N-[1-(2-chlorophenyl)ethylidene]hydroxylamine

Base Information

• Chemical Name: N-[1-(2-chlorophenyl)ethylidene]hydroxylamine
• CAS No.: 7147-44-6
• Molecular Formula: C8H8ClNO
• Molecular Weight: 169.611
• NSC Number: 12933
• Mol file: 7147-44-6.mol

Synonyms:7147-44-6;N-[1-(2-chlorophenyl)ethylidene]hydroxylamine;2'-Chloroacetophenone oxime;(NE)-N-[1-(2-chlorophenyl)ethylidene]hydroxylamine;2'-Chloroacetophenoneoxime;NSC12933;SCHEMBL5664854;SCHEMBL17134109;HMS1442J07;NSC-12933;AKOS016036741;IDI1_015464;(E)-1-(2-chlorophenyl)ethan-1-one oxime;A923476

Chemical Property of N-[1-(2-chlorophenyl)ethylidene]hydroxylamine

Chemical Property:

• Vapor Pressure: 0.00139mmHg at 25°C
• Boiling Point: 284.6°Cat760mmHg
• Flash Point: 125.9°C
• Density: 1.18g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 169.0294416
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NO)C1=CC=CC=C1Cl
• Isomeric SMILES: C/C(=N\O)/C1=CC=CC=C1Cl

Technology Process of N-[1-(2-chlorophenyl)ethylidene]hydroxylamine

There total 5 articles about N-[1-(2-chlorophenyl)ethylidene]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: 99.0%

2-chlorostyrene (2039-87-4,107830-52-4,26125-41-7) → 1-(2-chlorophenyl)ethanone oxime (7147-44-6)

Guidance literature:

With ethyl nitrite; tetraethylammonium borohydride; In benzene; for 23h; Ambient temperature;

DOI:10.1021/jo00256a001

Reference yield: 64.0%

1-(2-chlorophenyl)ethanone (2142-68-9) → 1-(2-chlorophenyl)ethanone oxime (7147-44-6)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; water; at 80 ℃;

DOI:10.1002/ejoc.201900844

Reference yield:

o-chlorobenzoyl chloride (609-65-4) → 1-(2-chlorophenyl)ethanone oxime (7147-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ethoxomagnesio-malonic acid diethyl ester; diethyl ether / Kochen des erhaltenen Reaktionsprodukts mit wss. H₂SO₄ und Essigsaeure

With diethyl ether; diethyl (ethoxymagnesio)malonate;

DOI:10.1021/ja01211a508

upstream raw materials:

1-(2-chlorophenyl)ethanone

2-chlorostyrene

2-chloro-benzaldehyde

o-chlorobenzoyl chloride

Downstream raw materials:

1-(2-chlorophenyl)ethanone O-acetyl oxime

N-(1-(2-chlorophenyl)ethyl)-P,P-diphenylphosphinic amide

Refernces

• 1、 Upare, Atul,Chouhan, Neeraj Kumar,Ramaraju, Andhavaram,Sridhar, Balasubramanian,Bathula, Surendar Reddy. "Access to pyrrolo[2,1-: A] isoindolediones from oxime acetates and ninhydrin via Cu(i)-mediated domino annulations". supporting information. p. 1743 - 1746. Retrieved 2020/03/17.
• 2、 Gudimella, Santosh K.,Kaur, Amanpreet,Kumar, Ram,Samanta, Sampak. "CuCl2-catalyzed N[sbnd]O bond cleavage of oxime esters: Approach to imidazoheterocycles and furo[3,2-c]chromenyl fused imidazoles". supporting information. . Retrieved 2020/07/08.