3-Acetyl-2,4-dimethylpyrrole

Base Information

• Chemical Name: 3-Acetyl-2,4-dimethylpyrrole
• CAS No.: 2386-25-6
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 29339980
• European Community (EC) Number: 219-197-1
• NSC Number: 10759
• DSSTox Substance ID: DTXSID60870963
• Nikkaji Number: J41.553G
• ChEMBL ID: CHEMBL1725066
• Mol file: 2386-25-6.mol

Synonyms:3-Acetyl-2,4-dimethylpyrrole;2386-25-6;2,4-Dimethyl-3-acetylpyrrole;1-(2,4-dimethyl-1H-pyrrol-3-yl)ethanone;1-(2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one;Ethanone, 1-(2,4-dimethyl-1H-pyrrol-3-yl)-;2,4-Dimethylpyrrol-3-yl methyl ketone;KETONE, 2,4-DIMETHYLPYRROL-3-YL METHYL;EINECS 219-197-1;NSC 10759;NSC 40231;BRN 0109769;Ketone, 2,5-dimethyl-3-pyrrolyl methyl;AI3-60327;2,4-dimethyl-3-acetyl pyrrole;2,4-Dimethyl-3-acetyl-pyrrole;3-Acetyl-2,5-dimethyl-pyrrole;1-(2,4-Dimethyl-1H-pyrrol-3-yl)-ethanone;2,5-Dimethylpyrrol-3-yl methyl ketone;BRN 0112096;1-(2,4-Dimethyl-3H-pyrrol-3-ylidene)ethanol;KETONE, 2,5-DIMETHYLPYRROL-3-YL METHYL;5-21-07-00234 (Beilstein Handbook Reference);763024-00-6;MLS000047143;SCHEMBL891077;2,4-dimethyl-3acetyl pyrrole;3- acetyl-2,4-dimethylpyrrole;CHEMBL1725066;DTXSID60870963;2,4-Dimethyl-3 -acetyl-pyrrole;CHEBI:194594;HMS2283D10;WLN: T5MJ B1 CV1 D1;AMY18912;NSC10759;2,4-Dimethyl-3-acetyl-1H-pyrrole;3-acetyl-2,4-dimethyl-1H-pyrrole;Ketone,4-dimethylpyrrol-3-yl methyl;MFCD00005221;NSC-10759;STK792998;3-Acetyl-2,4-dimethylpyrrole, 97%;AKOS001094269;AC-6172;SB62142;Ethanone,4-dimethyl-1H-pyrrol-3-yl)-;AS-59482;LS-87190;LS-87191;SMR000033154;1-(2.4-dimethy- 1H-prrol-yl)-Ethanone;CS-0128744;FT-0634238;1-(2,4-Dimethyl-1H-pyrrole-3-yl)-ethanone;EN300-13023;A23298;S10046;5-21-07-00235 (Beilstein Handbook Reference);J-015242;Z89264938;Ethanone, 1-(2,5-dimethyl-1H-pyrrol-3-yl)- (9CI)

Chemical Property of 3-Acetyl-2,4-dimethylpyrrole

Chemical Property:

• Appearance/Colour: Brown to purple crystals or powder
• Melting Point: 136-139 °C(lit.)
• Refractive Index: 1.5470 (estimate)
• Boiling Point: 250.9 °C at 760 mmHg
• PKA: 16.40±0.50(Predicted)
• Flash Point: 112.1 °C
• PSA: 32.86000
• Density: 1.04 g/cm³
• LogP: 1.83410
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 144

Purity/Quality:

99%, ^*data from raw suppliers

3-Acetyl-2,4-dimethylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CNC(=C1C(=O)C)C

Technology Process of 3-Acetyl-2,4-dimethylpyrrole

There total 24 articles about 3-Acetyl-2,4-dimethylpyrrole 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: 99.0%

4-acetyl-3,5-dimethyl-pyrrole-2-carboxylic acid butyl ester → 2,4-dimethyl-3-acetylpyrrole (2386-25-6)

Guidance literature:

4-acetyl-3,5-dimethyl-pyrrole-2-carboxylic acid butyl ester; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.833333h; Inert atmosphere;

With sodium hydroxide; In dichloromethane; water; for 0.0833333h; Cooling with ice;

DOI:10.1021/ol202457n

Reference yield: 97.0%

ethyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate (2386-26-7) → 2,4-dimethyl-3-acetylpyrrole (2386-25-6)

Guidance literature:

With potassium hydroxide; In ethylene glycol; at 160 ℃; for 4h;

DOI:10.1021/jo702346s

Reference yield: 96.0%

(E)-tert-butyl 4-oxopent-2-en-2-yl(prop-2-yn-1-yl)carbamate → 2,4-dimethyl-3-acetylpyrrole (2386-25-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 70 ℃; for 0.0833333h; Solvent; Temperature; Inert atmosphere;

DOI:10.3987/COM-20-14206

upstream raw materials:

4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid

ethyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate

tert-butyl 3,5-dimethyl-4-acetyl-2-pyrrolecarboxylate

benzyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate

Downstream raw materials:

3-acetyl-1-(2,6-dichlorobenzoyl)-2,4-dimethylpyrrole

2,4-dimethyl-1H-pyrrole

ethylene glycol monoformate

4-Acetyl-3,5-dimethyl-1H-pyrrole-2-carbaldehyde

Refernces

• 1、 Chen, Ji-An,Gao, Jie,Gu, Xianfeng,Li, Mimi,Tan, Jiahui,Yin, Xiaofan,Zhao, Zhen. "Rational design of fluorescent probes for targeted: In vivo nitroreductase visualization". supporting information. p. 4744 - 4747. Retrieved 2020/07/13.
• 2、 Kim, Min Joon,Gaube, Sophie M.,Beh, Michael H. R.,Smith, Craig D.,Thompson, Alison. "Synthesis and reactivity of 2-thionoester pyrroles: A route to 2-formyl pyrroles". . p. 31773 - 31780. Retrieved 2019/10/19.