Production Method 1

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Pyridinium, 1-hexadecyl-, (tribromide) (1:1) Solvents: Water ;  15 min, rt

Reference

Synthesis of cetylpyridiniumtribromide (CetPyTB) reagent by noble synthetic route and bromination of organic compounds using CetPyTB

Sharma, Sushil Kumar; Agarwal, D. D., Chemistry International, 2015, 1(4), 164-173

Production Method 2

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Bromine Catalysts: Sodium dodecyl sulfate Solvents: Water ;  15 min, 25 °C

Reference

Aqueous Bromination Method for the Synthesis of Industrially-Important Intermediates Catalyzed by Micellar Solution of Sodium Dodecyl Sulfate (SDS)

Kumar, Lalit; Mahajan, Tanu; Agarwal, Dau Dayal, Industrial & Engineering Chemistry Research, 2012, 51(5), 2227-2234

Production Method 3

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Bromine ,  Aluminum bromide Solvents: Water ;  25 min, 25 °C

Reference

A direct and simplistic bromination of commercially important organic compounds in aqueous media by eco-friendly AlBr3-Br2 reagent system

Sharma, Sushil Kumar; Agarwal, D. D., Chemistry International, 2015, 1(3), 107-117

Production Method 4

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Bromine ,  Calcium bromide Solvents: Acetonitrile ,  Water ;  2 - 3 min, 25 °C; 10 min, 25 °C
1.2 Reagents: Water ;  25 °C

Reference

Environmentally-Benign and Rapid Bromination of Industrially-Important Aromatics Using an Aqueous CaBr2-Br2 System as an Instant and Renewable Brominating Reagent

Kumar, Lalit; Mahajan, Tanu; Sharma, Vivek; Agarwal, Dau Dayal, Industrial & Engineering Chemistry Research, 2011, 50(2), 705-712

Production Method 5

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Solvents: Chloroform ;  20 h, rt
1.2 Reagents: Potassium carbonate Solvents: Water ;  5 min, rt
1.3 Reagents: Hydrochloric acid Solvents: Water

Reference

A new process for the bromination of aromatic amines and phenols

Zhang, Ming; Zhang, Rong-Li, Yingyong Huaxue, 2010, 27(3), 370-372

Production Method 6

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Pyridine ,  Pyridinium tribromide ;  2 h, 50 °C
1.2 Solvents: Water ;  cooled

Reference

Antiangiogenic versus cytotoxic activity in analogues of aeroplysinin-1

Cordoba, Ruben; Tormo, Nelida Salvador; Medarde, Antonio Fernandez; Plumet, Joaquin, Bioorganic & Medicinal Chemistry, 2007, 15(15), 5300-5315

Production Method 7

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide ;  5 h, 25 - 30 °C

Reference

Simple way to synthesize halogenated salicyladehydes

Li, Feng; Sun, Lian-jie; Gao, Wen-tao, Bohai Daxue Xuebao, 2012, 33(1), 32-36

Production Method 8

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Pyridinium tribromide ;  2 h, 50 °C

Reference

Camphor-Based Schiff Base Of 3-Endo-Aminoborneol (SBAB): Novel Ligand for Vanadium-Catalyzed Asymmetric Sulfoxidation and Subsequent Kinetic Resolution

Chuo, Ting Hung; Boobalan, Ramalingam; Chen, Chinpiao, ChemistrySelect, 2016, 1(10), 2174-2180

Production Method 9

90-02-8

90-59-5

Reaction Conditions

1.1 Catalysts: Graphene (oxide) Solvents: Water ;  rt
1.2 Reagents: Bromine ,  Oxygen ;  rt; 15 min, rt

Reference

Graphene Oxide Promoted Oxidative Bromination of Anilines and Phenols in Water

Ghorpade, Prashant Vasantrao; Pethsangave, Dattatray Appasha; Some, Surajit ; Shankarling, Ganapati Subray, Journal of Organic Chemistry, 2018, 83(14), 7388-7397

Production Method 10

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Bromine ,  Calcium bromide Solvents: Water ;  2 - 3 min, 25 °C; 20 min, 25 °C

Reference

An instant and facile bromination of industrially-important aromatic compounds in water using recyclable CaBr2-Br2 system

Kumar, Lalit; Mahajan, Tanu; Agarwal, D. D., Green Chemistry, 2011, 13(8), 2187-2196

Production Method 11

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Sodium bromide ,  Hydrogen peroxide ,  Hydrogen bromide

Reference

Halogenation of benzene derivatives with electron-acceptor substituents under conditions generating electrophilic chlorine and bromine

