3,4-Dibromo-5-hydroxyfuran-2(5H)-one

Base Information

• Chemical Name: 3,4-Dibromo-5-hydroxyfuran-2(5H)-one
• CAS No.: 766-38-1
• Deprecated CAS: 88405-87-2
• Molecular Formula: C4H2Br2O3
• Molecular Weight: 257.866
• Hs Code.: 2932209090
• European Community (EC) Number: 212-164-2
• NSC Number: 253513
• DSSTox Substance ID: DTXSID701290962
• Nikkaji Number: J193.138E
• Wikidata: Q105210336
• ChEMBL ID: CHEMBL1170049
• Mol file: 766-38-1.mol

Synonyms:mucobromic acid

Chemical Property of 3,4-Dibromo-5-hydroxyfuran-2(5H)-one

Chemical Property:

• Vapor Pressure: 2.15E-08mmHg at 25°C
• Melting Point: 77 °C
• Refractive Index: 1.743
• Boiling Point: 408.9 °C at 760 mmHg
• PKA: 8.29±0.60(Predicted)
• Flash Point: 201.1 °C
• PSA: 46.53000
• Density: 2.826 g/cm³
• LogP: 0.86300
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 257.83502
• Heavy Atom Count: 9
• Complexity: 186

Purity/Quality:

NLT 98% ^*data from raw suppliers

3,4-Dibromo-5-hydroxy-2,5-dihydrofuran-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(C(=C(C(=O)O1)Br)Br)O
• Uses: 3,4-Dibromo-5-hydroxyfuran-2(5H)-one (cas# 766-38-1) can be used as a periodontal disease marker for disease drug screening and as an anti-cancer agent. It can also be used as an autoinducer 2 inhibitor and/or therapeutic agent for infectious diseases.

Technology Process of 3,4-Dibromo-5-hydroxyfuran-2(5H)-one

There total 4 articles about 3,4-Dibromo-5-hydroxyfuran-2(5H)-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: 94.0%

3,4-dibromo-5-[(2-methoxyethoxy)methoxy]-5H-furan-2-one (914362-04-2) → mucobromic acid (766-38-1)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 0 ℃;

DOI:10.1021/ol0618611

Reference yield: 73.4%

furfural (98-01-1) → mucobromic acid (766-38-1)

Guidance literature:

With water; bromine;

DOI:10.1590/S0103-50532011000300026

Reference yield: 60.0%

2-furanoic acid (88-14-2) → mucobromic acid (766-38-1)

Guidance literature:

With bromine; In water; at 0 - 110 ℃; for 3h;

upstream raw materials:

dibromo-malaldehyde

3,4-dibromo-5-[(2-methoxyethoxy)methoxy]-5H-furan-2-one

furfural

2-furanoic acid

Downstream raw materials:

4-(3',4'-dimethoxyphenyl)-2,3-dibromocrotonolactone

4-(4'-methoxyphenyl)-2,3-dibromocrotonolactone

3,4-dibromo-2(5H)-furanone

3,4-dibromo-5-(2,4,6-trimethoxy-phenyl)-5H-furan-2-one

Refernces

• 1、 Castro-Torres, Víctor A.,Jacobo-Herrera, Nadia J.,Díaz-Sánchez, Lidia,Rocha-Zavaleta, Leticia,García-López, Patricia,Martínez-Vázquez, Mariano. "Synthesis and cytotoxic evaluation of halogenated furanones". . p. 1841 - 1849. Retrieved 2020/11/10.
• 2、 -. "Bromofuranone ester compound and preparation method and application thereof". Paragraph 0051; 0053-0055; 0060; 0062-0064; 0069; 0071-0073. . Retrieved 2018/07/30.