1H-Pyrrole-2-acetonitrile, 1-methyl-

Base Information

• Chemical Name: 1H-Pyrrole-2-acetonitrile, 1-methyl-
• CAS No.: 24437-41-0
• Molecular Formula: C7H8N2
• Molecular Weight: 120.154
• Hs Code.: 2933990090
• European Community (EC) Number: 246-248-5
• UNII: 8NKM27KEV3
• DSSTox Substance ID: DTXSID2066989
• Nikkaji Number: J208.749I
• Wikidata: Q81993568
• Mol file: 24437-41-0.mol

Synonyms:24437-41-0;1H-Pyrrole-2-acetonitrile, 1-methyl-;N-Methylpyrrole-2-acetonitrile;1-Methyl-2-pyrroleacetonitrile;2-(1-methyl-1H-pyrrol-2-yl)acetonitrile;2-(1-methylpyrrol-2-yl)acetonitrile;1-Methylpyrrole-2-acetonitrile;Pyrrole-2-acetonitrile, 1-methyl-;(1-Methyl-1H-pyrrol-2-yl)acetonitrile;N-Methylpyrrol-2-ylacetonitrile;EINECS 246-248-5;1-Methyl-1H-pyrrole-2-acetonitrile;1H-Pyrrole-2-acetonitrile,1-methyl-;8NKM27KEV3;SCHEMBL549027;l-methylpyrrole-2-acetonitrile;1 -methylpyrrole-2-acetonitrile;1-methylpyrrole- 2-acetonitrile;DTXSID2066989;ZAA43741;MFCD00003091;AKOS007930530;(1-methyl-1H-pyrrol-2-yl)-acetonitrile;BS-37623;(1-Methyl-1H-pyrrol-2-yl)acetonitrile #;2-(1-methyl-1H-pyrrol-2-yl)-acetonitrile;CS-0336245;FT-0608094;A817305;(1-Methyl-1H-pyrrol-2-yl)acetonitrile, AldrichCPR;W-107317

Chemical Property of 1H-Pyrrole-2-acetonitrile, 1-methyl-

Chemical Property:

• Vapor Pressure: 0.0392mmHg at 25°C
• Melting Point: 20℃
• Refractive Index: 1.528
• Boiling Point: 239.84 °C at 760 mmHg
• PKA: -4.50±0.70(Predicted)
• Flash Point: 98.852 °C
• PSA: 28.72000
• Density: 0.976 g/cm³
• LogP: 1.09118
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 120.068748264
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

98% ^*data from raw suppliers

(1-methyl-1H-pyrrol-2-yl)acetonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C=CC=C1CC#N

Technology Process of 1H-Pyrrole-2-acetonitrile, 1-methyl-

There total 12 articles about 1H-Pyrrole-2-acetonitrile, 1-methyl- 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: 92.0%

N-Methylpyrrole (96-54-8) + chloroacetonitrile (107-14-2) → 1-methyl-2-pyrroleacetonitrile (24437-41-0)

Guidance literature:

With potassium 5-bromo-1H-indole-1-carbodithioate; sodium acetate; In 1,2-dichloro-ethane; at 60 ℃; for 24h; Solvent; Irradiation;

DOI:10.1038/s41557-018-0173-x

Reference yield: 88.0%

N-Methylpyrrole (96-54-8) + iodoacetonitrile (624-75-9) → 1-methyl-2-pyrroleacetonitrile (24437-41-0)

Guidance literature:

With dihydrogen peroxide; iron(II) sulfate; dimethyl sulfoxide; Ambient temperature;

DOI:10.1021/jo00051a027

Reference yield: 86.0%

N-Methylpyrrole (96-54-8) + cyanomethyl bromide (590-17-0) → 1-methyl-2-pyrroleacetonitrile (24437-41-0)

Guidance literature:

With 2,6-dimethylpyridine; In chloroform; for 48h; Irradiation; Inert atmosphere;

DOI:10.1002/ejoc.202001003

upstream raw materials:

sodium cyanide

N,N,N,1-tetramethyl-1H-pyrrole-2-methanaminium iodide

N-Methylpyrrole

iodoacetonitrile

Downstream raw materials:

2-[Cyano-(1-methyl-1H-pyrrol-2-yl)-methyl]-benzonitrile

1-methyl-5-(4-nitrobenzoyl)pyrrole-2-acetonitrile

[5-(4-chloro-benzoyl)-1-methyl-pyrrol-2-yl]-acetonitrile

1-Methyl-5-(4-methylbenzoyl)pyrrole-2-acetonitrile

Refernces

• 1、 Herz. "-". . p. 483. Retrieved 1953.
• 2、 Li, Zhi-Jun,Li, Shuya,Hofman, Elan,Hunter Davis, Andrew,Leem, Gyu,Zheng, Weiwei. "Visible-light induced disproportionation of pyrrole derivatives for photocatalyst-free aryl halides reduction". supporting information. p. 1911 - 1918. Retrieved 2020/04/07.
• 3、 Schweitzer-Chaput, Bertrand,Horwitz, Matthew A.,de Pedro Beato, Eduardo,Melchiorre, Paolo. "Photochemical generation of radicals from alkyl electrophiles using a nucleophilic organic catalyst". . p. 129 - 135. Retrieved 2018/12/13.