl-boronic acid In dichloromethane for 0.166667h; Molecular sieve 4Å; Stage #2: pyrrolidine In dichloromethane at 25℃; for 6h; Product distribution / selectivity; | 100% |
With 4 A molecular sieve at 150℃; for 2h; | 98% |
With tetramethylorthosilicate In toluene at 110℃; for 1h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 50℃; under 9000720 Torr; for 20h; | 100% |
With copper(l) iodide; 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethan-1-one; caesium carbonate In N,N-dimethyl-formamide at 25℃; for 24h; Ullmann condensation; Inert atmosphere; | 95% |
With copper(l) iodide In N,N-dimethyl acetamide at 130℃; for 24h; | 95% |
pyrrolidine
1-Chlor-4-phenyl-pyridazino<4,5-d>pyridazin
1-Pyrrolidino-4-phenyl-pyridazino<4,5-d>pyridazin
Conditions | Yield |
---|---|
for 3h; Heating; | 100% |
pyrrolidine
6'-chloro-1,3,1',3'-tetramethyl-3H,1'H-[4,5']bipyrimidinyl-2,6,2',4'-tetraone
Conditions | Yield |
---|---|
100% |
pyrrolidine
cycl-isopropylidene malonate
2-Methylbutyraldehyde
Conditions | Yield |
---|---|
In diethyl ether for 0.166667h; | 100% |
pyrrolidine
cycl-isopropylidene malonate
d,l-2-ethylhexanal
5-(2-Ethyl-1-pyrrolidin-1-yl-hexyl)-2,2-dimethyl-[1,3]dioxane-4,6-dione
Conditions | Yield |
---|---|
In diethyl ether for 0.166667h; | 100% |
pyrrolidine
cycl-isopropylidene malonate
benzaldehyde
2,2-Dimethyl-5-(phenyl-pyrrolidin-1-yl-methyl)-[1,3]dioxane-4,6-dione
Conditions | Yield |
---|---|
In diethyl ether for 0.166667h; | 100% |
pyrrolidine
cycl-isopropylidene malonate
propionaldehyde
2,2-Dimethyl-5-(1-pyrrolidin-1-yl-propyl)-[1,3]dioxane-4,6-dione
Conditions | Yield |
---|---|
In diethyl ether for 0.166667h; | 100% |
pyrrolidine
cycl-isopropylidene malonate
butyraldehyde
2,2-Dimethyl-5-(1-pyrrolidin-1-yl-butyl)-[1,3]dioxane-4,6-dione
Conditions | Yield |
---|---|
In diethyl ether for 0.166667h; | 100% |
pyrrolidine
cycl-isopropylidene malonate
isobutyraldehyde
2,2-Dimethyl-5-(2-methyl-1-pyrrolidin-1-yl-propyl)-[1,3]dioxane-4,6-dione
Conditions | Yield |
---|---|
In diethyl ether for 0.166667h; | 100% |
pyrrolidine
formaldehyd
1-acetyl-3-(2-propynyl)-2-imidazolidone
1-Acetyl-3-(4-pyrrolidin-1-yl-but-2-ynyl)-imidazolidin-2-one
Conditions | Yield |
---|---|
With acetic acid; copper(l) chloride In 1,4-dioxane at 50℃; for 4h; | 100% |
pyrrolidine
4,5-dihydro-5-phenyl-2(3H)-furanone
4-hydroxy-4-phenyl-1-(pyrrolidine-1-yl)butan-1-one
Conditions | Yield |
---|---|
With triethylamine Reflux; Inert atmosphere; | 100% |
With triethylamine for 72h; Schlenk technique; Reflux; | 97% |
In water for 4h; Heating; | 90% |
pyrrolidine
5,6,9,10,11,11a-Hexahydro-2,3-dimethoxy-8,10-dioxo-8H-benzoquinolizine
5,6,11,11a-Tetrahydro-2,3-dimethoxy-8-oxo-10-(1-pyrrolidinyl)-8H-benzoquinolizine
Conditions | Yield |
---|---|
In benzene for 1h; Heating; | 100% |
pyrrolidine
7α,11β-eudesm-4-en-12,6α-olide
Conditions | Yield |
---|---|
In benzene for 30h; Ambient temperature; | 100% |
pyrrolidine
Conditions | Yield |
---|---|
In benzene for 18h; Ambient temperature; | 100% |
The Pyrrolidine with CAS registry number of 123-75-1 is also known as Tetrahydropyrrole. The IUPAC name and product name are the same. It belongs to product categories of Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines; Flavor. Its EINECS registry number is 204-648-7. In addition, the formula is C4H9N and the molecular weight is 71.12. This chemical is a colourless to pale yellow liquid and should be sealed in dark place.
Physical properties about Pyrrolidine are: (1)ACD/LogP: 0.09; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 1; (7)#H bond donors: 1; (8)Index of Refraction: 1.428; (9)Molar Refractivity: 21.795 cm3; (10)Molar Volume: 84.749 cm3; (11)Surface Tension: 26.891 dyne/cm; (12)Density: 0.839 g/cm3; (13)Flash Point: 2.778 °C; (14)Enthalpy of Vaporization: 33.01 kJ/mol; (15)Boiling Point: 89.451 °C at 760 mmHg; (16)Vapour Pressure: 58.582 mmHg at 25 °C.
Preparation of Pyrrolidine: it is prepared by reaction of maleic anhydride. Product is obtained by hydrogenation and amination.
Uses of Pyrrolidine: it is used to produce 1-prop-2-ynyl-pyrrolidine by reaction with 3-bromo-propyne. The reaction occurs with reagents KOH, alumina and solvent aliquat 336 at 20 °C. The yield is about 55%. Besides, it is also used as pharmaceutical raw materials, organic synthesis and special organic solvent.
When you are using this chemical, please be cautious about it. As a chemical, it is harmful by inhalation, in contact with skin and if swallowed. It is highly flammable and may cause severe burns. During using it, wear suitable protective clothing, gloves and eye/face protection. Take precautionary measures against static discharges and keep away from sources of ignition. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1CCNC1
2. InChI: InChI=1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2
3. InChIKey: RWRDLPDLKQPQOW-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LDLo | oral | 250mg/kg (250mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 104, 1982. | |
mammal (species unspecified) | LD50 | oral | 250mg/kg (250mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974. | |
mouse | LC50 | inhalation | 1300mg/m3/2H (1300mg/m3) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT VASCULAR: OTHER CHANGES | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 29, 1974. |
mouse | LD50 | intraperitoneal | 420mg/kg (420mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 82, 1946. | |
mouse | LD50 | intravenous | 56mg/kg (56mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#06769, | |
mouse | LD50 | oral | 450mg/kg (450mg/kg) | Bollettino Chimico Farmaceutico. Vol. 103, Pg. 414, 1964. | |
rabbit | LDLo | oral | 250mg/kg (250mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 104, 1982. | |
rat | LD50 | oral | 300mg/kg (300mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT VASCULAR: OTHER CHANGES | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 29, 1974. |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View