N-(2-Phenylethylidene)hydroxylamine

Base Information

• Chemical Name: N-(2-Phenylethylidene)hydroxylamine
• CAS No.: 7028-48-0
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• European Community (EC) Number: 230-309-8
• NSC Number: 203259
• DSSTox Substance ID: DTXSID4074352
• Nikkaji Number: J1.328.725B
• Wikidata: Q27104778
• Mol file: 7028-48-0.mol

Synonyms:phenylacetaldoxime

Chemical Property of N-(2-Phenylethylidene)hydroxylamine

Chemical Property:

• Vapor Pressure: 0.00297mmHg at 25°C
• Refractive Index: 1.517
• Boiling Point: 272.444 °C at 760 mmHg
• Flash Point: 159.077 °C
• PSA: 32.59000
• Density: 1.004 g/cm³
• LogP: 1.68910
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

99%, ^*data from raw suppliers

Benzeneacetaldehyde,oxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(2-Phenylethylidene)hydroxylamine

There total 30 articles about N-(2-Phenylethylidene)hydroxylamine 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%

(2-nitroethenyl)benzene (102-96-5) → Phenylacetaldehyde oxime (7028-48-0)

Guidance literature:

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

DOI:10.1039/c6cc08505a

Reference yield: 90.0%

phenylacetylene (536-74-3) → acetophenone oxime (613-91-2) + Phenylacetaldehyde oxime (7028-48-0)

Guidance literature:

With hydroxylamine; In water; butan-1-ol; for 18h; regioselective reaction; Reflux; Inert atmosphere;

DOI:10.1021/ja806300r

Reference yield: 85.0%

phenylacetylene (536-74-3) → acetophenone oxime (50314-86-8) + (E)-1-phenylethanone oxime (10341-75-0) + Phenylacetaldehyde oxime (7028-48-0)

Guidance literature:

With hydroxylamine; In 1,4-dioxane; water; at 113 ℃;

DOI:10.1002/anie.200703495

upstream raw materials:

(2-nitroethenyl)benzene

phenyldithioacetic acid

phenylacetaldehyde

nitrostyrene

Downstream raw materials:

phenethylamine

3-Phenyl-chinolin-4-carbonsaeure

phenylacetonitrile

5-phenylthiazolidine-2-thione

Refernces

• 1、 Xu, Jiaxi,Gao, Yu,Li, Zhenjiang,Liu, Jingjing,Guo, Tianfo,Zhang, Lei,Wang, Haixin,Zhang, Zhihao,Guo, Kai. "Chlorotropylium Promoted Conversions of Oximes to Amides and Nitriles". . p. 311 - 315. Retrieved 2020/01/25.
• 2、 Kumar, Pravin,Kapur, Manmohan. "Unusual Reactivity of 4-Vinyl Isoxazoles in the Copper-Mediated Synthesis of Pyridines, Employing DMSO as a One-Carbon Surrogate". supporting information. p. 5855 - 5860. Retrieved 2020/07/30.