2-Acetyl pyrrole

Base Information

• Chemical Name: 2-Acetyl pyrrole
• CAS No.: 1072-83-9
• Molecular Formula: C6H7NO
• Molecular Weight: 109.128
• Hs Code.: 2933.90
• European Community (EC) Number: 214-016-2
• NSC Number: 42861
• UNII: 9K28W7PM6N
• DSSTox Substance ID: DTXSID0047084
• Nikkaji Number: J80.142I
• Wikidata: Q27127005
• Metabolomics Workbench ID: 47104
• ChEMBL ID: CHEMBL1414126
• Mol file: 1072-83-9.mol

Synonyms:Ketone,methyl 2-pyrryl (4CI);Ketone, methyl pyrrol-2-yl (6CI,7CI,8CI);(2-Pyrrolyl)ethanone;1-(1H-Pyrrol-2-yl)ethanone;1-(2-Pyrrolyl)-1-ethanone;2-Acetyl-1H-indole;2-Acetyl-1H-pyrrole;2-Acetylpyrrole;2-Pyrrolyl methylketone;Methyl pyrrol-2-yl ketone;NSC 42861;2- acetyl pyrrole;

Chemical Property of 2-Acetyl pyrrole

Chemical Property:

• Appearance/Colour: white to beige crystalline powder
• Vapor Pressure: 0.11mmHg at 25°C
• Melting Point: 88-93 °C
• Refractive Index: 1.53
• Boiling Point: 220.9 °C at 760 mmHg
• PKA: 14.86±0.50(Predicted)
• Flash Point: 92.4 °C
• PSA: 32.86000
• Density: 1.099 g/cm³
• LogP: 1.21730
• Storage Temp.: Store below +30°C.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 109.052763847
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

2-Acetylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-36/37/38
• Safety Statements: 37/39-26-24/25-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC=CN1
• Description: 2-acetyl pyrrole is a colorless or yellow liquid. It occurs naturally in cereals and cereal product and has an odor reminiscent of walnut, licorice, baked bread, baked hazelnut, and fish. It is used as a food additive, such as in cocoa, rum, brandy, caramel. Methyl 2-pyrrolyl ketone is like bread, walnut, licorice. May be prepared from pyrryl magnesium iodide and acetyl chloride; a volatile flavor component in roasted filberts.
• Uses: 2-Acetylpyrrole has been used in the synthesis of 2-acetyl-1-pyrroline. hepatoprotectant, organoleptic

Technology Process of 2-Acetyl pyrrole

There total 68 articles about 2-Acetyl pyrrole 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: 100.0%

2-(N-methylacetimidoyl)-1-(benzenesulfonyl)pyrrole hydrogen tetrafluoroborate → 2-Acetylpyrrole (1072-83-9)

Guidance literature:

With water; sodium hydroxide; for 1h; Reflux;

DOI:10.1016/j.tet.2015.05.005

Reference yield: 99.0%

pyrrole (109-97-7,30604-81-0) + acetic anhydride (108-24-7) → 2-Acetylpyrrole (1072-83-9)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In acetonitrile; for 0.5h; Inert atmosphere; Microwave irradiation; Heating; Green chemistry;

DOI:10.1039/c3gc40720a

Reference yield: 95.0%

1-(1-(phenylsulfonyl)-1H-pyrrol-2-yl)ethan-1-one (86688-88-2) → 2-Acetylpyrrole (1072-83-9)

Guidance literature:

With sodium hydroxide; In methanol; for 3.5h; Heating;

DOI:10.1021/jo00167a014

upstream raw materials:

N-acetylpyrrole

1-(2-furyl)-1-ethanone

pyrrole

N,N-dimethyl acetamide

Downstream raw materials:

2-(N-isopropylbenzyl)aminoethyl-2-pyrroleketone

2-(N-benzylhydroxyethyl)aminoethyl-2-pyrrolylketone

2-(N-benzylmethyl)aminoethyl-2-pyrrolylketone

C₁₄H₁₅NO

Refernces

• 1、 Faye, Djiby,Mbaye, Mbaye Diagne,Coufourier, Sébastien,Lator, Alexis,Dieng, Samba Yandé,Gaillard, Sylvain,Renaud, Jean-Luc. "Zinc mediated straightforward access to diacylpyrroles". . p. 492 - 499. Retrieved 2017.
• 2、 Kuroda, Yasuhisa,Murase, Hiroaki,Suzuki, Yasuhiko,Ogoshi, Hisanobu. "A NEW ROUTE FOR MESO-SUBSTITUTED PORPHYRIN". . p. 2411 - 2412. Retrieved 1989.
• 3、 Chung,Tuck. "-". . p. 3492,3493. Retrieved 1975.
• 4、 Hou, Shifa,Ding, Mengxian,Gao, Lianxun. "Synthesis and properties of polyquinolines and polyanthrazolines containing pyrrole units in the main chain". . p. 3826 - 3832. Retrieved 2003.
• 5、 Su, Biyun,Li, Xiaoteng,Wang, Xudong,Li, Qianding. "Efficient microwave-assisted syntheses of a series of novel mono(Imino)Pyrrolyl compounds". . p. 1955 - 1963. Retrieved 2015.
• 6、 Sch?fer, Clara,Mony, Jürgen,Olsson, Thomas,B?rjesson, Karl. "Entropic Mixing Allows Monomeric-Like Absorption in Neat BODIPY Films". . p. 14295 - 14299. Retrieved 2020.
• 7、 Abinaya, R.,Balasubramaniam, K. K.,Baskar, B.,Divya, P.,Mani Rahulan, K.,Rahman, Abdul,Sridhar, R.,Srinath, S.. "Visible light mediated selective oxidation of alcohols and oxidative dehydrogenation of N-heterocycles using scalable and reusable La-doped NiWO4nanoparticles". . p. 5990 - 6007. Retrieved 2021/08/24.