1H-Pyrrole, 1-ethyl- supplier

Name
N-ETHYLPYRROLE
EINECS
CAS No. 617-92-5
Article Data35
CAS DataBase
Density 0.86 g/cm³
Solubility
Melting Point 6.5°C (estimate)
Formula C₆H₉N
Boiling Point 118.5 °C at 760 mmHg
Molecular Weight 95.1442
Flash Point 25.5 °C
Transport Information UN 1993
Appearance
Safety 9-16-26-36
Risk Codes 11
Molecular Structure
Hazard Symbols Xi
Synonyms Pyrrole,1-ethyl- (6CI,7CI,8CI);1-Ethyl-1H-pyrrole;1-Ethylpyrrole;N-Ethylpyrrole;NSC6756;
PSA 4.93000
LogP 1.50800

Synthetic route

: 109-97-7
pyrrole

: 74-96-4
ethyl bromide

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
With potassium hydroxide; PEG-400-Et2 In water; benzene at 30℃; for 2h;	88%
With potassium hydroxide; PEG-400-Et2 In water; benzene at 45℃; for 2h; Product distribution; other heterocycles; var. solvents, var. phase transfer catalysts;	84%

: 109-97-7
pyrrole

: 75-03-6
ethyl iodide

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
With potassium hydroxide; tetrabutylammomium bromide at 25℃; for 24h;	85%
With potassium tert-butylate; 18-crown-6 ether In diethyl ether for 1h; Ambient temperature;	83%
With potassium hydroxide; tetrabutylammomium bromide Product distribution; multistep reaction: 1.) room temperature, 1 h, 2.) 24 h; alkylation with phase transfer catalysis without solvent;

: 109-97-7
pyrrole

ethyl halide: ethyl halide

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide for 0.833333h;	65%

: 116773-23-0, 116773-26-3
1,1-diethyl-5-phenyl-1,5-diazapentadiene

A: 617-92-5
1-ethyl-1H-pyrrole

B: 19983-83-6
1-ethyl-2-methylpyrrole

C: 62-53-3
aniline

D: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
at 800℃; under 0.007 Torr; for 1h; Further byproducts given. Title compound not separated from byproducts;	A 24% B 13% C 41% D 13%

...Expand

: 116773-15-0, 116773-27-4
1-ethyl-1-methyl-5-phenyl-1,5-diazapentadiene

A: 96-54-8
N-Methylpyrrole

B: 617-92-5
1-ethyl-1H-pyrrole

C: 600-29-3
1,2-dimethylpyrrole

D: 62-53-3
aniline

Conditions

Conditions	Yield
at 800℃; under 0.004 Torr; for 3h; Further byproducts given. Title compound not separated from byproducts;	A 21% B 13% C 14% D 37%

...Expand

: 52866-26-9
((E)-Buta-1,3-dienyl)-diethyl-amine

A: 616-43-3
3-methylpyrrole

B: 1551-06-0
2-ethyl-1H-pyrrole

C: 1551-16-2
3-ethyl-1H-pyrrole

D: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
at 800℃; under 0.01 Torr; for 0.166667h;	A 17% B 7.5% C 2% D 14%

...Expand

: 116773-15-0, 116773-27-4
1-ethyl-1-methyl-5-phenyl-1,5-diazapentadiene

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
at 500℃;	15%

: 52866-26-9
((E)-Buta-1,3-dienyl)-diethyl-amine

A: 1551-06-0
2-ethyl-1H-pyrrole

B: 1551-16-2
3-ethyl-1H-pyrrole

C: 617-92-5
1-ethyl-1H-pyrrole

D: 109-97-7
pyrrole

Conditions

Conditions	Yield
at 800℃; under 0.001 - 0.01 Torr; for 0.166667h;	A 7.5% B 2% C 14% D 6%

...Expand

: 7335-06-0
1-ethylpyrrolidine

A: 1551-06-0
2-ethyl-1H-pyrrole

B: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
Ueberleiten auf Palladium/Asbest bei 290grad;