Sadiqov, O. A., Kimya Problemlari, 2009, (4), 676-679

Production Method 12

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Sodium peroxoborate ,  Potassium bromide Catalysts: Sodium metavanadate Solvents: Acetic acid

Reference

Synthetic methods. 9. Regioselective catalytic halogenation of aromatic substrates

Bandgar, B. P.; Nigal, Neeta J. Miss, Synthetic Communications, 1998, 28(17), 3225-3229

Production Method 13

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Bromine ,  Aluminum bromide Solvents: Water ;  14 min, rt

Reference

Eco-friendly and fast bromination of industrially-important aromatic compounds in water using recyclable AlBr3-Br2 system

Sharma, Sushil Kumar, Chemistry International, 2015, 1(1), 60-70

Production Method 14

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Potassium bromide Catalysts: Vanadate(2-), diaquabis(glycinato-κO)dioxo[μ-(peroxy-κO:κO′)]diperoxydi-, dihydr… Solvents: Water

Reference

Bromination mediated by a vanadium(V)-peroxo complex [V2O2(O2)3(GlyH)2(H2O)2] (GlyH = glycine): a functional model for the enzyme bromoperoxidase

Bhattacharjee, Manish; Ganguly, Somenath; Mukherjee, Joy, Journal of Chemical Research, 1995, (2), 80-1

Production Method 15

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Hydrogen bromide Solvents: Acetic acid ,  Water ;  30 - 40 °C
1.2 Reagents: Sodium chlorate Solvents: Water ;  30 - 40 °C; 2.5 h, 30 - 40 °C

Reference

Synthesis of chiral tridentate schiff-base ligands and their catalytic research for asymmetric Henry reaction

Song, Qing-bao; Xia, Ting; An, Xiao-xia, Zhejiang Gongye Daxue Xuebao, 2014, 42(1), 73-76

Production Method 16

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Sodium chlorate ,  Hydrogen bromide Solvents: Acetic acid ,  Water ;  30 - 40 °C; 1.5 h, 30 - 40 °C

Reference

Synthesis of a new chiral tridentate schiff-base ligand

Zhou, Xiao-cong; Song, Qing-bao, Zhejiang Huagong, 2012, 43(10), 19-20

Production Method 17

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Sodium chlorate ,  Hydrogen bromide Solvents: Acetic acid ;  1 h, 30 - 40 °C

Reference

Synthesis of 3,5-dibromosalicylaldehyde isonicotinoylhydrazone

Jiang, Yuan-liang; Yang, Hua, Liaoning Shifan Daxue Xuebao, 2004, 27(1), 60-61

Production Method 18

90-02-8

90-59-5

Reaction Conditions

1.1 Reagents: Sodium chlorate ,  Hydrogen bromide Solvents: Acetic acid ,  Water ;  30 - 40 °C; 1.5 h, 30 - 40 °C

Reference

Synthesis and fungicidal activities of 4-(tert-butyl)-5-benzyl-2-(benzylimino)thiazoles

Yang, Lin-tao; Qin, Zhi; Chen, Ping; Hu, Ai-xi, Yingyong Huaxue, 2010, 27(6), 664-668

Production Method 19

615-58-7

90-59-5

Reaction Conditions

1.1 Reagents: Triethylamine ,  Magnesium chloride Solvents: Tetrahydrofuran ;  15 min
1.2 4 h, reflux

Reference

Bayesian-optimization-assisted discovery of stereoselective aluminum complexes for ring-opening polymerization of racemic lactide

Wang, Xiaoqian ; Huang, Yang; Xie, Xiaoyu; Liu, Yan; Huo, Ziyu; et al, Nature Communications, 2023, 14(1),

3,5-Dibromosalicylaldehyde Raw materials

• 2,4-Dibromophenol
• 2-Hydroxybenzaldehyde

3,5-Dibromosalicylaldehyde Preparation Products

• 3,5-Dibromosalicylaldehyde (90-59-5)

• 1. Evolution of shape, size, and areal density of a single plane of Si nanocrystals embedded in SiO2 matrix studied by atom probe tomography
  Bin Han,Yasuo Shimizu,Gabriele Seguini,Celia Castro,Gérard Ben Assayag,Koji Inoue,Yasuyoshi Nagai,Sylvie Schamm-Chardon,Michele Perego RSC Adv., 2016,6, 3617-3622
• 2. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
• 3. Fe/Fe3C@C nanoparticles encapsulated in N-doped graphene–CNTs framework as an efficient bifunctional oxygen electrocatalyst for robust rechargeable Zn–air batteries?
  Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde Wang J. Mater. Chem. A, 2018,6, 516-526
• 4. Evidence of pre-micellar aggregates in aqueous solution of amphiphilic PDMS–PEO block copolymer?
  Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
• 5. Evolution study of photo-synthesized gold nanoparticles by spectral deconvolution model: a quantitative approach
  Chung-Sung Yang,Mong-Shian Shih,Fang-Yi Chang New J. Chem., 2006,30, 729-735

