Phenylacetone oxime

Base Information

• Chemical Name: Phenylacetone oxime
• CAS No.: 13213-36-0
• Molecular Formula: C9H11 N O
• Molecular Weight: 149.192
• Hs Code.: 2928000090
• Nikkaji Number: J1.099.313J
• NSC Number: 14435
• Mol file: 13213-36-0.mol

Synonyms:phenylacetone oxime;phenylacetone oxime, (E)-isomer;phenylacetone oxime, (Z)-isomer

Chemical Property of Phenylacetone oxime

Chemical Property:

• Vapor Pressure: 0.00129mmHg at 25°C
• Boiling Point: 285.7°Cat760mmHg
• Flash Point: 169.2°C
• PSA: 32.59000
• Density: 0.99g/cm³
• LogP: 2.07920
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

Phenylacetoneoxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NO)CC1=CC=CC=C1
• Isomeric SMILES: C/C(=N\O)/CC1=CC=CC=C1

Technology Process of Phenylacetone oxime

There total 32 articles about Phenylacetone 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: 94.0%

(2-nitroprop-1-enyl)benzene (705-60-2) → 1-phenylpropan-2-one oxime (13213-36-0)

Guidance literature:

With hydrogen; In ethanol; at 60 ℃; for 0.333333h; under 15001.5 Torr; chemoselective reaction; Autoclave;

DOI:10.1039/c6cc08505a

Reference yield: 94.0%

1-phenyl-2-nitroprop-1-ene (705-60-2,18315-84-9,58321-79-2) → 1-phenylpropan-2-one oxime (13213-36-0)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In tetrahydrofuran; methanol; for 0.33h; Ambient temperature;

Reference yield: 79.0%

phenyl benzyl ketone (451-40-1) → deoxybenzoin oxime (952-06-7) + 1-phenylpropan-2-one oxime (13213-36-0)

Guidance literature:

With sodium hydroxide; hydroxylamine; In water; isopropyl alcohol; for 1h; Ambient temperature;

upstream raw materials:

1-phenyl-acetone

(2-nitroprop-1-enyl)benzene

phenylpropane

1-chloro-1-phenyl-propan-2-one oxime

Downstream raw materials:

(2-chloro-2-nitrosopropan-1-yl)benzene

N-hydroxy-1-phenyl-2-propylamine

2-amino-1-phenylpropane

N-Ethyl-N-(1-methyl-2-phenyl-ethyl)-hydroxylamine

Refernces

• 1、 Ren, Yujing,Wei, Haisheng,Yin, Guangzhao,Zhang, Leilei,Wang, Aiqin,Zhang, Tao. "Oxygen surface groups of activated carbon steer the chemoselective hydrogenation of substituted nitroarenes over nickel nanoparticles". . p. 1969 - 1972. Retrieved 2017.
• 2、 Lavernhe, Rémi,Torres-Ochoa, Rubén O.,Wang, Qian,Zhu, Jieping. "Copper-Catalyzed Aza-Sonogashira Cross-Coupling To Form Ynimines: Development and Application to the Synthesis of Heterocycles". supporting information. p. 24028 - 24033. Retrieved 2021/10/07.
• 3、 Zhao, Mi-Na,Zhang, Wei,Wang, Xu-Cai,Zhang, Ying,Yang, De-Suo,Guan, Zheng-Hui. "Modular 2,3-diaryl-2: H -azirine synthesis from ketoxime acetates via Cs2CO3-mediated cyclization". supporting information. p. 4333 - 4337. Retrieved 2018/06/21.