4,5-Dibromo-1,2-benzenediol

Base Information

• Chemical Name: 4,5-Dibromo-1,2-benzenediol
• CAS No.: 2563-26-0
• Molecular Formula: C6H4Br2O2
• Molecular Weight: 267.905
• Hs Code.: 2908199090
• Mol file: 2563-26-0.mol

Synonyms:Pyrocatechol, 4,5-dibromo- (6CI,7CI);4,5-Dibromo-1,2-benzenediol;4,5-Dibromocatechol;4,5-Dibromopyrocatechol;NSC10858;

Chemical Property of 4,5-Dibromo-1,2-benzenediol

Chemical Property:

• Vapor Pressure: 9.89E-05mmHg at 25°C
• Melting Point: 111-116°C (lit.)
• Refractive Index: 1.69
• Boiling Point: 328.5 °C at 760 mmHg
• PKA: 7.98±0.23(Predicted)
• Flash Point: 152.5 °C
• PSA: 40.46000
• Density: 2.257g/cm³
• LogP: 2.62280
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

4,?5-?Dibromobenzene-?1,?2-?diol(90%,technicalgrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,?5-?Dibromobenzene-?1,?2-?diol is a dye. Dyes and metabolites.

Technology Process of 4,5-Dibromo-1,2-benzenediol

There total 10 articles about 4,5-Dibromo-1,2-benzenediol 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: 100.0%

1,2-dibromo-4,5-dimethoxybenzene (37895-73-1) → 4,5-dibromobenzene-1,2-diol (2563-26-0)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/anie.200603945

Reference yield: 91.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 4,5-dibromobenzene-1,2-diol (2563-26-0)

Guidance literature:

With bromine; In tetrachloromethane; for 16h; from 0 deg C to r.t.;

Reference yield:

chloroform (67-66-3,8013-54-5) + bromine (7726-95-6) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → Tetrabromocatechol (488-47-1) + 4,5-dibromobenzene-1,2-diol (2563-26-0) + 3,4,5-tribromocatechol (2747-17-3)

Guidance literature:

DOI:10.1021/ja01145a519

upstream raw materials:

5,6-dibromo-2,2-dimethyl-benzo[1,3]dioxole

benzene-1,2-diol

1,2-dibromo-4,5-dimethoxybenzene

bromine

Downstream raw materials:

1,2-dibromo-4,5-dimethoxybenzene

3,4,5-tribromocatechol

1,2-dibromo-4,5-di-n-butoxybenzene

1,2-Dibromo-4,5-diethoxy-benzene

Refernces

Synthesis of novel functionalised zinc phthalocyanines applicable in photodynamic therapy

10.1002/(SICI)1099-0690(199912)1999:12<3441::AID-EJOC3441>3.0.CO;2-Y

The research focuses on the synthesis of novel functionalized zinc phthalocyanines, which are compounds with potential applications in photodynamic therapy (PDT) for cancer treatment. The purpose of the study is to develop water-soluble zinc phthalocyanines that can selectively bind to tumor-selective antibodies, thereby increasing the selectivity of PDT. The researchers successfully synthesized several new phthalonitriles and phthalocyaninatozinc compounds, including those with carboxyl groups and amino acid derivatives, which were found to be sufficiently soluble in water and exhibited weak tendencies to form stacked aggregates. In vitro experiments demonstrated that some of the new compounds, such as compound 27, showed good phototoxicity towards cancer cells, while others exhibited acute toxicity. The chemicals used in the synthesis process include 4,5-dibromocatechol, phthalonitriles, zinc(II) acetate, DBU, and various amino acid derivatives, among others. The conclusions drawn from the research suggest that these newly synthesized zinc phthalocyanines could be excellent sensitizers for singlet oxygen generation in PDT, and further investigations involving tumor-selective antibodies are ongoing.