2,2-Dibromo-1-(4-nitrophenyl)ethanone

Base Information

• Chemical Name: 2,2-Dibromo-1-(4-nitrophenyl)ethanone
• CAS No.: 21566-36-9
• Molecular Formula: C8H5 Br2 N O3
• Molecular Weight: 322.941
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID30343679
• Nikkaji Number: J627.952J
• Wikidata: Q82115111
• Mol file: 21566-36-9.mol

Synonyms:2,2-Dibromo-1-(4-nitrophenyl)ethanone;21566-36-9;Ethanone,2,2-dibromo-1-(4-nitrophenyl)-;2,2-dibromo-1-(4-nitrophenyl)ethan-1-one;MFCD00218564;DTXSID30343679;1-(Dibromoacetyl)-4-nitrobenzene;AKOS025116743;SY299268;2,2-Dibromo-1-(4-nitrophenyl)ethanone #;Ethanone, 2,2-dibromo-1-(4-nitrophenyl)-;2,2-Dibromo-4 inverted exclamation mark -nitroacetophenone

Chemical Property of 2,2-Dibromo-1-(4-nitrophenyl)ethanone

Chemical Property:

• Melting Point: 62-64 °C
• Boiling Point: 347.2±27.0 °C(Predicted)
• PSA: 62.89000
• Density: 2.024±0.06 g/cm3(Predicted)
• LogP: 3.41660
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 322.86157
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

2,2-Dibromo-1-(4-nitrophenyl)ethanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C(Br)Br)[N+](=O)[O-]
• Use Description: 2,2-Dibromo-1-(4-nitrophenyl)ethan-1-one is a chemical compound with various applications across different fields. In organic chemistry, it can serve as a key reagent for the synthesis of more complex organic molecules, making it essential for the development of pharmaceuticals, agrochemicals, and specialty chemicals. In the field of materials science, this compound may find use as a precursor for creating functionalized materials, such as polymers or nanoparticles, with specialized properties for applications ranging from electronics to catalysis. Additionally, in the pharmaceutical industry, it might play a role as an intermediate in the synthesis of drug compounds, potentially contributing to the development of therapeutic agents. Its versatility as a chemical building block, a materials precursor, and an intermediate in pharmaceuticals underscores its significance in advancing research and innovation in various fields.

Technology Process of 2,2-Dibromo-1-(4-nitrophenyl)ethanone

There total 13 articles about 2,2-Dibromo-1-(4-nitrophenyl)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: 95.0%

(4-nitrophenyl)ethanone (100-19-6) → 2,2-dibromo-1-(4-nitro-phenyl)-ethanone (21566-36-9)

Guidance literature:

With 1,4-dioxane dibromide; silica gel; for 0.141667h; microwave irradiation;

DOI:10.1016/S0040-4039(02)02601-1

Reference yield: 93.0%

C8H4Br3NO3 → 2,2-dibromo-1-(4-nitro-phenyl)-ethanone (21566-36-9)

Guidance literature:

With water; hydrogen bromide; In tetrahydrofuran; at 80 ℃;

DOI:10.1002/ejoc.202001118

Reference yield: 75.0%

(4-Nitrophenyl)acetylene (937-31-5) → 2,2-dibromo-1-(4-nitro-phenyl)-ethanone (21566-36-9)

Guidance literature:

With water; hydrogen bromide; oxygen; In acetonitrile; for 15h; Irradiation;

DOI:10.1016/j.tetlet.2010.06.120

upstream raw materials:

(4-nitrophenyl)ethanone

4-Nitrophenacyl bromide

(4-Nitrophenyl)acetylene

4-ethylnitrobenzene

Downstream raw materials:

2-hydroxy-2-(4-nitrophenyl)acetic acid

N-methyl-N-(2-hydroxyethyl)-4-nitrobenzamide

4-methyl-3-(4-nitrophenyl)morpholin-2-one

4-nitrobenzoyl azide

Refernces

• 1、 Joshi, Radhika,Kiran, Vijay,Pundeer, Rashmi. "α,α-Dibromoketone precursors in the synthesis of some new thiazole derivatives: Thiazol-2-yl hydrazonobutanoates, thiazol-2-yl pyrazole-4-carboxylates and acids". supporting information. . Retrieved 2020/03/04.
• 2、 Liu, Yunyun,Xiong, Jin,Wei, Li,Wan, Jie-Ping. "Switchable Synthesis of α,α-Dihalomethyl and α,α,α-Trihalomethyl Ketones by Metal-Free Decomposition of Enaminone C=C Double Bond". supporting information. p. 877 - 883. Retrieved 2020/01/24.