5-BROMO-2-CHLOROANISOLE

Base Information

• Chemical Name: 5-BROMO-2-CHLOROANISOLE
• CAS No.: 16817-43-9
• Molecular Formula: C7H6BrClO
• Molecular Weight: 221.481
• Hs Code.: 29093090
• DSSTox Substance ID: DTXSID20377761
• Nikkaji Number: J2.534.390E
• Wikidata: Q72452336
• Mol file: 16817-43-9.mol

Synonyms:Anisole,5-bromo-2-chloro- (8CI);2-Chloro-5-bromoanisole;4-Bromo-1-chloro-2-methoxybenzene;4-Chloro-3-methoxybromobenzene;5-Bromo-2-chloro-1-methoxybenzene;

Chemical Property of 5-BROMO-2-CHLOROANISOLE

Chemical Property:

• Vapor Pressure: 0.0922mmHg at 25°C
• Melting Point: 27-28 °C
• Refractive Index: n20/D 1.587(lit.)
• Boiling Point: 231.9 °C at 760 mmHg
• Flash Point: 94.1 °C
• PSA: 9.23000
• Density: 1.564 g/cm³
• LogP: 3.11110
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 219.92906
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98% ^*data from raw suppliers

5-Bromo-2-chloroanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)Br)Cl
• Uses: 5-Bromo-2-chloroanisole is used to produce 4-chloro-3-methoxy-benzonitrile at the temperature of 110°C. It will need solvent dimethylformamide

Technology Process of 5-BROMO-2-CHLOROANISOLE

There total 6 articles about 5-BROMO-2-CHLOROANISOLE 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:

5-bromo-2-chlorophenol (183802-98-4) + methyl iodide (74-88-4) → 5-Bromo-2-chloroanisole (16817-43-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 55 ℃; for 3h;

Reference yield:

5-bromo-2-chlorophenol (183802-98-4) + dimethyl sulfate (77-78-1) → 5-Bromo-2-chloroanisole (16817-43-9)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/jo01166a001

Reference yield:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 5-Bromo-2-chloroanisole (16817-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃

2: aqueous KOH

With potassium hydroxide; aluminium trichloride;

DOI:10.1021/jo01166a001

upstream raw materials:

4-bromo-1,2-dichlorobenzene

sodium methylate

5-bromo-2-chlorophenol

dimethyl sulfate

Downstream raw materials:

1-chloro-4-cyclopropyl-2-methoxy-benzene

4-chloro-3-methoxybenzaldehyde

5-bromo-2-chlorophenol

phenol

Refernces

• 1、 Beil, Sebastian B.,Müller, Timo,Sillart, Sydney B.,Franzmann, Peter,Bomm, Alexander,Holtkamp, Michael,Karst, Uwe,Schade, Wolfgang,Waldvogel, Siegfried R.. "Active Molybdenum-Based Anode for Dehydrogenative Coupling Reactions". supporting information. p. 2450 - 2454. Retrieved 2018/02/09.
• 2、 Saari,Williams,Britcher,Wolf,Kuehl Jr.. "Tyrosine hydroxylase inhibitors. Synthesis and activity of substituted aromatic amino acids.". . p. 1008 - 1014. Retrieved 2007/10/06.