4-Bromoresorcinol

Base Information

• Chemical Name: 4-Bromoresorcinol
• CAS No.: 6626-15-9
• Molecular Formula: C6H5BrO2
• Molecular Weight: 189.008
• Hs Code.: 29089990
• European Community (EC) Number: 229-586-8
• NSC Number: 59699
• UNII: MQ4ZPP389D
• DSSTox Substance ID: DTXSID50216457
• Nikkaji Number: J208.057E
• Wikidata: Q229936
• Mol file: 6626-15-9.mol

Synonyms:4-Bromoresorcinol;6626-15-9;4-bromobenzene-1,3-diol;1,3-Benzenediol, 4-bromo-;1-Bromo-2,4-dihydroxybenzene;MFCD00002272;4-Bromo-1,3-benzenediol;4-bromo-benzene-1,3-diol;MQ4ZPP389D;EINECS 229-586-8;NSC 59699;NSC-59699;4-Bromo-1,3-dihydroxybenzene;4-bromo-resorcinol;Resorcinol, 4-bromo-;2,4-dihydroxybromobenzene;4-Bromoresorcinol, 97%;2-bromobenzene-1,5-diol;UNII-MQ4ZPP389D;SCHEMBL69381;4-Bromo-1,3-benzenediol #;DTXSID50216457;BCP31102;NSC59699;BBL104206;STL558041;AKOS015900344;CS-W008238;FS-3313;AC-16325;AM808210;AM808221;SY019114;B0654;FT-0623263;EN300-85315;Q229936;1-Bromo-2,4-dihydroxybenzene pound>>4-Bromobenzene-1,3-diol pound>>1,3-Benzenediol, 4-bromo-

Chemical Property of 4-Bromoresorcinol

Chemical Property:

• Appearance/Colour: Pink crystalline powder
• Vapor Pressure: 0.000545mmHg at 25°C
• Melting Point: 97-100 °C(lit.)
• Refractive Index: 1.657
• Boiling Point: 302.6 °C at 760 mmHg
• PKA: 8.22±0.10(Predicted)
• Flash Point: 136.8 °C
• PSA: 40.46000
• Density: 1.844 g/cm³
• LogP: 1.86030
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 187.94729
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

99% ^*data from raw suppliers

4-Bromoresorcinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)O)Br
• Uses: It is commonly used as an organic reagent and pharmaceutical intermediate. 4-Bromoresorcinol is a reagent for the synthesis of two new series of achiral bent-core mesogens. Also, it is used for the synthesis of a human rhinovirus (HRV) 3C protease inhibitor, pyranonaphthoquinone (-)-thysanone (I).

Technology Process of 4-Bromoresorcinol

There total 19 articles about 4-Bromoresorcinol 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%

recorcinol (108-46-3) → 4-Bromoresorcinol (6626-15-9)

Guidance literature:

With benzyltriphenylphosphonium peroxodisulfate; potassium bromide; In acetonitrile; for 2h; Heating;

DOI:10.1080/00397910601033906

Reference yield: 91.7%

1,3-O-di-propanoyl-4-bromoresorcinol → 3-O-propanoyl-4-chlororesorcinol + 4-Bromoresorcinol (6626-15-9)

Guidance literature:

With isopropyl alcohol; Candida antarctica lipase B; immobilized; In di-isopropyl ether; at 45 ℃; for 0.25h; Title compound not separated from byproducts.;

DOI:10.1016/j.tetlet.2007.09.104

Reference yield: 75.0%

3-acetoxy-cyclohex-2-enone (57918-73-7) → 4-Bromoresorcinol (6626-15-9)

Guidance literature:

3-acetoxy-cyclohex-2-enone; With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

With toluene-p-sulfonyl bromide; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 22 ℃; for 0.333333h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2016.02.006

upstream raw materials:

5-bromo-2-hydroxy-4-methoxybenzoic acid

5-bromo-4-hydroxysalicylic acid

4-bromo-3-hydroxy-aniline

recorcinol

Downstream raw materials:

4-bromo-6-chloro-resorcinol

1,3-diacetoxy-4-bromobenzene

1-(5-bromo-2,4-dihydroxy-phenyl)-2-chloro-ethanone

2,4-Dihydroxybenzaldehyde

Refernces

• 1、 Khatun, Resmin,Biswas, Surajit,Ghosh, Swarbhanu,Islam, Sk. Manirul. "Polymer-anchored [Fe(III)Azo] complex: An efficient reusable catalyst for oxidative bromination and multi-components reaction for the synthesis of spiropiperidine derivatives". . p. 37 - 46. Retrieved 2018/02/03.
• 2、 Pilkington, Lisa I.,Barker, David,Wagoner, Jessica,Polyak, Stephen J.. "Enantioselective synthesis, stereochemical correction, and biological investigation of the rodgersinine family of 1,4-benzodioxane neolignans". supporting information. p. 1046 - 1049. Retrieved 2015/03/30.