3-Bromophenol

Base Information

• Chemical Name: 3-Bromophenol
• CAS No.: 591-20-8
• Molecular Formula: C6H5BrO
• Molecular Weight: 173.009
• Hs Code.: 29081000
• European Community (EC) Number: 209-706-5
• UNII: VMU0X6956Y
• DSSTox Substance ID: DTXSID9060449
• Nikkaji Number: J1.643H
• Wikidata: Q26421128
• ChEMBL ID: CHEMBL185651
• Mol file: 591-20-8.mol

Synonyms:3-bromophenol;meta-bromophenol

Chemical Property of 3-Bromophenol

Chemical Property:

• Appearance/Colour: Colorless crystal
• Vapor Pressure: 0.0326mmHg at 25°C
• Melting Point: 30-32 °C
• Refractive Index: 1.595-1.599
• Boiling Point: 235.5 °C at 760 mmHg
• PKA: 9.03(at 25℃)
• Flash Point: 91.1 °C
• PSA: 20.23000
• Density: 1.662 g/cm³
• LogP: 2.15470
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: alcohol: soluble
• Water Solubility.: insoluble
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 171.95238
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

99% ^*data from raw suppliers

3-Bromophenol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)O
• Uses: 3-Bromophenol acts as an enzyme inhibitor. It is used in the preparation of 3-bromophenyl ester by reaction with benzoyl chloride in presence of triethylamine as a catalyst. It plays an important role as an intermediate in the manufacture of pharmaceuticals, agrochemicals and dyestuff and in organic synthesis.

Technology Process of 3-Bromophenol

There total 48 articles about 3-Bromophenol 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: 99.0%

3-(benzyloxy)phenyl bromide (53087-13-1) → 3-Bromophenol (591-20-8)

Guidance literature:

With 1-n-butyl-3-methylimidazolim bromide; at 200 - 220 ℃; for 0.166667h; Microwave irradiation; Inert atmosphere;

DOI:10.5012/bkcs.2013.34.1.174

Reference yield: 98.0%

m-ethoxyphenyl bromide (2655-84-7) → 3-Bromophenol (591-20-8)

Guidance literature:

With 1-n-butyl-3-methylimidazolim bromide; at 200 - 220 ℃; for 0.5h; Microwave irradiation; Inert atmosphere;

DOI:10.5012/bkcs.2013.34.1.174

Reference yield: 98.0%

3-bromo-2-[diisopropyl(pyrimidin-2-yl)silyl]phenyl pivalate (1369625-86-4) → 3-Bromophenol (591-20-8)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 2h;

DOI:10.1002/anie.201304884

upstream raw materials:

3-bromophenyl acetate

m-Hydroxyaniline

m-Bromoaniline

bromobenzene

Downstream raw materials:

3-(tetrahydropyran-2-yloxy)phenyl bromide

3-bromo-4-(hydroxymethyl)phenol

m-ethoxyphenyl bromide

2-bromo-4-hydroxybenzaldehyde

Refernces

• 1、 Kathe, Prasad M.,Berkefeld, Andreas,Fleischer, Ivana. "Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization". supporting information. p. 1629 - 1632. Retrieved 2021/02/09.
• 2、 Upadhyay, Rahul,Singh, Deepak,Maurya, Sushil K.. "Highly efficient heterogeneous V2O5@TiO2 catalyzed the rapid transformation of boronic acids to phenols". supporting information. p. 3925 - 3931. Retrieved 2021/08/24.