3,5-Dibromosalicylaldehyde - ≥98% , CAS No.90-59-5

CAS: 90-59-5 Cat. No.: D106540 Summenformel: C₇H₄Br₂O₂ Molekulargewicht: 279.91 Beilstein Registry Number: 8,55 EG-Nummer: 202-003-4

GRADE & PURITY ≥98%

Synonyms

7A260PBI3A | 2-[4-(dipropylsulfamoyl)benzoyl]oxybenzoic acid;3,5-Dibromosalicylaldehyde | Dembrexine Hydrochloride Monohydrate Imp. C (EP); Dembrexine Imp. C (EP); 3,5-Dibromo-2-hydroxybenzaldehyde; Dembrexine Hydrochloride Monohydrate Impurity C; Dembrex

Storage

Protected from light,Argon charged,Room temperature

Shipped In

Normal

Übersicht

Product Description

3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Product Application
3,5-Dibromosalicylaldehyde was used in the synthesis of Schiff base, 15N-Labeled N-(3,5-dibromosalicylidene)-methylamine. It was used as reactant for synthesis of Schiff base ligands which forms mononuclear complexes with copper(II), nickel(II), zinc(II) and cobalt(II).

Specifications

Synonyme

7A260PBI3A | 2-[4-(dipropylsulfamoyl)benzoyl]oxybenzoic acid;3,5-Dibromosalicylaldehyde | Dembrexine Hydrochloride Monohydrate Imp. C (EP); Dembrexine Imp. C (EP); 3,5-Dibromo-2-hydroxybenzaldehyde; Dembrexine Hydrochloride Monohydrate Impurity C; Dembrex

Spezifikationen & Reinheit

≥98%

Storage

Protected from light,Argon charged,Room temperature

Verschickt in

Normal

Reinheit

≥98%

Namen und Kennungen

• Pubchem Sid: 488180249
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180249
• Kanonisches Lächeln: C1=C(C=C(C(=C1C=O)O)Br)Br
• IUPAC Name: 3,5-dibromo-2-hydroxybenzaldehyde
• InChIKey: JHZOXYGFQMROFJ-UHFFFAOYSA-N
• INCHI: 1S/C7H4Br2O2/c8-5-1-4(3-10)7(11)6(9)2-5/h1-3,11H
• Isomere SMILES: C1=C(C=C(C(=C1C=O)O)Br)Br
• WGK Deutschland: 3
• RTECS: CU5609000
• Molekulargewicht: 279.91
• Beilstein: 8,55
• Reaxy-Rn: 1424739
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1424739&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Klasse Organooxygen compounds
      • Subclass Carbonyl compounds
        • Ebene5 Aldehydes
          • Ebene6 Aryl-aldehydes
            • Ebene7 Benzaldehydes
              • Ebene8 Hydroxybenzaldehydes

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Klasse: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Aldehydes - Aryl-aldehydes - Benzaldehydes
• Direct Parent: Hydroxybenzaldehydes
• Alternative Parents: P-bromophenols O-bromophenols Benzoyl derivatives Bromobenzenes Aryl bromides Vinylogous acids Organobromides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Hydroxybenzaldehyde - Benzoyl - 4-halophenol - 2-halophenol - 2-bromophenol - 4-bromophenol - Halobenzene - Bromobenzene - Phenol - Monocyclic benzene moiety - Aryl halide - Aryl bromide - Benzenoid - Vinylogous acid - Organobromide - Organohalogen compound - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Soluble in methanol 25 mg/mL. Insoluble in water.
• Empfindlichkeit: Light & Air sensitive.
• Schmelzpunkt (°C): 80-84°C
• Molekulargewicht: 279.910 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 279.856 Da
• Monoisotopic Mass: 277.858 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 151.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referenzen

1. Liduo Chen, Jinyan Tan, Tianyu Lan, Hongliang Huo, Liyuan Sun, Yan Jiang, Na Zhang, Cuiqin Li, Jun Wang.  (2023)  Effect of Ligand Structure on Ethylene Oligomerization over Salicylaldehyde Imine Nickel Complexes: Experiments and Calculations.  APPLIED ORGANOMETALLIC CHEMISTRY,  37  (12): (e7276).  [PMID:] [10.1002/aoc.7276]

2. Jiajun Xu, Meifen Huang, Liang Jiao, Haijun Pang, Xia Wang, Rui Duan, Qiong Wu.  (2023)  Supramolecular Dimer as High-Performance pH Probe: Study on the Fluorescence Properties of Halogenated Ligands in Rigid Schiff Base Complex.  INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,  24  (11): (9480).  [PMID:37298432] [10.3390/ijms24119480]

3. Xiangdong Kong, Jingwen Ke, Zhiqiang Wang, Yan Liu, Yibo Wang, Weiran Zhou, Zhengwu Yang, Wensheng Yan, Zhigang Geng, Jie Zeng.  (2021)  Co-based molecular catalysts for efficient CO2 reduction via regulating spin states.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2021.120067]

4. Yan Bao, Lu Gao, Pei Han, Feng Liu, Junbing Zhou, Wenbo Zhang.  (2024)  Multi-color photochromic waterborne polyurethane with high color fastness from hydroxyl-functionalized trichromatic spiropyrans.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2024.112577]

5. Wei Liangli, Yuan Yuqi, Yang Ziteng, Li Yuqing, Wang Tingting, Hu Shenglin, Cai Biao, Wang Guangyun.  (2024)  Ginsenoside Rb1 reduced ischemic stroke-induced apoptosis through endoplasmic reticulum stress-associated IRE1/TRAF2/JNK pathway.  NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY,      [PMID:39052059] [10.1007/s00210-024-03292-4]

6. Zuoyuan Zhang, Ying Bi, Tianyu Lan, Liwu Zu, Shaobo Dong.  (2025)  Novel dendritic nickel complexes: Synthesis, characterization and oligomerization properties of ethylene.  JOURNAL OF ORGANOMETALLIC CHEMISTRY,      [PMID:] [10.1016/j.jorganchem.2025.123722]

Häufig gestellte Fragen

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 90-59-5, the molecular formula is C7H4Br2O2, and the molecular weight is 279.91 g/mol. InChIKey JHZOXYGFQMROFJ-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature, protected from light, under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.