3-Pentanone oxime

Base Information

• Chemical Name: 3-Pentanone oxime
• CAS No.: 1188-11-0
• Molecular Formula: C5H11NO
• Molecular Weight: 101.148
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID90384321
• Nikkaji Number: J191.417K
• Mol file: 1188-11-0.mol

Synonyms:3-pentanone oxime;1188-11-0;N-(pentan-3-ylidene)hydroxylamine;3-Pentanone, oxime;N-pentan-3-ylidenehydroxylamine;pentan-3-one oxime;diethylnitrone;diethyl ketone oxime;MFCD00110982;SCHEMBL273798;DTXSID90384321;NAQQTJZRCYNBRX-UHFFFAOYSA-N;AKOS008939529;CS-0248514;EN300-40078

Chemical Property of 3-Pentanone oxime

Chemical Property:

• Vapor Pressure: 0.889mmHg at 25°C
• Boiling Point: 166.6oC at 760 mmHg
• Flash Point: 78oC
• PSA: 32.59000
• Density: 0.89g/cm3
• LogP: 1.63660
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 101.084063974
• Heavy Atom Count: 7
• Complexity: 62.5

Purity/Quality:

99% ^*data from raw suppliers

N-(Pentan-3-ylidene)hydroxylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=NO)CC

Technology Process of 3-Pentanone oxime

There total 15 articles about 3-Pentanone oxime 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%

pentan-3-one (96-22-0) → 3-pentanone oxime (1188-11-0)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In methanol; water; at 20 - 25 ℃; for 24h;

DOI:10.1002/adsc.201400143

Reference yield: 85.0%

3,3-dinitropentane (137946-62-4) → 3-pentanone oxime (1188-11-0)

Guidance literature:

With hydrogenchloride; tin; Ambient temperature;

DOI:10.1021/jo00028a077

Reference yield: 73.0%

pentan-3-one (96-22-0) → 3-pentanone oxime (1188-11-0) + N-ethylpropionamide (5129-72-6)

Guidance literature:

With acetylhydroxamic acid; sulfuric acid; In acetonitrile; for 10.5h; Reflux;

DOI:10.1016/j.tetlet.2011.09.019

upstream raw materials:

3-aminopentane

pentan-3-one

pentane

3-chloro-3-nitroso-pentane

Downstream raw materials:

N-(1-ethylpropylideneaminooxymethyl)-2,6-diethyl-3-(β-methylthioethyl)-α-chloroacetanilide

3-nitropentane

C₁₁H₁₃NO

C₁₆H₂₃NO₂

Refernces

• 1、 Mo, Xiaobin,Morgan, Timothy D. R.,Ang, Hwee Ting,Hall, Dennis G.. "Scope and mechanism of a true organocatalytic beckmann rearrangement with a boronic acid/perfluoropinacol system under ambient conditions". supporting information. p. 5264 - 5271. Retrieved 2018/04/24.
• 2、 Zhu, Zhongzhi,Tang, Xiaodong,Li, Jianxiao,Li, Xianwei,Wu, Wanqing,Deng, Guohua,Jiang, Huanfeng. "Iron-Catalyzed Synthesis of 2H-Imidazoles from Oxime Acetates and Vinyl Azides under Redox-Neutral Conditions". supporting information. p. 1370 - 1373. Retrieved 2017/03/23.