: 110-00-9
furan

: 109-89-7
diethylamine

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
at 400℃;

: 110-00-9
furan

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
With ethylamine Ueberleiten auf Aluminiumoxid bei 480grad;

: 609-41-6
N-acetylpyrrole

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; aluminium trichloride; diethyl ether

: 16199-06-7
potassium pyrrolide

: 75-03-6
ethyl iodide

: 617-92-5
1-ethyl-1H-pyrrole

: 289-80-5
1,2-diazine

: 925-90-6
ethylmagnesium bromide

A: 617-92-5
1-ethyl-1H-pyrrole

B: 5-Methyl-1,4-dihydro-pyridazine

C: 1,3-Diethyl-1H-pyrrole

D: 129180-75-2
4-Ethyl-1,4-dihydro-pyridazine

Conditions

Conditions	Yield
In diethyl ether for 0.05h; Product distribution; Mechanism; var. Grignard reagents;

...Expand

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 75-04-7
ethylamine

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
In acetic acid Heating;
With acetic acid
With acetic acid Heating;

: 109-97-7
pyrrole

: 14936-94-8
ethyl cation

A: 1551-06-0
2-ethyl-1H-pyrrole

B: 1551-16-2
3-ethyl-1H-pyrrole

C: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
With oxygen; trimethylamine at 37.5℃; under 760 Torr; Product distribution; Mechanism; Irradiation; other heteroarenes; var. reaction cond.;

...Expand

: 75-04-7
ethylamine

: 106-99-0
buta-1,3-diene

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 13401-81-5
1-vinyl-1H-pyrrole

: 201230-82-2
carbon monoxide

A: 617-92-5
1-ethyl-1H-pyrrole

B: 52687-80-6
2-pyrrol-1-yl-propionaldehyde

C: 3-(1-pyrrolyl)propionaldehyde

Conditions

Conditions	Yield
With dodecacarbonyltetrarhodium(0); hydrogen In benzene at 40℃; under 91200 Torr; for 22h; Product distribution; influence of the reaction temperature on regioselectivity of hydroformylation;

...Expand

1-ethyl-pyrrole-carboxylic acid-(2): 1-ethyl-pyrrole-carboxylic acid-(2)

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
With diluted acid

: 609-41-6
N-acetylpyrrole

: 7446-70-0
aluminium trichloride

: 60-29-7
diethyl ether

lithium alanate: lithium alanate

: 617-92-5
1-ethyl-1H-pyrrole

...Expand

mucate ethylamine: mucate ethylamine

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
bei der trocknen Destillation;

saccharate of ethylamine: saccharate of ethylamine

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
bei der trocknen Destillation;

: 2314-78-5
N-ethylsuccinimide

zinc: zinc

: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
at 350℃;

: 7335-06-0
1-ethylpyrrolidine

palladium: palladium

A: 1551-06-0
2-ethyl-1H-pyrrole

B: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
at 300℃;

...Expand

: 110-61-2
butanedinitrile

: 75-04-7
ethylamine

A: 7335-06-0
1-ethylpyrrolidine

B: 617-92-5
1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
With hydrogen; palladium

...Expand

: 617-92-5
1-ethyl-1H-pyrrole

: 50-00-0
formaldehyd

: 506-59-2
N,N-dimethylammonium chloride

: 566938-43-0
2-(N,N-dimethylaminomethyl)-1-ethylpyrrole

Conditions

Conditions	Yield
In water at 0 - 20℃; for 7.5h;	97%

...Expand

: 617-92-5
1-ethyl-1H-pyrrole

: 243121-09-7
(E)-3-(4,4,4-trifluorobut-2-enoyl)oxazolidin-2-one

: 1350661-48-1
C13H15F3N2O3

Conditions

Conditions	Yield
With bis((1,1,1-trifluoro-N-(trifluoromethyl)sulfonyl)methylsulfonamido)zinc; (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline) In dichloromethane at -60℃; for 24h; Friedel Crafts alkylation; Inert atmosphere; Molecular sieve; optical yield given as %ee; enantioselective reaction;	97%

