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4-Bromobenzaldehyde

Base Information
  • Chemical Name:4-Bromobenzaldehyde
  • CAS No.:1122-91-4
  • Deprecated CAS:2222571-84-6
  • Molecular Formula:C7H5BrO
  • Molecular Weight:185.02
  • Hs Code.:29130000
  • European Community (EC) Number:214-365-0
  • NSC Number:21638
  • UNII:4L8VM24F65
  • DSSTox Substance ID:DTXSID5061534
  • Nikkaji Number:J30.727K
  • Wikidata:Q27259983
  • ChEMBL ID:CHEMBL3753357
  • Mol file:1122-91-4.mol
4-Bromobenzaldehyde

Synonyms:Benzaldehyde,p-bromo- (6CI,8CI);1-Bromo-4-formylbenzene;4-Formylbromobenzene;4-Formylphenyl bromide;NSC 21638;p-Bromobenzaldehyde;

Suppliers and Price of 4-Bromobenzaldehyde
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • 4-Bromobenzaldehyde
  • 100g
  • $ 150.00
  • TRC
  • 4-Bromobenzaldehyde
  • 50g
  • $ 110.00
  • TCI Chemical
  • 4-Bromobenzaldehyde >97.0%(GC)
  • 250g
  • $ 316.00
  • TCI Chemical
  • 4-Bromobenzaldehyde >97.0%(GC)
  • 25g
  • $ 57.00
  • SynQuest Laboratories
  • 4-Bromobenzaldehyde 97%
  • 10 g
  • $ 25.00
  • SynQuest Laboratories
  • 4-Bromobenzaldehyde 97%
  • 50 g
  • $ 38.00
  • SynQuest Laboratories
  • 4-Bromobenzaldehyde 97%
  • 100 g
  • $ 57.00
  • SynQuest Laboratories
  • 4-Bromobenzaldehyde 97%
  • 500 g
  • $ 240.00
  • Sigma-Aldrich
  • 4-Bromobenzaldehyde for synthesis. CAS 1122-91-4, chemical formula 4-(Br)C H CHO., for synthesis
  • 8041460100
  • $ 205.00
  • Sigma-Aldrich
  • 4-Bromobenzaldehyde for synthesis
  • 100 g
  • $ 196.10
Total 195 raw suppliers
Chemical Property of 4-Bromobenzaldehyde
Chemical Property:
  • Appearance/Colour:white crystalline solid 
  • Vapor Pressure:0.0249mmHg at 25°C 
  • Melting Point:55-58 °C 
  • Refractive Index:1.547 
  • Boiling Point:244 °C at 760 mmHg 
  • Flash Point:108.9 °C 
  • PSA:17.07000 
  • Density:1.577 g/cm3 
  • LogP:2.26160 
  • Storage Temp.:Room temperature. 
  • Sensitive.:Air Sensitive 
  • Solubility.:Chloroform, Ethyl Acetate 
  • Water Solubility.:INSOLUBLE 
  • XLogP3:2.2
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:1
  • Exact Mass:183.95238
  • Heavy Atom Count:9
  • Complexity:95.1
Purity/Quality:

99.5% *data from raw suppliers

4-Bromobenzaldehyde *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn,IrritantXi 
  • Hazard Codes:Xn,Xi 
  • Statements: 22-36/37/38-43 
  • Safety Statements: 26-36/37-36/37/39-22 
MSDS Files:

SDS file from LookChem

Useful:
  • Chemical Classes:Other Classes -> Benzaldehydes
  • Canonical SMILES:C1=CC(=CC=C1C=O)Br
  • Uses 4-Bromobenzaldehyde is widely utilized as an intermediate for the preparation of agrochemicals, pharmaceuticals and other organic compounds. It is used as a precursor and reacts with sulfamethoxazole to prepare Schiff?s base, 4-[(4-Bromo-benzylidene)-amino]-N-(5-methyl-isoxazol-3-yl)-benzene sulfonamide, which can be used for the photo stability of polyvinyl chloride (PVC). It plays an important role in palladium-catalyzed mono- and bis-arylation of 3,4-(ethylenedioxy)thiophenes. It is employed in a cross-coupling study with potassium vinyltrifluoroborate. Employed in palladium-catalyzed mono- and bis-arylation of 3,4-(ethylenedioxy)thiophenes. Also used in a cross-coupling study with potassium vinyltrifluoroborate.
Technology Process of 4-Bromobenzaldehyde

There total 309 articles about 4-Bromobenzaldehyde 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:
Guidance literature:
With C21H12Cl6NO4V; In toluene; at 80 ℃; under 760.051 Torr; chemoselective reaction;
DOI:10.1002/adsc.201800050
Guidance literature:
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen; In 1,2-dichloro-ethane; at 25 ℃; for 48h; Schlenk technique;
DOI:10.1055/s-0036-1591761
Guidance literature:
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0); In tetrahydrofuran; Yield given; Ambient temperature;
DOI:10.1021/jo00335a023
Refernces

A Solution-Processable meso-Phenyl-BODIPY-Based n-Channel Semiconductor with Enhanced Fluorescence Emission

10.1002/cplu.201900317

The research aims to design, synthesize, and characterize a new acceptor-donor-acceptor (AD-A) semiconductor, BDY-Ph-2T-Ph-BDY, which features a central phenyl-bithiophene-phenyl p-donor and BODIPY p-acceptor end-units. The purpose is to develop a solution-processable n-channel semiconductor with enhanced fluorescence emission for next-generation optoelectronics. The study concludes that BDY-Ph-2T-Ph-BDY exhibits an optical band gap of 2.32 eV, highly stabilized HOMO/LUMO energies (-5.74 eV/-3.42 eV), and a D-A dihedral angle of ~66°. It shows good fluorescence efficiency (FF = 0.30) and n-channel OFET transport characteristics (μe = 0.005 cm2/V·s; Ion/Ioff = 104-105), representing a significant improvement in fluorescence quantum yield compared to previous BODIPY semiconductors. This work demonstrates the potential of BDY-Ph-2T-Ph-BDY for high-performance optoelectronic applications. 4-Bromobenzaldehyde is used as a starting material to introduce the phenyl group into the BODIPY structure. N-Ethylpyrrole acts as a building block for the BODIPY core. P-Chloranil (2,3,5,6-Tetrachloro-1,4-benzoquinone) is used as an oxidizing agent in the synthesis process.

Organocatalytic tandem three-component reaction of aldehyde, alkyl vinyl ketone, and amide: One-pot syntheses of highly functional alkenes

10.1039/c0ob00644k

The study presents an efficient one-pot synthesis method for highly functional alkenes through a phosphine-catalyzed tandem three-component reaction involving aldehydes, alkyl vinyl ketones, and amides. The process utilizes either EtPPh2 or PPh3 as catalysts and achieves high yields (68–99%) with excellent stereoselectivity (E/Z ratios up to 98:2) within a total reaction time of 3 to 29.5 hours. The study also explores the scope of the reaction with various aryl- and heteroaryl-substituted aldehydes, amides, and alkyl vinyl ketones, demonstrating the versatility and practicality of the method. The reaction mechanism is proposed to involve a Morita–Baylis–Hillman reaction followed by a Michael addition, leading to the formation of the desired alkenes. The mild reaction conditions and the high atom economy of the process make it a valuable addition to organic synthesis.

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