4'-Nitroacetophenone

Base Information

• Chemical Name: 4'-Nitroacetophenone
• CAS No.: 100-19-6
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.148
• Hs Code.: 29147090
• European Community (EC) Number: 202-827-4
• NSC Number: 41590
• UN Number: 2811
• UNII: 4FM2J8HQ27
• DSSTox Substance ID: DTXSID1025724
• Nikkaji Number: J803F
• Wikidata: Q27103872
• Metabolomics Workbench ID: 51830
• ChEMBL ID: CHEMBL167997
• Mol file: 100-19-6.mol

Synonyms:4-nitroacetophenone;p-nitroacetophenone

Chemical Property of 4'-Nitroacetophenone

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Vapor Pressure: 0.00511mmHg at 25°C
• Melting Point: 75-78 °C(lit.)
• Refractive Index: 1.558
• Boiling Point: 275.39 °C at 760 mmHg
• Flash Point: 129.398 °C
• PSA: 62.89000
• Density: 1.244 g/cm³
• LogP: 2.32060
• Storage Temp.: Store below +30°C.
• Water Solubility.: Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 189
• Transport DOT Label: Poison

Purity/Quality:

98%, ^*data from raw suppliers

4''-Nitroacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36-22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC(=O)C1=CC=C(C=C1)[N+](=O)[O-]
• Uses: 4''-Nitroacetophenone is used as a reagent in the synthesis of 4-Nitroacetophenone thiosemicarbazone derivatives and their copper(II) complexes which have potential anti-trypanosomal activity in vitro. Also used as a reagent in the synthesis of (R)-(4-Nitrophenyl)oxirane (N504430) and (S)-(4-Nitrophenyl)oxirane (N504435).

Technology Process of 4'-Nitroacetophenone

There total 286 articles about 4'-Nitroacetophenone 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: 96.0%

α-(2,4-dinitrophenyl)ethyl nitrate (10061-22-0) → (4-nitrophenyl)ethanone (100-19-6)

Guidance literature:

With sodium ethanolate; acetic acid; In ethanol; at 22 - 25 ℃; for 0.333333h; pH=7;

DOI:10.1134/S1070363213040282

Reference yield: 95.0%

p-aminobenzophenone (99-92-3) → (4-nitrophenyl)ethanone (100-19-6)

Guidance literature:

With water; fluorine; In chloroform; acetonitrile; at -15 ℃; for 0.0333333h; Product distribution; other substituted anilines;

DOI:10.1039/c39910000567

Reference yield: 95.0%

p-nitrobenzene iodide (636-98-6) + carbon monoxide (201230-82-2) + tetramethylstannane (594-27-4) → (4-nitrophenyl)ethanone (100-19-6)

Guidance literature:

bis(η3-allyl-μ-chloropalladium(II)); In N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 30h;

upstream raw materials:

1-(1-methoxyvinyl)-4-nitrobenzene

phthalimide

(+/-)-2-fluoro-1-(4-nitrophenyl)ethanol

1-(4-nitro-phenyl)-ethylamine

Downstream raw materials:

1-(2-(4-nitrophenyl)-2-oxoethyl)pyridin-1-ium iodide salt

(E)-1-(4-nitrophenyl)-3-(thiophen-2-yl)prop-2-en-1-one

4-nitrobenzoylacetone

(E)-4'-nitrochalcone

Refernces

• 1、 Ghorbani-Vaghei, Ramin,Khazaei, Ardeshir. "Facile and efficient method for deprotection of 1,3-oxathiolanes with N,N′-dibromo-N,N′-1,2-ethanediylbis(p-toluenesulphonamide)". . p. 1787 - 1791. Retrieved 2004.
• 2、 Bordoloi, Ankur,Sahoo, Suman,Lefebvre,Halligudi. "Heteropoly acid-based supported ionic liquid-phase catalyst for the selective oxidation of alcohols". . p. 232 - 239. Retrieved 2008.
• 3、 Zhang, Gui-Sheng,Yang, De-Hong,Chen, Mi-Feng,Cai, Kun. "Methylammonium chlorochromate adsorbed on alumina: A convenient and efficient reagent for cleavage of carbon-nitrogen double bonds under non- aqueous condition". . p. 607 - 611. Retrieved 1998.
• 4、 Kosa. "-". . p. 416. Retrieved 1953.
• 5、 Hajipour, Abdol Reza,Karimi, Hirbod,Masti, Amir. "An efficient selective oxidation of alcohols with iron zirconium phosphate under solvent-free conditions". . p. 413 - 423. Retrieved 2016.
• 6、 Mirjalili, BiBi Fatemeh,Pourjavadi, Ali,Zolfigol, Mohammad Ali,Bamoniri, Abdolhamid. "Silica chloride/wet SiO2 as a novel heterogeneous system for the deprotection of acetals under mild conditions". . p. 2667 - 2670. Retrieved 2003.
• 7、 González-Mu?oz, Daniel,Casado-Sánchez, Antonio,del Hierro, Isabel,Gómez-Ruiz, Santiago,Cabrera, Silvia,Alemán, José. "Size-selective mesoporous silica-based Pt(II)complex as efficient and reusable photocatalytic material". . p. 374 - 383. Retrieved 2019.
• 8、 Gupta, Shyam Sunder R.,Lakshmi Kantam, Mannepalli. "Finely dispersed CuO on nitrogen-doped carbon hollow nanospheres for selective oxidation of sp3C-H bonds". . p. 16179 - 16186. Retrieved 2021.
• 9、 Evans,Morgan,Watson. "-". . p. 1167,1172. Retrieved 1935.
• 10、 Sousa, Sara C.A.,Bernardo, Joana R.,Florindo, Pedro R.,Fernandes, Ana C.. "Efficient and selective oxidation of alcohols catalyzed by oxo-rhenium complexes". . p. 134 - 138. Retrieved 2013.