: 617-92-5
1-ethyl-1H-pyrrole

: 12093-10-6
ferrocenecarboxaldehyde

: 76761-80-3
(C5H5)Fe(C5H4CH(C4H3NC2H5))(1+)*ClO4(1-) = [(C5H5)Fe(C5H4CH(C4H3NC2H5))](ClO4)

Conditions

Conditions	Yield
In perchloric acid; diethyl ether aq. HClO4 addn. to ferrocene derivative, indole and POCl3 (room temp., over 0.25 h), addn. of ether, standing (15 h), pptn.; collection (filtration), washing (ether); elem. anal.;	96%

: 617-92-5
1-ethyl-1H-pyrrole

: 243121-09-7
(E)-3-(4,4,4-trifluorobut-2-enoyl)oxazolidin-2-one

: 3-[4,4,4-trifluoro-3-(1-methyl-1H-pyrrol-2-yl)butyryl]oxazolidin-2-one

Conditions

Conditions	Yield
With bis((1,1,1-trifluoro-N-(trifluoromethyl)sulfonyl)methylsulfonamido)zinc; Ph-dbfox In dichloromethane at -75℃; for 24h; Friedel Crafts alkylation; Inert atmosphere; Molecular sieve; optical yield given as %ee; enantioselective reaction;	96%

: 617-92-5
1-ethyl-1H-pyrrole

: 3-(2-(cyclopropylidene(phenyl)methyl)phenyl)-1,1-diphenylprop-2-yn-1-ol

: C37H31N

Conditions

Conditions	Yield
With trifluoroacetic acid In chlorobenzene at 20℃; for 6h;	96%

: 617-92-5
1-ethyl-1H-pyrrole

: 1116412-75-9
2-(2-methyl-acryloyl)-isoxazolidin-3-one

: 1116413-24-1
2-[3-(1-ethyl-1H-pyrrol-2-yl)-2-methyl-propionyl]-isoxazolidin-3-one

Conditions

Conditions	Yield
With bis((1,1,1-trifluoro-N-(trifluoromethyl)sulfonyl)methylsulfonamido)zinc; 4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazolidine) In dichloromethane at -30℃; for 1h; Friedel Crafts alkylation; Molecular sieve; optical yield given as %ee; enantioselective reaction;	92%

: 617-92-5
1-ethyl-1H-pyrrole

: 537031-78-0
N-methyl bis[(trifluoromethyl)sulfonyl]imide

: C7H12N(1+)*C2F6NO4S2(1-)

Conditions

Conditions	Yield
In chloroform at 70℃; for 10h; Inert atmosphere;	92%

: 617-92-5
1-ethyl-1H-pyrrole

: 775-12-2
diphenylsilane

: C18H19NSi

Conditions

Conditions	Yield
With C28H49OSiY In toluene at 100℃; for 24h; Schlenk technique; Sealed tube;	89%

: 617-92-5
1-ethyl-1H-pyrrole

: 76-02-8
Trichloroacetyl chloride

: 1118757-53-1
C8H8Cl3NO

Conditions

Conditions	Yield
In 1,2-dichloro-ethane for 7h; Reflux;	88%

: 617-92-5
1-ethyl-1H-pyrrole

: 591-50-4
iodobenzene

: 842-11-5
1-ethyl-2,5-diphenylpyrrole

Conditions

Conditions	Yield
With silver (II) carbonate; palladium diacetate; Trimethylacetic acid In water at 40℃; for 24h; regioselective reaction;	87%

