1-Acetylpiperazine

Base Information

• Chemical Name: 1-Acetylpiperazine
• CAS No.: 13889-98-0
• Molecular Formula: C6H12N2O
• Molecular Weight: 128.174
• Hs Code.: 29339900
• European Community (EC) Number: 237-659-0
• NSC Number: 39649
• UNII: A64RRE6QT5
• DSSTox Substance ID: DTXSID80160833
• Nikkaji Number: J280.364J
• Wikidata: Q69759033
• ChEMBL ID: CHEMBL2448844
• Mol file: 13889-98-0.mol

Synonyms:1-Acetylpiperazine;13889-98-0;N-Acetylpiperazine;1-(piperazin-1-yl)ethanone;1-(piperazin-1-yl)ethan-1-one;1-piperazin-1-ylethanone;Piperazine, 1-acetyl-;n-acetyl piperazine;Ethanone, 1-(1-piperazinyl)-;MFCD00058676;1-piperazin-1-yl-ethanone;A64RRE6QT5;EINECS 237-659-0;NSC-39649;acetylpiperazine;acetyl piperazine;acetyl-piperazine;1-acetylpiperazin;1-acetylpiperzine;N-acetylpiperizine;1-acetylpiperizine;1-acetylpyperazine;4-acetylpiperazine;4-acetylpiperizine;N-acetyl-piperazine;NSC39649;1 -acetylpiperazine;1-acetyl piperazine;1-acetyl-piperazine;4-acetyl-piperazine;1-N-acetylpiperazine;(piperazin-1-yl)ethanone;1-Acetylpiperazine, 99%;UNII-A64RRE6QT5;1-(1-piperazinyl)ethanone;SCHEMBL5433;SCHEMBL2968346;1-(1-piperazinyl)-1-ethanone;CHEMBL2448844;PKDPUENCROCRCH-UHFFFAOYSA-;DTXSID80160833;CHEBI:194598;BCP05244;NSC 39649;STK801513;1-Acetylpiperazine N-Acetylpiperazine;AKOS000118862;CS-W007382;LF-0557;PB47868;SY003405;AM20080291;FT-0629850;1-Acetylpiperazine, purum, >=98.0% (GC);EN300-19451;A807456;SR-01000944788;SR-01000944788-1;W-108225;F2190-0499;Z104473886

Chemical Property of 1-Acetylpiperazine

Chemical Property:

• Appearance/Colour: clear light yellow liquid after melting
• Vapor Pressure: 0.0142mmHg at 25°C
• Melting Point: 31-34 °C(lit.)
• Refractive Index: 1.4880 (estimate)
• Boiling Point: 257.9 °C at 760 mmHg
• PKA: 8.50±0.10(Predicted)
• Flash Point: 109.8 °C
• PSA: 32.34000
• Density: 1.027 g/cm³
• LogP: -0.29520
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: methanol: soluble1g/10 mL, clear, colorless to faintly greenish-
• Water Solubility.: Soluble in water 210 g/L (20°C).
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.094963011
• Heavy Atom Count: 9
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

1-Acetylpiperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)N1CCNCC1
• Uses: 1-Acetylpiperazine may be used in the synthesis of series of 7-alkoxyl substituted indolizinoquinoline-5,12-dione derivatives and 2-substituted-N-(naphth-1-ylmethyl)-pyrimidin-4-amines and 2-substituted-N-benzhydrylpyrimidin-4-amines.

Technology Process of 1-Acetylpiperazine

There total 32 articles about 1-Acetylpiperazine 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%

1-Acetyl-4-(t-butyloxycarbonyl)piperazine → N-acetylpiperidine (13889-98-0)

Guidance literature:

With hydrogenchloride; In ethyl acetate;

Reference yield: 99.0%

piperazine (110-85-0) + 1-acetyl-2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidinium tetraphenylborate (1363906-80-2) → N-acetylpiperidine (13889-98-0)

Guidance literature:

In acetonitrile; at 80 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo202647f

Reference yield: 94.0%

piperazine (110-85-0) + 1,3-diacetyl-5-methyl-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid ethyl ester (82831-12-7) → N-acetylpiperidine (13889-98-0)

Guidance literature:

In dichloromethane; at 20 ℃; for 1.3h;

DOI:10.3987/com-99-8779

upstream raw materials:

piperazine

acetic anhydride

acetyl chloride

Phenyl acetate

Downstream raw materials:

1-acetyl-4-[2-(N-ethyl-anilino)-ethyl]-piperazine

1-{4-[4-(Thiophene-2-carbonyl)-phenyl]-piperazin-1-yl}-ethanone

1-(1-cyano-cyclohexyl)-4-acetyl-piperazine

6-(4-acetyl-1-piperazinyl)-2-chloro-5-fluoronicotinonitrile

Refernces

• 1、 Castro, Enrique A.,Ureta, Carmen. "Kinetics and Mechanism of the Reactions of 2,4-Dinitrophenyl Acetate with Secondary Alicyclic Amines. Different Nucleofugalities of Alicyclic Amines and Pyridines from a Tetrahedral Intermediate". . p. 1676 - 1679. Retrieved 1990.
• 2、 Castro, Enrique A.,Millan, Daniela,Aguayo, Raul,Campodonico, Paola R.,Santos, Jose G.. "Reactions of aryl acetates with secondary alicyclic amines in ethanol/water mixtures: Effect of the solvent composition on the kinetics and mechanism". . p. 687 - 693. Retrieved 2011.
• 3、 Cao, Xuan,Chen, Miaojia,Huang, Honglin,Jiang, Lizhi,Li, Yang,Liu, Yunfan,Peng, Junmei,Tang, Guotao,Wu, Kaiyue. "Synthesis and evaluation of 2-(4-[4-acetylpiperazine-1-carbonyl] phenyl)-1H-benzo[d]imidazole-4-carboxamide derivatives as potential PARP-1 inhibitors and preliminary study on structure-activity relationship". . . Retrieved 2021/06/25.
• 4、 Fawwaz, Muammar,Kinuya, Seigo,Mishiro, Kenji,Nishii, Ryuichi,Ogawa, Kazuma,Sawazaki, Izumi,Shiba, Kazuhiro. "Synthesis and fundamental evaluation of radioiodinated rociletinib (CO-1686) as a probe to lung cancer with L858R/T790M mutations of Epidermal Growth Factor Receptor (EGFR)". . . Retrieved 2020/07/10.