3-Bromobenzene-1,2-diol

Base Information

• Chemical Name: 3-Bromobenzene-1,2-diol
• CAS No.: 14381-51-2
• Molecular Formula: C6H5BrO2
• Molecular Weight: 189.008
• Hs Code.: 2908199090
• Mol file: 14381-51-2.mol

Synonyms:Pyrocatechol,3-bromo- (8CI);1-Bromo-2,3-dihydroxybenzene;3-Bromocatechol;

Chemical Property of 3-Bromobenzene-1,2-diol

Chemical Property:

• Vapor Pressure: 0.0216mmHg at 25°C
• Melting Point: 40-41℃
• Refractive Index: 1.657
• Boiling Point: 242.6 °C at 760 mmHg
• PKA: 8.26±0.10(Predicted)
• Flash Point: 100.5 °C
• PSA: 40.46000
• Density: 1.844 g/cm³
• LogP: 1.86030
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Soluble in organic solvents.

Purity/Quality:

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

3-Bromobenzene-1,2-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Bromocatechol, is used as a drug and agrochemicals intermediate, Pharmaceutical intermediate.

Technology Process of 3-Bromobenzene-1,2-diol

There total 13 articles about 3-Bromobenzene-1,2-diol 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: 98.0%

6-bromoguaiacol (28165-49-3) → 3-bromo-1,2-dihydroxybenzene (14381-51-2)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/acs.orglett.6b01747

Reference yield: 94.0%

2-hydroxy-3-bromobenzaldehyde (1829-34-1) → 3-bromo-1,2-dihydroxybenzene (14381-51-2)

Guidance literature:

With dihydrogen peroxide; In water; at 20 ℃; for 2h; Green chemistry;

DOI:10.1039/c5ra20133k

Reference yield: 73.0%

3-bromoveratrole (5424-43-1) → 3-bromo-1,2-dihydroxybenzene (14381-51-2)

Guidance literature:

With aluminum (III) chloride; In toluene; for 3h; Heating / reflux;

upstream raw materials:

3-bromoveratrole

6-bromoguaiacol

bromobenzene

cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene

Downstream raw materials:

1,2-diacetoxy-3-bromobenzene

4-bromo-benzo[1,3]dioxole

3-bromoveratrole

5-bromo-2,3-dihydrobenzo[1,4]dioxin

Refernces

• 1、 Klix, Russell C.,Cain, Michael H.,Bhatia, Ashok V.. "Synthesis of 5,6-methylenedioxy-1-tetralone. An aryl Grignard approach from guaiacol". . p. 6413 - 6414. Retrieved 1995.
• 2、 Li, Lu,Qiu, Dachuan,Shi, Jiarong,Li, Yang. "Vicinal Diamination of Arenes with Domino Aryne Precursors". supporting information. p. 3726 - 3729. Retrieved 2016/08/16.
• 3、 Serrano-Plana, Joan,Garcia-Bosch, Isaac,Miyake, Ryosuke,Costas, Miquel,Company, Anna. "Selective ortho-hydroxylation-defluorination of 2-fluorophenolates with a Bis(μ-oxo)dicopper(III) species". . p. 9608 - 9612. Retrieved 2014/10/15.