: 617-92-5
1-ethyl-1H-pyrrole

: 1120-71-4
1,3-propanesultone

: N-(3-sulfonatopropyl)-N-ethylpyrrolium

Conditions

Conditions	Yield
In ethyl acetate at 70℃; for 2.5h;	85.8%

: 617-92-5
1-ethyl-1H-pyrrole

: 87413-09-0
Dess-Martin periodane

: 1428317-09-2
C13H12INO3

Conditions

Conditions	Yield
In dichloromethane at 0℃; for 2h;	83%

: 617-92-5
1-ethyl-1H-pyrrole

: 1740-19-8
dehydroabietic acid

: N-ethylpyrrolidinium dehydroabietate

Conditions

Conditions	Yield
In acetone at 55℃; for 8h;	82.9%

: 617-92-5
1-ethyl-1H-pyrrole

: 1271-55-2
acetylferrocene

: 76761-82-5
(C5H5)Fe(C5H4C(CH3)(C4H3NC2H5))(1+)*ClO4(1-) = [(C5H5)Fe(C5H4C(CH3)(C4H3NC2H5))](ClO4)

Conditions

Conditions	Yield
In perchloric acid; diethyl ether aq. HClO4 addn. to ferrocene derivative, ethylpyrrole and POCl3 (room temp., over 3 h), addn. of ether, standing (15 h), pptn.; collection (filtration), washing (ether); elem. anal.;	74%

: 617-92-5
1-ethyl-1H-pyrrole

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

A: 96693-96-8
1-Ethyl-3-trimethylsilanyl-1H-pyrrole

B: 96693-97-9
1-Ethyl-2,4-bis-trimethylsilanyl-1H-pyrrole

Conditions

Conditions	Yield
With triethylamine for 72h; Ambient temperature;	A 71% B 18%

...Expand

: 617-92-5
1-ethyl-1H-pyrrole

: 275818-95-6
sodium difluoromethanesulfinate

: 2-[(difluoromethyl)thio]-1-ethyl-1H-pyrrole

Conditions

Conditions	Yield
With chloro-trimethyl-silane; phosphonic acid diethyl ester In toluene at 85℃; for 3h; Sealed tube;	71%

: 617-92-5
1-ethyl-1H-pyrrole

: 74119-32-7
3-Dimethylamino-2-(dimethylaminomethylenamino)acrylsaeure-ethylester

: 688314-16-1
ethyl 1-ethyl-1H-pyrrolo[3,2-c]pyridine-6-carboxylate

Conditions

Conditions	Yield
Stage #1: 1-ethyl-1H-pyrrole; 3-Dimethylamino-2-(dimethylaminomethylenamino)acrylsaeure-ethylester With trifluoroacetic acid In acetic acid at 20℃; for 16h; Stage #2: at 180℃; for 0.0333333h; microwave irradiation;	70%

: 617-92-5
1-ethyl-1H-pyrrole

: 133745-75-2
N-fluorobis(benzenesulfon)imide

: N-(1-ethyl-1H-pyrrol-2-yl)dibenzenesulfonimide

Conditions

Conditions	Yield
With sodium fluoride In chloroform for 12h;	65%

: 617-92-5
1-ethyl-1H-pyrrole

: 38256-01-8
di(1-adamantyl) ketone

: (N-ethylpyrrol-2-yl)di(1-adamantyl)methanol

Conditions

Conditions	Yield
Stage #1: 1-ethyl-1H-pyrrole With tert.-butyl lithium In diethyl ether; pentane at 0 - 20℃; Metallation; Stage #2: di(1-adamantyl) ketone In diethyl ether; pentane at 20℃; Addition;	55%

: 617-92-5
1-ethyl-1H-pyrrole

: 201230-82-2
carbon monoxide

: 35421-09-1
(4-methoxyphenyl)(1-methyl-1H-pyrrol-2-yl)-methanone

: (1-ethyl-4-phenyl-1H-pyrrol-2-yl)(4-methoxyphenyl)methanone

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); N-ethyl-N,N-diisopropylamine In acetonitrile at 115℃; under 3040.2 Torr; for 24h; Inert atmosphere; Autoclave;	54%

...Expand

: 617-92-5
1-ethyl-1H-pyrrole

: 1189-71-5
isocyanate de chlorosulfonyle

: 1-ethyl-1H-pyrrole-2-carbonitrile

Conditions

Conditions	Yield
Stage #1: 1-ethyl-1H-pyrrole; isocyanate de chlorosulfonyle In acetonitrile at -10 - 0℃; for 0.5h; Inert atmosphere; Stage #2: With triethylamine; N,N-dimethyl-formamide In acetonitrile at 0 - 25℃; for 16h; Inert atmosphere;	53.6%

