2,3,5,6-Tetrabromo-4-methyl-4-nitro-2,5-cyclohexadien-1-one

Base Information

• Chemical Name: 2,3,5,6-Tetrabromo-4-methyl-4-nitro-2,5-cyclohexadien-1-one
• CAS No.: 95111-49-2
• Molecular Formula: C7H3Br4NO3
• Molecular Weight: 468.722
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID30369157
• Nikkaji Number: J482.426A
• Mol file: 95111-49-2.mol

Synonyms:2,3,5,6-Tetrabromo-4-methyl-4-nitro-2,5-cyclohexadien-1-one;95111-49-2;2,3,5,6-tetrabromo-4-methyl-4-nitrocyclohexa-2,5-dien-1-one;SCHEMBL1660024;DTXSID30369157;KKWDBDVGMIDKLP-UHFFFAOYSA-N;MFCD00067043;AKOS015969613;BS-22783;CS-0207070;T1431;T73096;2,3,5,6-Tetrabromo-4-methyl-4-nitrocyclohexa-2,5-dienone;4-Nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one

Chemical Property of 2,3,5,6-Tetrabromo-4-methyl-4-nitro-2,5-cyclohexadien-1-one

Chemical Property:

• Vapor Pressure: 7.17E-09mmHg at 25°C
• Melting Point: >80℃ (DEC.)
• Refractive Index: 1.706
• Boiling Point: 466.3°Cat760mmHg
• Flash Point: 235.8°C
• PSA: 62.89000
• Density: 2.66g/cm³
• LogP: 4.13050
• Storage Temp.: 0-6°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 468.68054
• Heavy Atom Count: 15
• Complexity: 392

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3,5,6-Tetrabromo-4-methyl-4-nitro-2,5-cyclohexadien-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(=C(C(=O)C(=C1Br)Br)Br)Br)[N+](=O)[O-]
• Uses: 2,3,5,6-Tetrabromo-4-methyl-4-nitro-2,5-cyclohexadien-1-one is used in preparation of aryl and heteroaryl aminocarbonyl sulfonimidamides as NLRP3 modulators.

Technology Process of 2,3,5,6-Tetrabromo-4-methyl-4-nitro-2,5-cyclohexadien-1-one

There total 3 articles about 2,3,5,6-Tetrabromo-4-methyl-4-nitro-2,5-cyclohexadien-1-one 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%

tetrabromo-p-cresol (37721-75-8) → 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one (95111-49-2)

Guidance literature:

With nitric acid; acetic anhydride; at 0 - 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2012.01.066

Reference yield: 82.0%

4-Methyl-2,3,4,5-tetrabromophenol → 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one (95111-49-2)

Guidance literature:

With nitric acid; In water; acetic acid;

Reference yield:

p-cresol (106-44-5) → 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one (95111-49-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / Br₂ / iron dust / CCl₄ / 1.) 5 h bromine introduction; 2.) 24 h room temp.

2: 88 percent / nitric acid / acetic acid / 1.) 10 min 10 deg C; 2.) 2 h 5 deg C

With bromine; nitric acid; iron; In tetrachloromethane; acetic acid;

DOI:10.1016/S0040-4020(01)90020-1

upstream raw materials:

tetrabromo-p-cresol

p-cresol

Downstream raw materials:

4-methoxy-2-nitrophenol

tetrabromo-p-cresol

2,3,5-tribromo-4-methyl-6-nitrophenol

p-benzoquinone

Refernces

• 1、 -. "Heterocyclic cytotoxic agents". . . Retrieved 2008/06/13.
• 2、 Brittain, Judith M.,Calvert, David J.,Mare, Peter B.D. de la,Rozsas, Judith J.. "13C Nuclear Magnetic Resonance Spectra of Some Bromo- and Methyl-substitued Cyclohexa-2,5-dienones". . p. 2005 - 2012. Retrieved 2007/10/02.