4-Bromo-2,5-dichlorobenzaldehyde

Base Information

• Chemical Name: 4-Bromo-2,5-dichlorobenzaldehyde
• CAS No.: 111829-72-2
• Molecular Formula: C7H3BrCl2O
• Molecular Weight: 253.91
• DSSTox Substance ID: DTXSID80693212
• Wikidata: Q72454086
• Mol file: 111829-72-2.mol

Synonyms:4-Bromo-2,5-dichlorobenzaldehyde;1349716-93-3;DTXSID80693212;MFCD18452868;FS-6603;CS-0191564;E91621

Chemical Property of 4-Bromo-2,5-dichlorobenzaldehyde

Chemical Property:

• Boiling Point: 296.0±40.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.798±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 3.56840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 251.87443
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-2,6-dichlorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Cl)Br)Cl)C=O
• Uses: 4-Bromo-2,6-dichlorobenzaldehyde is a reactant in the preparation of heterocyclic zinc-binding ligands for use as stabilizing agents for insulin compounds.

Technology Process of 4-Bromo-2,5-dichlorobenzaldehyde

There total 7 articles about 4-Bromo-2,5-dichlorobenzaldehyde 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: 55.0%

4-bromo-2,6-dichlorobenzyl alcohol (274671-77-1) → 4-bromo-2,6-dichlorobenzaldehyde (111829-72-2)

Guidance literature:

With manganese(IV) oxide; In chloroform; for 18h; Heating;

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → 4-bromo-2,6-dichlorobenzaldehyde (111829-72-2) + 4-bromo-2-chlorobenzaldehyde (158435-41-7)

Guidance literature:

With N-chloro-succinimide; palladium diacetate; silver trifluoroacetate; anthranilic acid; trifluoroacetic acid; In 1,2-dichloro-ethane; at 60 ℃; for 24h; Overall yield = 72 %; Overall yield = 47 mg; Sealed tube;

DOI:10.1021/jacs.6b11188

Reference yield:

methyl (E)-3-(4-bromo-2,6-dichlorophenyl)acrylate (1110767-73-1) → 4-bromo-2,6-dichlorobenzaldehyde (111829-72-2)

Guidance literature:

With ozone; In dichloromethane; at -78 ℃;

upstream raw materials:

4-bromo-2,6-dichlorobenzyl alcohol

3,5-dichloro-4-methylaniline

4-bromo-2,6-dichlorotoluene

5-bromo-2-(bromomethyl)-1,3-dichlorobenzene

Downstream raw materials:

ethyl (E)-3-(4-bromo-2,6-dichlorophenyl)-2-methylacrylate

Refernces

• 1、 -. "NOVEL COMPOUNDS AS ANTAGONISTS OR INVERSE AGONISTS FOR OPIOID RECEPTORS". Page/Page column 95. . Retrieved 2010/09/07.
• 2、 Banfi, Stefano,Cavazzini, Marco,Pozzi, Gianluca,Barkanova, Svetlana V.,Kaliya, Oleg L.. "Kinetic studies on the interactions of manganese-porphyrins with peracetic acid. Part 1. Epoxidation of alkenes and hydroxylation of aromatic rings". . p. 871 - 877. Retrieved 2007/10/03.