Tetrabromohydroquinone

Base Information

• Chemical Name: Tetrabromohydroquinone
• CAS No.: 2641-89-6
• Molecular Formula: C6H2 Br4 O2
• Molecular Weight: 425.697
• Hs Code.: 29089990
• European Community (EC) Number: 220-142-9
• NSC Number: 508878
• DSSTox Substance ID: DTXSID50870992
• Nikkaji Number: J192.165G
• Wikidata: Q1402834
• Mol file: 2641-89-6.mol

Synonyms:2,3,5,6-tetrabromohydroquinone

Chemical Property of Tetrabromohydroquinone

Chemical Property:

• Vapor Pressure: 0.000487mmHg at 25°C
• Melting Point: 252-255 °C(lit.)
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 304.4°Cat760mmHg
• PKA: 5.41±0.33(Predicted)
• Flash Point: 137.9°C
• PSA: 40.46000
• Density: 2.818g/cm³
• LogP: 4.14780
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 425.67473
• Heavy Atom Count: 12
• Complexity: 134

Purity/Quality:

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

Tetrabromohydroquinone >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1Br)Br)O)Br)Br)O

Technology Process of Tetrabromohydroquinone

There total 29 articles about Tetrabromohydroquinone 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: 85.0%

p-benzoquinone (106-51-4) → 2,3,5,6-tetrabromohydroquinone (2641-89-6)

Guidance literature:

With bromine; In acetic acid; for 3h; Heating;

DOI:10.1055/s-2006-958945

Reference yield: 80.0%

tetrabromobenzoquinone (488-48-2) → 2,3,5,6-tetrabromohydroquinone (2641-89-6)

Guidance literature:

With tetrahydroxydiboron; water; sodium hydrogencarbonate; In tetrahydrofuran; at 60 ℃; for 6h; Inert atmosphere;

DOI:10.1039/d1ob00300c

Reference yield:

methyl magnesium iodide (917-64-6) + diethyl ether (60-29-7,927820-24-4) + tetrabromobenzoquinone (488-48-2) → 2,3,5,6-tetrabromohydroquinone (2641-89-6) + 2,3,5,6-tetrabromo-1,4-dimethyl-cyclohexa-2,5-diene-1,4-diol

Guidance literature:

Erhitzen des vom Aether befreiten Reaktionsgemisches in Benzol auf Siedetemperatur;

upstream raw materials:

methyl magnesium iodide

diethyl ether

tetrabromobenzoquinone

2,5-dibromo-1,4-benzoquinone

Downstream raw materials:

1,2,4,5-tetrabromo-3,6-dibutoxybenzene

2-bromo-1,3-diphenylpropane-1,3-dione

C₂₄H₃₀O₄Si₂Br₄

C₂₂H₂₆O₄Si₂Br₄

Refernces

• 1、 Li, Tiejun,Peng, Henian,Tang, Wenjun,Tian, Duanshuai,Xu, Guangqing,Yang, He. "Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water". . p. 4327 - 4337. Retrieved 2021/05/31.
• 2、 Abdel-Rahman, Mona A.,Al-Abd, Ahmed M.. "Thermoresponsive dendrimers based on oligoethylene glycols: Design, synthesis and cytotoxic activity against MCF-7 breast cancer cells". . p. 848 - 854. Retrieved 2013/11/06.