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aldehydes
• Solvents and Organic Chemicals Organic Compounds Aldehyde/Ketone

Comprehensive Overview of 3,5-Dibromosalicylaldehyde (CAS No. 90-59-5): Properties, Applications, and Industry Insights

3,5-Dibromosalicylaldehyde (CAS No. 90-59-5) is a halogenated aromatic aldehyde widely recognized for its versatile applications in organic synthesis, pharmaceutical intermediates, and material science. With the molecular formula C₇H₄Br₂O₂, this compound features a salicylaldehyde backbone substituted with two bromine atoms at the 3 and 5 positions, enhancing its reactivity and utility in cross-coupling reactions. Its distinct structural properties make it a valuable building block for synthesizing complex molecules, particularly in the development of fluorescent probes, ligands for catalysis, and agrochemical derivatives.

In recent years, the demand for 3,5-Dibromosalicylaldehyde has surged due to its role in designing advanced organic materials. Researchers are increasingly exploring its potential in supramolecular chemistry and metal-organic frameworks (MOFs), where its aldehyde group facilitates Schiff base formation. This aligns with the growing interest in sustainable chemistry and green synthesis, as industries seek eco-friendly alternatives for traditional reagents. Notably, its compatibility with microwave-assisted synthesis and flow chemistry techniques has further amplified its relevance in modern laboratories.

The compound’s physicochemical properties, such as a melting point of 108–112°C and solubility in organic solvents like ethanol, dichloromethane, and dimethyl sulfoxide (DMSO), make it adaptable to diverse reaction conditions. Analytical techniques like HPLC, NMR spectroscopy, and mass spectrometry are routinely employed to verify its purity, a critical factor for applications in high-precision pharmaceuticals. Users frequently search for "3,5-Dibromosalicylaldehyde synthesis" or "CAS 90-59-5 safety data," reflecting the need for detailed technical guidance and regulatory compliance.

From an industrial perspective, 3,5-Dibromosalicylaldehyde is pivotal in producing photoactive compounds and corrosion inhibitors. Its derivatives are investigated for optoelectronic devices, such as OLEDs, where bromine’s heavy-atom effect can enhance phosphorescence. Additionally, its role in antimicrobial agents has gained attention amid rising concerns over antibiotic resistance, a hot topic in public health discussions. Manufacturers often highlight its low environmental persistence compared to polyhalogenated analogs, addressing sustainability queries.

Quality control protocols for CAS 90-59-5 emphasize stringent storage conditions—typically under inert atmospheres at low temperatures—to prevent degradation. Suppliers increasingly provide certificates of analysis (CoA) and material safety data sheets (MSDS) to meet regulatory standards like REACH and FDA guidelines. Searches for "buy 3,5-Dibromosalicylaldehyde" often correlate with vendor comparisons, underscoring the importance of reliability and scalability in procurement.

Emerging trends also link 3,5-Dibromosalicylaldehyde to computational chemistry and AI-driven drug discovery. Molecular docking studies leverage its structural motifs to design enzyme inhibitors, aligning with the pharmaceutical industry’s focus on targeted therapies. Furthermore, its use in academic research continues to expand, with publications citing its utility in asymmetric synthesis and chiral auxiliary development.

In summary, 3,5-Dibromosalicylaldehyde (CAS No. 90-59-5) remains a cornerstone in synthetic chemistry, bridging fundamental research and industrial innovation. Its multifaceted applications, coupled with evolving methodologies, ensure its prominence in addressing contemporary scientific challenges while adhering to environmental and safety benchmarks.

• 1761-61-1(5-Bromo-2-hydroxybenzaldehyde)
• 1829-34-1(3-Bromo-2-hydroxybenzaldehyde)
• 2973-77-5(3,5-Dibromo-4-hydroxybenzaldehyde)
• 2973-78-6(3-Bromo-4-hydroxybenzaldehyde)
• 117238-61-6(Benzaldehyde,3,5-dibromo-2-hydroxy-4-methoxy-)
• 17691-61-1(5-bromosalicylaldehyde)
• 61657-65-6(3,5-Dibromo-2-methoxybenzaldehyde)
• 22532-62-3(4-Bromo-2-hydroxybenzaldehyde)
• 33172-54-2(3-bromo-2-hydroxy-5-methyl-benzaldehyde)
• 708209-58-9(Benzaldehyde, 3-bromo-5-ethyl-2-hydroxy- (9CI))