1-Acetylnaphthalene oxime

Base Information

• Chemical Name: 1-Acetylnaphthalene oxime
• CAS No.: 1956-40-7
• Molecular Formula: C₁₂H₁₁NO
• Molecular Weight: 185.225
• European Community (EC) Number: 606-339-6
• Nikkaji Number: J1.419.664A
• Mol file: 1956-40-7.mol

Synonyms:1-(Naphthalen-1-yl)ethanone oxime;1-Acetylnaphthalene oxime;1956-40-7;1-(1-Naphthyl)ethanoneoxime;1-(hydroxyimino)-1-naphthylethane;CS-M3377;100485-59-4;CS-15021;D77507;EN300-6735498;(Z)-N-[1-(NAPHTHALEN-1-YL)ETHYLIDENE]HYDROXYLAMINE

Chemical Property of 1-Acetylnaphthalene oxime

Chemical Property:

• Vapor Pressure: 8.76E-06mmHg at 25°C
• Boiling Point: 359.2°Cat760mmHg
• Flash Point: 225.5°C
• PSA: 32.59000
• Density: 1.09g/cm³
• LogP: 3.03800
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

99%min ^*data from raw suppliers

1-(Naphthalen-1-yl)ethanoneoxime 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NO)C1=CC=CC2=CC=CC=C21
• Isomeric SMILES: C/C(=N/O)/C1=CC=CC2=CC=CC=C21

Technology Process of 1-Acetylnaphthalene oxime

There total 4 articles about 1-Acetylnaphthalene 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: 92.0%

1'-naphthacetophenone (941-98-0) → 1-(1-naphthalenyl)ethanone oxime (1956-40-7,100485-51-6,100485-59-4)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydroxide; In methanol; water; at 20 - 35 ℃; pH=6 - 6.5;

DOI:10.1080/00397910903538651

Reference yield:

Nitroethane (79-24-3) + naphthalene (91-20-3,71998-51-1,72931-45-4) → 1-(1-naphthalenyl)ethanone oxime (1956-40-7,100485-51-6,100485-59-4) + 2-acetonaphthone oxime (100485-52-7,100485-60-7,51674-06-7)

Guidance literature:

With trifluorormethanesulfonic acid; at 70 - 80 ℃; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)74724-1

Reference yield:

1'-naphthacetophenone (941-98-0) + acetylhydroxamic acid (546-88-3) → 1-(1-naphthalenyl)ethanone oxime (1956-40-7,100485-51-6,100485-59-4)

Guidance literature:

With boron trifluoride diethyl etherate; In methanol;

DOI:10.1002/adsc.201200036

upstream raw materials:

1'-naphthacetophenone

Nitroethane

naphthalene

acetylhydroxamic acid

Downstream raw materials:

1'-naphthacetophenone

1-acetamidonaphthalene

1-(naphthalen-1-yl)-N-(1-phenylethyl)ethan-1-imine

N-(2-phenylnaphthalen-1-yl)acetamide

Refernces

• 1、 Kürti, László,Kattamuri, Padmanabha V.,Siitonen, Juha H.,Yousufuddin, Muhammed. "Arylboronic Acid-Catalyzed C-Allylation of Unprotected Oximes: Total Synthesis of N-Me-Euphococcine". supporting information. . Retrieved 2020/03/24.
• 2、 Meng, Huanxin,Xu, Zhenhua,Qu, Zhonghua,Huang, Huawen,Deng, Guo-Jun. "Copper(0)/PPh3-Mediated Bisheteroannulations of o-Nitroalkynes with Methylketoximes Accessing Pyrazo-Fused Pseudoindoxyls". supporting information. p. 6117 - 6121. Retrieved 2020/08/12.