3,5-Dibromosalicylaldehyde

Base Information

• Chemical Name: 3,5-Dibromosalicylaldehyde
• CAS No.: 90-59-5
• Molecular Formula: C7H4Br2O2
• Molecular Weight: 279.916
• Hs Code.: 29130000
• European Community (EC) Number: 202-003-4
• NSC Number: 6221
• UNII: 7A260PBI3A
• DSSTox Substance ID: DTXSID1021796
• Nikkaji Number: J4.323K
• Wikidata: Q27266799
• ChEMBL ID: CHEMBL229251
• Mol file: 90-59-5.mol

Synonyms:3,5-dibromosalicylaldehyde

Chemical Property of 3,5-Dibromosalicylaldehyde

Chemical Property:

• Appearance/Colour: yellow to yellow-brown crystalline powder
• Vapor Pressure: 0.00722mmHg at 25°C
• Melting Point: 82-83.5 °C(lit.)
• Refractive Index: 1.687
• Boiling Point: 261.2 °C at 760 mmHg
• PKA: 6.08±0.23(Predicted)
• Flash Point: 111.7 °C
• PSA: 37.30000
• Density: 2.122 g/cm³
• LogP: 2.72970
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: methanol: soluble25mg/mL, clear, yellow to brown
• Water Solubility.: Soluble in methanol 25 mg/mL. Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 279.85576
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99.9% ^*data from raw suppliers

3,5-Dibromosalicylaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C=O)O)Br)Br
• Uses: 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes. It can be used in the synthesis of Schiff base and can be used as reactant for synthesis of Schiff base ligands which forms mononuclear complexes with copper(II), nickel(II), zinc(II) and cobalt(II).

Technology Process of 3,5-Dibromosalicylaldehyde

There total 33 articles about 3,5-Dibromosalicylaldehyde 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: 97.0%

salicylaldehyde (90-02-8) → 3,5-Dibromosalicylaldehyde (90-59-5)

Guidance literature:

With bromine;

DOI:10.1007/BF02494298

Reference yield: 96.0%

2-methyl-benzyl alcohol (89-95-2) → 3,5-Dibromosalicylaldehyde (90-59-5)

Guidance literature:

With sodium perborate; potassium bromide; sodium vanadate; In acetic acid; at 20 ℃; for 3h;

DOI:10.1080/00397919808004426

Reference yield: 82.0%

2,4-dibromo-6-(1-hydroxy-3-phenylprop-2-yn-1-yl)phenol (1262020-28-9) → 3,5-Dibromosalicylaldehyde (90-59-5) + 1,4-diphenyl-1,3-butadiyne (886-66-8)

Guidance literature:

With copper(II) acetate monohydrate; In N,N-dimethyl-formamide; at 110 ℃; for 5h;

DOI:10.3184/174751913X13739011239995

upstream raw materials:

ethanol

2,4-dibromo-6-dichloromethyl-phenol

2-diazidomethyl-4,6-dibromo-phenol

6H,12H-6,12-epoxydibenzo[b,f][1,5]dioxocine

Downstream raw materials:

6',8'-Dibrom-1,3,3-trimethyl-indolin-2-spiro-2'-<2H-1>benzopyran

6,8-dibromocoumarin-3-carboxylic acid

N,N'-bis-(3,5-dibromo-salicylidene)-3,3'-dimethoxy-benzidine

3t-(3,5-dibromo-2-hydroxy-phenyl)-2-phenyl-acrylic acid

Refernces

• 1、 Majumder, Mitali,Krishna Rajak, Kajal. "Oxidovanadium (V and IV) complexes incorporating coumarin based O^N^O ligand: Synthesis, structure and catalytic activities". . . Retrieved 2019/12/24.
• 2、 Das, Nandita,Chowdhury, Shubhamoy,Purkayastha, Ranendra N. Dutta. "Peroxo–tungstate(VI) complexes: syntheses, characterization, reactivity, and DFT studies". . p. 1255 - 1266. Retrieved 2019/07/04.