5-Bromo-1,3-benzenediol

Base Information

• Chemical Name: 5-Bromo-1,3-benzenediol
• CAS No.: 106120-04-1
• Molecular Formula: C6H5BrO2
• Molecular Weight: 189.008
• Hs Code.: 29089990
• Mol file: 106120-04-1.mol

Synonyms:5-Bromoresorcinol;

Chemical Property of 5-Bromo-1,3-benzenediol

Chemical Property:

• Vapor Pressure: 0.000651mmHg at 25°C
• Melting Point: 90.0 to 95.0 °C
• Refractive Index: 1.657
• Boiling Point: 299.9 °C at 760 mmHg
• PKA: 8.49±0.10(Predicted)
• Flash Point: 135.2 °C
• PSA: 40.46000
• Density: 1.844 g/cm³
• LogP: 1.86030
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

3,5-Dihydroxybromobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Bromo-1,3-benzenediol

There total 8 articles about 5-Bromo-1,3-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-bromo-3,5-dimethoxybenzene (20469-65-2) → 5-bromoresorcinol (106120-04-1)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.201900059

Reference yield: 95.0%

recorcinol (108-46-3) → 5-bromoresorcinol (106120-04-1)

Guidance literature:

With o-xylylene bis(triethylammonium tribromide); In acetonitrile; at 20 ℃; for 0.05h; regioselective reaction;

DOI:10.2174/1570178615666180126153243

Reference yield: 71.0%

1-bromo-3,5-dimethoxybenzene (20469-65-2) → 5-bromoresorcinol (106120-04-1) + 3-bromo-5-methoxyphenol (855400-66-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 18h; Overall yield = 96 percent; Inert atmosphere;

DOI:10.3762/BJOC.17.22

upstream raw materials:

1-bromo-3,5-dimethoxybenzene

3-bromo-5-methoxyphenol

3,5-dimethoxybenzoic acid

3,5-dimethoxybenzoyl chloride

Downstream raw materials:

(((5-bromo-1,3-phenylene)bis(oxy))bis(methylene))dibenzene

3-hydroxy-5-(benzoyloxy)bromobenzene

1-bromo-3,5-bis(octyloxy)phenyl

C₂₈H₄₇BN₂O₈

Refernces

• 1、 Bloemendal, Victor R. L. J.,Sondag, Daan,Elferink, Hidde,Boltje, Thomas J.,van Hest, Jan. C. M.,Rutjes, Floris P. J. T.. "A Revised Modular Approach to (–)-trans-Δ8-THC and Derivatives Through Late-Stage Suzuki–Miyaura Cross-Coupling Reactions". . p. 2289 - 2296. Retrieved 2019.
• 2、 Mandai, Hiroki,Hironaka, Tsubasa,Mitsudo, Koichi,Suga, Seiji. "Acylative desymmetrization of cyclic meso-1,3-diols by chiral DMAP derivatives". supporting information. p. 471 - 474. Retrieved 2021/03/15.
• 3、 Grunwald, Marco André,W?hrle, Tobias,Forschner, Robert,Baro, Angelika,Laschat, Sabine. "Columnar Propeller-Like 1,3,5-Triphenylbenzenes: Probing the Effect of Chlorine on the Suzuki Cross-Coupling and Liquid Crystalline Properties". supporting information. p. 2190 - 2198. Retrieved 2020/03/03.