3-(1H-Pyrrol-1-yl)propanenitrile

Base Information

• Chemical Name: 3-(1H-Pyrrol-1-yl)propanenitrile
• CAS No.: 43036-06-2
• Molecular Formula: C7H8N2
• Molecular Weight: 120.154
• Hs Code.: 29339900
• European Community (EC) Number: 256-051-6
• NSC Number: 78437
• DSSTox Substance ID: DTXSID00195647
• Nikkaji Number: J364.722F
• Wikidata: Q83068663
• Mol file: 43036-06-2.mol

Synonyms:43036-06-2;3-(1H-Pyrrol-1-yl)propanenitrile;N-(2-cyanoethyl)pyrrole;1-(2-Cyanoethyl)pyrrole;1H-Pyrrole-1-propanenitrile;Pyrrole-1-propionitrile;3-pyrrol-1-ylpropanenitrile;3-(Pyrrol-1-yl)propiononitrile;N-(2-Cyanoethyl)-pyrrole;EINECS 256-051-6;MFCD00003092;N-cyanoethylpyrrole;NSC78437;1-Pyrrolepropionitrile;N-(2-cyanoethyl)pyrole;3-pyrrol-1-yl-propionitrile;3-(1-Pyrrolyl)propionitrile;SCHEMBL536224;3-(1-pyrrolyl) propionitrile;1-(2-Cyanoethyl)-1H-pyrrole;DTXSID00195647;CHEBI:194812;1-(2-Cyanoethyl)pyrrole, >=99%;NSC 78437;NSC-78437;3-(1H-Pyrrol-1-yl)propanenitrile #;AKOS015898303;CS-W021753;GS-6571;SB62116;SY011924;FT-0613500;EN300-115981;H10352;A872770;115112-01-1

Chemical Property of 3-(1H-Pyrrol-1-yl)propanenitrile

Chemical Property:

• Appearance/Colour: clear slightly yellow to brown liquid
• Vapor Pressure: 0.00846mmHg at 25°C
• Refractive Index: n20/D 1.51(lit.)
• Boiling Point: 266.8 °C at 760 mmHg
• PKA: -3.80±0.70(Predicted)
• Flash Point: 104.4 °C
• PSA: 28.72000
• Density: 0.96 g/cm³
• LogP: 1.40178
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 120.068748264
• Heavy Atom Count: 9
• Complexity: 116

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-Pyrrole-1-propanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN(C=C1)CCC#N
• Uses: N-(2-CYANOETHYL)PYRROLE is used in the synthesis of 2-pyridines. It is also used in the preparation of indoles/pyrroles. 1H-Pyrrole-1-propanenitrile is used in the synthesis of 2-pyridines. It is also used in the preparation of indoles/pyrroles.

Technology Process of 3-(1H-Pyrrol-1-yl)propanenitrile

There total 5 articles about 3-(1H-Pyrrol-1-yl)propanenitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

pyrrole (109-97-7,30604-81-0) + acrylonitrile (107-13-1,25014-41-9) → 3-(pyrrol-1-yl)propanenitrile (43036-06-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1021/ol1025348

Reference yield: 30.0%

3-(diallylamino)propanenitrile (31164-08-6) → 3-(pyrrol-1-yl)propanenitrile (43036-06-2)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; ruthenium trichloride; In 1,2-dichloro-ethane; at 60 - 65 ℃; for 12h; sonification;

DOI:10.1016/j.tetlet.2004.10.044

Reference yield:

3-Chloropropionitrile (542-76-7) + potassium pyrrolide (16199-06-7) → 3-(pyrrol-1-yl)propanenitrile (43036-06-2)

Guidance literature:

With toluene;

DOI:10.1021/jo01114a020

upstream raw materials:

3-Chloropropionitrile

potassium pyrrolide

pyrrole

acrylonitrile

Downstream raw materials:

1,2-dihydro-1-pyrrolizinone

3-pyrrol-1-yl-propylamine

N-(2-carboxyethyl)pyrrole

4,6-dimethyl-2-(2-pyrrol-1-yl-ethyl)-5,6-dihydro-4H-[1,3,4]thiadiazine

Refernces

• 1、 Dong, Hua,Li, Chang Ming,Chen, Wei,Zhou, Qin,Zeng, Zhao Xian,Luong, John H. T.. "Sensitive amperometric immunosensing using polypyrrolepropylic acid films for biomolecule immobilization". . p. 7424 - 7431. Retrieved 2006.
• 2、 Taylor, James E.,Jones, Matthew D.,Williams, Jonathan M. J.,Bull, Steven D.. "Friedel - Crafts acylation of pyrroles and indoles using 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) as a nucleophilic catalyst". supporting information; experimental part. p. 5740 - 5743. Retrieved 2011/03/18.