4-Bromocatechol

Base Information

• Chemical Name: 4-Bromocatechol
• CAS No.: 17345-77-6
• Molecular Formula: C6H5BrO2
• Molecular Weight: 189.008
• Hs Code.: 29081990
• European Community (EC) Number: 241-370-5
• UNII: 3HF58D98SY
• DSSTox Substance ID: DTXSID10169617
• Nikkaji Number: J287.015K
• Wikidata: Q229933
• Mol file: 17345-77-6.mol

Synonyms:4-bromocatechol

Chemical Property of 4-Bromocatechol

Chemical Property:

• Vapor Pressure: 0.00222mmHg at 25°C
• Melting Point: 87 °C
• Refractive Index: 1.657
• Boiling Point: 280.5 °C at 760 mmHg
• PKA: 8.84±0.10(Predicted)
• Flash Point: 123.5 °C
• PSA: 40.46000
• Density: 1.844 g/cm³
• LogP: 1.86030
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO
• XLogP3: 2.5
• 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:

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

4-Bromocatechol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)O)O
• Uses: A type of human dopamine sulfotransferase, belonging to the catechol family of molecules.

Technology Process of 4-Bromocatechol

There total 19 articles about 4-Bromocatechol 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%

4-Bromoveratrole (2859-78-1) → 1-bromo-3,4-dihydroxybenzene (17345-77-6)

Guidance literature:

With boron tribromide; In dichloromethane;

DOI:10.1039/c39940001701

Reference yield: 100.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 1-bromo-3,4-dihydroxybenzene (17345-77-6)

Guidance literature:

With benzyltriphenylphosphonium peroxodisulfate; potassium bromide; In acetonitrile; for 3.5h; Heating;

DOI:10.1080/00397910601033906

Reference yield: 99.0%

5-bromo-2,2-dimethyl-1,3-benzodioxole (73790-19-9) → 1-bromo-3,4-dihydroxybenzene (17345-77-6)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1002/ejoc.201901239

upstream raw materials:

5-bromo-2,2-dimethyl-1,3-benzodioxole

benzene-1,2-diol

4-Bromoveratrole

4-bromo-phenol

Downstream raw materials:

4-bromo-1,2-phenylene diacetate

4-bromocyclohexa-3,5-diene-1,2-dione

5-bromo-2,2-dimethyl-1,3-benzodioxole

4-bromo-1,2-dibutoxybenzene

Refernces

• 1、 Areias,Da Costa,Alves,Baleiz?o,Farinha. "Optical sensing of aqueous boron based on polymeric hydroxytriphenylene derivatives". . p. 4627 - 4634. Retrieved 2017.
• 2、 Feringán, Beatriz,Termine, Roberto,Golemme, Attilio,Granadino-Roldán, José M.,Navarro, Amparo,Giménez, Raquel,Sierra, Teresa. "Triphenylamine- And triazine-containing hydrogen bonded complexes: liquid crystalline supramolecular semiconductors". supporting information. p. 1972 - 1982. Retrieved 2021/03/01.
• 3、 Xu, Yingzhou,Hu, Dufen,Zheng, Hui,Mei, David,Gao, Zhaobo. "Regioselective bromination of arenes mediated by triphosgene-oxidized bromide". supporting information. . Retrieved 2019/08/30.