1-[4-(4-Nitrophenoxy)phenyl]ethanone

Base Information

• Chemical Name: 1-[4-(4-Nitrophenoxy)phenyl]ethanone
• CAS No.: 75919-92-5
• Molecular Formula: C14H11 N O4
• Molecular Weight: 257.246
• European Community (EC) Number: 688-744-8
• NSC Number: 43064
• DSSTox Substance ID: DTXSID40966656
• Nikkaji Number: J35.891F
• Wikidata: Q82949071
• Mol file: 75919-92-5.mol

Synonyms:75919-92-5;4-ACETYL-4'-NITRODIPHENYL ETHER;1-[4-(4-nitrophenoxy)phenyl]ethanone;1-(4-(4-NITROPHENOXY)PHENYL)ETHANONE;1-[4-(4-nitrophenoxy)phenyl]ethan-1-one;1-[4-(4-Nitrophenoxy)phenyl]-ethanone;5228-16-0;1-(4-(4-Nitrophenoxy)phenyl)ethan-1-one;4'-(4-Nitrophenoxy)acetophenone;NSC43064;Maybridge1_003157;CBMicro_014450;Cambridge id 5228160;SCHEMBL40825;4-(4-acetylphenoxy)nitrobenzene;HMS550H11;DTXSID40966656;IRWXEFXORSDYQA-UHFFFAOYSA-N;SMSF0004920;4-(4-acetylphenoxy)-1-nitrobenzene;CCG-51038;MFCD00052956;NSC-43064;AKOS002384378;CB12101;AS-62463;BIM-0014481.P001;BB 0221149;CS-0313146;FT-0617400;A50606;AB00075929-01;1-(4-(4-NITRO-PHENOXY)-PHENYL)-ETHANONE;A838551;SR-01000640366-1

Chemical Property of 1-[4-(4-Nitrophenoxy)phenyl]ethanone

Chemical Property:

• Melting Point: 79-81°C
• Boiling Point: 398ºC at 760 mmHg
• Flash Point: 174.5ºC
• PSA: 72.12000
• Density: 1.264g/cm3
• LogP: 4.11290
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 257.06880783
• Heavy Atom Count: 19
• Complexity: 323

Purity/Quality:

99% ^*data from raw suppliers

4-Acetyl-4’-nitrodiphenylEther ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)OC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 1-[4-(4-Nitrophenoxy)phenyl]ethanone

There total 14 articles about 1-[4-(4-Nitrophenoxy)phenyl]ethanone 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%

4-Fluoronitrobenzene (350-46-9,178603-76-4) + 4-Hydroxyacetophenone (99-93-4) → 1-(4-(4-nitrophenoxy)phenyl)ethanone (75919-92-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃;

DOI:10.1016/j.tetlet.2004.05.111

Reference yield: 96.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + para-chloroacetophenone (99-91-2) → 1-(4-(4-nitrophenoxy)phenyl)ethanone (75919-92-5)

Guidance literature:

4-nitro-phenol; With sodium hydride; In toluene; at 100 ℃; for 0.5h;

para-chloroacetophenone; With 1-(2-methoxyethyl)-3-(2,3,4,5,6-pentamethylbenzyl)imidazolinium bromide; palladium diacetate; at 100 ℃; for 2h;

DOI:10.1055/s-2008-1078548

Reference yield: 91.0%

para-nitrophenyl bromide (586-78-7) + 4-Hydroxyacetophenone (99-93-4) → 1-(4-(4-nitrophenoxy)phenyl)ethanone (75919-92-5)

Guidance literature:

With caesium carbonate; copper(I) bromide; 1,1'-azobis(1-cyanocyclohexanenitrile); In N,N-dimethyl-formamide; at 100 ℃; for 0.5h; Microwave irradiation; Green chemistry;

DOI:10.1016/j.tetlet.2015.02.073

upstream raw materials:

4-nitrophenyl phenyl ether

acetic anhydride

acetyl chloride

4-chlorobenzonitrile

Downstream raw materials:

(E)-3-(4-Methoxy-phenyl)-1-[4-(4-nitro-phenoxy)-phenyl]-propenone

(E)-3-(3,4-Dimethoxy-phenyl)-1-[4-(4-nitro-phenoxy)-phenyl]-propenone

(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(4-(1-(ethoxyimino)ethyl)phenoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

(1R,2S,35,4R,5S)-1-(acetoxymethyl)-5-(3-(4-(4-acetylphenoxy)benzyl)-4-chlorophenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

Refernces

• 1、 -. "NOVEL SGLT INHIBITORS". Paragraph 0172. . Retrieved 2017/06/23.
• 2、 Navarro, Lorena,Pujol, M. Dolors. "Microwave assisted synthesis of selected diaryl ethers under Cu(I)-catalysis". supporting information. p. 1812 - 1815. Retrieved 2015/03/30.