2-Bromo-4'-nitroacetophenone

Base Information

• Chemical Name: 2-Bromo-4'-nitroacetophenone
• CAS No.: 99-81-0
• Molecular Formula: C8H6BrNO3
• Molecular Weight: 244.045
• Hs Code.: 29147000
• European Community (EC) Number: 202-789-9
• NSC Number: 9805
• UNII: 8NDY44R4NW
• DSSTox Substance ID: DTXSID9059202
• Nikkaji Number: J182.135K
• Wikidata: Q72448423
• ChEMBL ID: CHEMBL106072
• Mol file: 99-81-0.mol

Synonyms:2-bromo-4'-nitroacetophenone;4-nitrophenacyl bromide

Chemical Property of 2-Bromo-4'-nitroacetophenone

Chemical Property:

• Appearance/Colour: yellow to orange crystalline powder
• Vapor Pressure: 0.000233mmHg at 25°C
• Melting Point: 94-99 °C(lit.)
• Refractive Index: 1.609
• Boiling Point: 325.2 °C at 760 mmHg
• Flash Point: 150.5 °C
• PSA: 62.89000
• Density: 1.671 g/cm³
• LogP: 2.69560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 242.95311
• Heavy Atom Count: 13
• Complexity: 206

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-4''-nitroacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C; Xi
• Hazard Codes: C,Xi
• Statements: 34-37
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CBr)[N+](=O)[O-]
• Uses: 2-Bromo-4′-nitroacetophenone was used to study the pKa of the histidine-34 imidazole.

Technology Process of 2-Bromo-4'-nitroacetophenone

There total 25 articles about 2-Bromo-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: 95.0%

2-diazo-1-(4-nitrophenyl)ethanone (4203-31-0) → 4-Nitrophenacyl bromide (99-81-0)

Guidance literature:

With ferric(III) bromide; silica gel; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2018.02.024

Reference yield: 86.0%

4-nitrostyrene (100-13-0) → 4-Nitrophenacyl bromide (99-81-0)

Guidance literature:

With hydrogen bromide; oxygen; In water; ethyl acetate; for 12h; Irradiation;

DOI:10.1055/s-0030-1258022

Reference yield: 77.0%

1-(2-bromoethynyl)-4-nitrobenzene (940-13-6) → 4-Nitrophenacyl bromide (99-81-0)

Guidance literature:

With water; silver fluoride; trifluoroacetic acid; at 40 ℃; for 6h; Green chemistry;

DOI:10.1016/j.tetlet.2014.01.027

upstream raw materials:

ethyl 4-nitrobenzoylacetate

[1,2-dibromo-1-(4-nitro-phenyl)-ethyl]-methyl ether

bis-[1-(4-nitro-phenyl)-vinyl]-ether

(4-nitro-benzoyl)-oxalacetic acid diethyl ester

Downstream raw materials:

1-(4-nitro-phenyl)-2-piperidin-1-yl-ethanone

1-(4-nitro-phenyl)-2-(pyridine-3-sulfonyl)-ethanone

1-(4-nitro-phenacyl)-4-pentyl-pyridinium; bromide

3-methyl-6-(4-nitro-phenyl)-pyrrolo[2,1-b]thiazole

Refernces

• 1、 Luo, Zhibin,Meng, Yunge,Gong, Xinchi,Wu, Jie,Zhang, Yulan,Ye, Long-Wu,Zhu, Chunyin. "Facile Synthesis of α-Haloketones by Aerobic Oxidation of Olefins Using KX as Nonhazardous Halogen Source". supporting information. p. 173 - 177. Retrieved 2020/01/02.
• 2、 Rodríguez, Juan C.,Maldonado, Rony A.,Ramírez-García, Gonzalo,Díaz Cervantes, Erik,de la Cruz, Fabiola N.. "Microwave-assisted synthesis and luminescent activity of imidazo[1,2-a]pyridine derivatives". . p. 2279 - 2287. Retrieved 2020/03/16.