4-Bromo-3-chlorophenol

Base Information

• Chemical Name: 4-Bromo-3-chlorophenol
• CAS No.: 13631-21-5
• Molecular Formula: C6H4BrClO
• Molecular Weight: 207.454
• Hs Code.: 2908199090
• DSSTox Substance ID: DTXSID70426955
• Nikkaji Number: J801.760C
• Wikidata: Q72453193
• Mol file: 13631-21-5.mol

Synonyms:4-Bromo-3-chlorophenol;13631-21-5;Phenol, 4-bromo-3-chloro-;3-chloro-4-bromophenol;MFCD00070744;4-bromo-3-chloro-phenol;SCHEMBL177738;4-bromanyl-3-chloranyl-phenol;DTXSID70426955;FQEYHIPPYOSPLF-UHFFFAOYSA-N;AM734;BCP05734;4-Bromo-3-chlorophenol, AldrichCPR;BBL102205;CL8500;STL556004;AKOS015835305;CS-W007870;PS-8060;AC-16319;SY001199;B5816;FT-0617815;EN300-115223;A807060;J-514715

Chemical Property of 4-Bromo-3-chlorophenol

Chemical Property:

• Vapor Pressure: 0.00493mmHg at 25°C
• Melting Point: 64-66°C
• Refractive Index: 1.619
• Boiling Point: 267.495 °C at 760 mmHg
• PKA: 8.43±0.18(Predicted)
• Flash Point: 115.577 °C
• PSA: 20.23000
• Density: 1.788 g/cm³
• LogP: 2.80810
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 205.91341
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99%min. ^*data from raw suppliers

4-Bromo-3-chlorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)Cl)Br
• Uses: 4-Bromo-3-chlorophenol is used as a precursor in organic synthesis to prepare 4-(benzyloxy)-l-bromo-2-chlorobenzene by reaction with benzyl bromide.

Technology Process of 4-Bromo-3-chlorophenol

There total 12 articles about 4-Bromo-3-chlorophenol 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: 81.0%

3-monochlorophenol (108-43-0) → 4-bromo-3-chlorophenol (13631-21-5)

Guidance literature:

With acetic acid; potassium bromide; In water; acetic acid; at 35 ℃; regioselective reaction;

DOI:10.3390/molecules25040914

Reference yield:

3-monochlorophenol (108-43-0) → 2,4-dibromo-5-chlorophenol (89284-48-0) + 2-Bromo-5-chlorophenol (13659-23-9) + 4-bromo-3-chlorophenol (13631-21-5) + 2-bromo-3-chlorophenol (855836-62-3)

Guidance literature:

With tetrafluoroboric acid diethyl ether; N-Bromosuccinimide; In acetonitrile; for 2h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo9622993

Reference yield:

3-monochlorophenol (108-43-0) → 2,4,6-tribromo-3-chlorophenol (40979-03-1) + 2-Bromo-5-chlorophenol (13659-23-9) + 4-bromo-3-chlorophenol (13631-21-5) + 2-bromo-3-chlorophenol (855836-62-3)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; for 1.5h; Further byproducts given; Ambient temperature;

DOI:10.1021/jo9622993

upstream raw materials:

4-bromo-3-chloroaniline

3-monochlorophenol

3-chloro-4-nitrosophenol

meta-nitrophenol

Downstream raw materials:

4-bromo-3-chloroanisole

2,4,6-tribromo-3-chlorophenol

4-bromo-5-chloro-2-nitrophenol

2-Chloro-4-bisphenylol

Refernces

• 1、 Suresh, Palaniswamy,Annalakshmi, Subramanian,Pitchumani, Kasi. "Regioselective monobromination of substituted phenols in the presence of β-cyclodextrin". . p. 4959 - 4967. Retrieved 2008/02/02.