2-Chloro-1-(1-methyl-1H-pyrrol-2-yl)-ethanone

Base Information

• Chemical Name: 2-Chloro-1-(1-methyl-1H-pyrrol-2-yl)-ethanone
• CAS No.: 23694-02-2
• Molecular Formula: C7H8ClNO
• Molecular Weight: 157.6
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50368849
• Nikkaji Number: J282.633J
• Wikidata: Q82155703
• Mol file: 23694-02-2.mol

Synonyms:23694-02-2;2-Chloro-1-(1-methyl-1H-pyrrol-2-yl)-ethanone;2-chloro-1-(1-methyl-1H-pyrrol-2-yl)ethanone;2-Chloro-1-(1-methyl-2-pyrrolyl)ethanone;2-chloro-1-(1-methylpyrrol-2-yl)ethanone;Ethanone, 2-chloro-1-(1-methyl-1H-pyrrol-2-yl)-;2-chloro-1-(1-methyl-1H-pyrrol-2-yl)ethan-1-one;MFCD06357821;Ethanone,2-chloro-1-(1-methyl-1H-pyrrol-2-yl)-;2-chloroacetyl-1-methylpyrrole;SCHEMBL3926765;DTXSID50368849;XOKIPANBKVPEEZ-UHFFFAOYSA-N;YAA69402;AKOS000123051;1-Methyl-2-(chloroacetyl)-1H-pyrrole;SB62391;1-methyl-2-pyrrolyl chloromethyl ketone;AS-31713;SY014280;CS-0307930;FT-0677834;EN300-10137;J-015184;Z56347177;Ethanone,2-chloro-1-(1-methyl-1H-pyrrol-2-yl)-(9CI)

Chemical Property of 2-Chloro-1-(1-methyl-1H-pyrrol-2-yl)-ethanone

Chemical Property:

• Vapor Pressure: 0.0186mmHg at 25°C
• Melting Point: 47 °C
• Refractive Index: 1.535
• Boiling Point: 253.1 °C at 760 mmHg
• PKA: -7.90±0.70(Predicted)
• Flash Point: 106.9 °C
• PSA: 22.00000
• Density: 1.18 g/cm³
• LogP: 1.44660
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 157.0294416
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-1-(1-methyl-2-pyrrolyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CC=C1C(=O)CCl

Technology Process of 2-Chloro-1-(1-methyl-1H-pyrrol-2-yl)-ethanone

There total 6 articles about 2-Chloro-1-(1-methyl-1H-pyrrol-2-yl)-ethanone 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: 95.0%

N-methyl-2-acetylpyrrole (932-16-1) → 2-chloro-1-(1-methyl-1H-pyrrol-2-yl)ethanone (23694-02-2)

Guidance literature:

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; In tetrahydrofuran; Ambient temperature;

Reference yield: 86.0%

N-Methylpyrrole (96-54-8) + chloroacetyl chloride (79-04-9) → 2-chloro-1-(1-methyl-1H-pyrrol-2-yl)ethanone (23694-02-2)

Guidance literature:

With zinc(II) oxide; In neat (no solvent); at 20 ℃; for 0.05h; regioselective reaction; Green chemistry;

DOI:10.3184/174751913X13734615005971

Reference yield: 67.0%

1-methyl-2-pyrrolyllithium (31785-72-5) + dichloroacetaldehyde diethyl acetal (619-33-0) → 2-chloro-1-(1-methyl-1H-pyrrol-2-yl)ethanone (23694-02-2)

Guidance literature:

1-methyl-2-pyrrolyllithium; dichloroacetaldehyde diethyl acetal; With lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.25h;

With hydrogenchloride; ethanol; In 1,2-dichloro-ethane; at 20 ℃; Further stages.;

DOI:10.1002/ejoc.200600863

upstream raw materials:

N-Methylpyrrole

N-methyl-2-chloroacetanilide

2-chloro-N,N-dimethylacetamide

N-methyl-2-acetylpyrrole

Downstream raw materials:

3-(1-methylpyrrol-2-yl)-1-phenylazetidin-3-ol

1-(α-N-Methyl-pyrryl)-2-piperidino-ethanol

2-chloro-1-[4-(4-chlorobenzoyl)-1-methyl-1H-pyrrol-2-yl]-ethanone

1-methyl-2-N-methylanilinoacetylpyrrole

Refernces

• 1、 Zhang, Shuguang,Feng, Chengliang,Cai, Jin,Chen, Junqing,Hu, Huayou,Ji, Min. "Solvent free synthesis of 2-acylpyrroles and its derivatives catalysed by reuseable zinc oxide". . p. 480 - 482. Retrieved 2013/09/12.
• 2、 Dubis, Alina T.,Domagala, Malgorzata,Grabowski, Slawomir J.. "Spectroscopic and theoretical studies on some new pyrrol-2-yl-chloromethyl ketones". experimental part. p. 556 - 566. Retrieved 2010/06/13.