1-(4-chlorophenyl)-N-methoxyethanimine

Base Information

• Chemical Name: 1-(4-chlorophenyl)-N-methoxyethanimine
• CAS No.: 1219940-12-1
• Molecular Formula: C9H10ClNO
• Molecular Weight: 183.637
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID90706488
• Mol file: 1219940-12-1.mol

Synonyms:1-(4-chlorophenyl)-N-methoxyethanimine;1-(4-Chlorophenyl)ethylidene(methoxy)amine;1219940-12-1;DTXSID90706488;1-(4-Chlorophenyl)-N-methoxyethan-1-imine

Chemical Property of 1-(4-chlorophenyl)-N-methoxyethanimine

Chemical Property:

• PSA: 21.59000
• LogP: 2.71040
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 183.0450916
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

≥95% ^*data from raw suppliers

1-(4-Chlorophenyl)ethylidene(methoxy)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NOC)C1=CC=C(C=C1)Cl

Technology Process of 1-(4-chlorophenyl)-N-methoxyethanimine

There total 1 articles about 1-(4-chlorophenyl)-N-methoxyethanimine 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: 89.0%

N-methoxylamine hydrochloride (593-56-6) + para-chloroacetophenone (99-91-2) → C9H10ClNO (1219940-12-1)

Guidance literature:

With pyridine; at 80 ℃; for 0.75h; Sealed tube;

DOI:10.1021/acs.joc.9b03197

Reference yield: 90.0%

C9H10ClNO (1219940-12-1) + toluene-4-sulfonamide (70-55-3) → N-[2-(1-(methoxyimino)ethyl)-5-chlorophenyl]-4-methylbenzenesulfonamide

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) acetate; silver(I) triflimide; In dichloromethane; at 60 ℃; for 24h;

Reference yield: 88.0%

C9H10ClNO (1219940-12-1) + 2-diazo-3,3,3-trifluoropropionic acid methyl ester (173558-71-9) → methyl 2-{5-chloro-2-[1-(methoxyimino)ethyl]phenyl}-3,3,3-trifluoropropanoate

Guidance literature:

C₉H₁₀ClNO; With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; In 1,2-dichloro-ethane; at 20 ℃; for 1h; Schlenk technique; Inert atmosphere;

2-diazo-3,3,3-trifluoropropionic acid methyl ester; In 1,2-dichloro-ethane; at 80 ℃; for 4h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201500545

upstream raw materials:

N-methoxylamine hydrochloride

para-chloroacetophenone

Downstream raw materials:

3-chloro-9-di(m-tolyl)methylene-6-methyl-9H-fluorene

6-chloro-2-methyl-9,10-di(p-tolyl)phenanthrene

diethyl 4,4'-((6-chloro-7-(ethoxycarbonyl)-9H-fluoren-9-ylidene)methylene)dibenzoate

6-chloro-1,4-dimethyl-3-phenylisoquinoline

Refernces

• 1、 Paul, Amrita,Shah, Sk. Sheriff,Shee, Maniklal,Singh, Amit Kumar,Singh, N. D. Pradeep. "Direct Oxygenation of C-H Bonds through Photoredox and Palladium Catalysis". . p. 3426 - 3439. Retrieved 2020/03/23.
• 2、 Gong, Wanchun,Zhou, Zhi,Shi, Jingjing,Wu, Bo,Huang, Biyun,Yi, Wei. "Catalyst-Controlled [3 + 2] and [4 + 2] Annulations of Oximes with Propargyl Alcohols: Divergent Access to Indenamines and Isoquinolines". supporting information. p. 182 - 185. Retrieved 2018/01/17.