: 617-92-5
1-ethyl-1H-pyrrole

: 591-50-4
iodobenzene

: 1-ethyl-3-phenylpyrrole

Conditions

Conditions	Yield
With di(rhodium)tetracarbonyl dichloride; tris(1,1,1,3,3,3-hexafluoroisopropyl)phosphite; silver carbonate In 1,2-dimethoxyethane; m-xylene at 150℃; for 24h; Inert atmosphere; Sealed tube; regioselective reaction;	53%

: 617-92-5
1-ethyl-1H-pyrrole

: 2,5-dibromo-1-ethylpyrrole

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	40%

: 617-92-5
1-ethyl-1H-pyrrole

: 2236-52-4
2,2'-diiodobiphenyl

: C18H15N

Conditions

Conditions	Yield
With palladium(II) trimethylacetate; silver carbonate In dimethyl sulfoxide; N,N-dimethyl-formamide at 80℃; for 19h; chemoselective reaction;	39%

1H-Pyrrole, 1-ethyl- Specification

The 1H-Pyrrole, 1-ethyl-, with the CAS registry number of 617-92-5, is also known as N-Ethylpyrrole and 1-Ethyl-1H-pyrrole. It belongs to the product categories of Pyrroles (for Conduting Polymer Research); Reagents for Conducting Polymer Research; Pyrrole. This chemical's molecular formula is C₆H₉N and molecular weight is 95.14. What's more, its IUPAC name is 1-Ethylpyrrole. In addition, it must be stored in airtight containers and placed in a dry, cool place.

Physical properties about 1H-Pyrrole, 1-ethyl- are: (1)ACD/LogP: 1.74; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.74; (4)ACD/LogD (pH 7.4): 1.74; (5)ACD/BCF (pH 5.5): 12.4; (6)ACD/BCF (pH 7.4): 12.4; (7)ACD/KOC (pH 5.5): 211.01; (8)ACD/KOC (pH 7.4): 211.01; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 4.93 Å²; (13)Index of Refraction: 1.482; (14)Molar Refractivity: 31.41 cm³; (15)Molar Volume: 110 cm³; (16)Polarizability: 12.45×10^-24 cm³; (17)Surface Tension: 30.1 dyne/cm; (18)Density: 0.86 g/cm³; (19)Flash Point: 25.5 °C; (20)Enthalpy of Vaporization: 34.2 kJ/mol; (21)Boiling Point: 118.5 °C at 760 mmHg; (22)Vapour Pressure: 19.8 mmHg at 25 °C.

Preparation: this chemical is prepared by reaction of Bromoethane with Pyrrole. This reaction needs reagents Potassium hydroxide and PEG-400-Et₂. Meanwhile, it needs solvents H₂O and Benzene. The reaction time is 2 hours with reaction temperature of 30 °C. The yield is about 88 %.

Uses: it is used to produce other chemicals. For example, it is used to produce N-(1-Ethyl-1H-pyrrol-2-yl)dibenzenesulfonimide. The reaction needs reagent NaF and solvent CHCl₃. The reaction time is 12 hours. The yield is about 65 %.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it may cause inflammation to the skin or other mucous membranes. During using it, wear suitable protective clothing. Besides, this chemical is highly flammable, and it may catch fire in contact with an ignition source. Hence, keep it away from sources of ignition. What's more, it must be placed in a well-ventilated place.

You can still convert the following datas into molecular structure:
(1) SMILES: c1cccn1CC
(2) InChI: InChI=1/C6H9N/c1-2-7-5-3-4-6-7/h3-6H,2H2,1H3
(3) InChIKey: VPUAYOJTHRDUTK-UHFFFAOYAL

Product Name

N-ETHYLPYRROLE

Synthetic route

1H-Pyrrole, 1-ethyl- Specification

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