5-Bromosalicylaldehyde

Base Information

• Chemical Name: 5-Bromosalicylaldehyde
• CAS No.: 1761-61-1
• Molecular Formula: C7H5BrO2
• Molecular Weight: 201.019
• Hs Code.: 29130000
• European Community (EC) Number: 217-167-2
• NSC Number: 9258,7310
• UNII: 0Z65A0A8CE
• DSSTox Substance ID: DTXSID8022165
• Nikkaji Number: J150.849K
• Wikidata: Q27251066
• ChEMBL ID: CHEMBL207194
• Mol file: 1761-61-1.mol

Synonyms:5-bromosalicylaldehyde

Chemical Property of 5-Bromosalicylaldehyde

Chemical Property:

• Appearance/Colour: slightly yellow to yellow-beige powder
• Vapor Pressure: 0.0164mmHg at 25°C
• Melting Point: 102-106 °C(lit.)
• Refractive Index: 1.657
• Boiling Point: 247.3 °C at 760 mmHg
• PKA: 7.60±0.18(Predicted)
• Flash Point: 103.4 °C
• PSA: 37.30000
• Density: 1.737 g/cm³
• LogP: 1.96720
• Storage Temp.: Room temperature.
• Sensitive.: Air Sensitive
• Solubility.: 0.1g/l (experimental)
• Water Solubility.: insoluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 199.94729
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

5-Bromosalicylaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)C=O)O
• Uses: 5-Bromosalicylaldehyde was used for chemical derivatization during amine quantiifcation in poly (ethylene terephthalate) (PET) film and PET scaffold.

Technology Process of 5-Bromosalicylaldehyde

There total 46 articles about 5-Bromosalicylaldehyde 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: 100.0%

salicylaldehyde (90-02-8) → 5-bromosalicyclaldehyde (1761-61-1)

Guidance literature:

With sulfuric acid; C₁₈H₁₆Br₄N₂O₃V; dihydrogen peroxide; potassium bromide; In methanol; water; at 20 ℃; for 2.16667h; Catalytic behavior;

DOI:10.1016/j.poly.2013.10.026

Reference yield: 99.0%

5-bromo-2-hydroxybenzyl alcohol (2316-64-5) → 5-bromosalicyclaldehyde (1761-61-1)

Guidance literature:

In neat (no solvent); at 20 ℃; for 0.05h; Microwave irradiation;

DOI:10.33224/rrch.2020.65.3.08

Reference yield: 98.0%

2-(5-bromo-2-trityloxyphenyl)-1,3-dioxolane (206860-51-7) → 5-bromosalicyclaldehyde (1761-61-1)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; In tetrahydrofuran; water; for 12h; Heating;

DOI:10.1021/jo016180s

upstream raw materials:

4-bromo-phenol

chloroform

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

5-bromosalicyclic acid

Downstream raw materials:

2-[(1E)-2-aza-2-(2-pyridyl)ethenyl]-4-bromobenzen-1-ol

2-(5-bromo-2-hydroxy-trans-styryl)-quinolin-8-ol

(E)-N’-(5-bromo-2-hydroxybenzylidene)nicotinohydrazide

6-bromo-2H-chromen-2-one

Refernces

• 1、 Hu, Jiaomei,Jin, Xueliang,Peng, Dahai,Xie, Qiufang,Liu, Ye,Liao, Yanlong,Zhu, Chunxiao,Zhong, Chaofan. "Novel D-π-A dye sensitizers of polymeric metal complexes based on Cd(II) with salicylaldehyde and diaminomaleonitrile: Synthesis, characterization, and photovoltaic performance for dye-sensitized solar cells". . p. 8327 - 8342. Retrieved 2015.
• 2、 Vibhute, Yeshwant B.,Lonkar, Subhash M.,Sayyed, Mudassar A.,Baseer, Mohammad A.. "Synthesis of substituted 2-hydroxyaryl aldehydes by the microwave-induced Reimer-Tiemann reaction". . p. 51 - 51. Retrieved 2007.
• 3、 Kesharwani, Neha,Chaudhary, Nikita,Haldar, Chanchal. "Heterogeneous Catalytic Oxidative Bromination and Oxidation of Thioethers By Vanadium(IV) Oxido Complex of Benzoylacetone and Effect of Solid Supports". . p. 3562 - 3581. Retrieved 2021.
• 4、 Debnath, Mainak,Dolai, Malay,Pal, Kaberi,Bhunya, Sourav,Paul, Ankan,Lee, Hon Man,Ali, Mahammad. "Mono- and dinuclear oxidovanadium(v) complexes of an amine-bis(phenolate) ligand with bromo-peroxidase activities: Synthesis, characterization, catalytic, kinetic and computational studies". . p. 2799 - 2809. Retrieved 2018.
• 5、 Balali, Ebrahim,Shameli, Abolghasem,Naeimi, Hoseein,MehdiGhanbari, Mohammad. "The one pot synthesis salicylaldehyde prepared by reactive grinding with derivative phenol and paraformaldehyde in absence magnesium methoxide". . p. 1611 - 1614. Retrieved 2013.
• 6、 Maurya, Mannar R.,Agarwal, Shalu,Bader, Cerstin,Rehder, Dieter. "Dioxovanadium(V) complexes of ONO donor ligands derived from pyridoxal and hydrazides: Models of vanadate-dependent haloperoxidases". . p. 147 - 157. Retrieved 2005.
• 7、 Borthakur, Rosmita,Dhanpat, Shobha A.,Kumar, Arvind,Kurbah, Sunshine D.,Lal, Ram A.,Syiemlieh, Ibanphylla. "Synthesis, characterization, reactivity, and catalytic studies of heterobimetallic vanadium(V) complexes containing hydrazone ligands". supporting information. . Retrieved 2020/10/21.
• 8、 Huang, You,Li, Xiaohu. "Phosphine-catalyzed sequential (2+3)/(2+4) annulation of γ-vinyl allenoates: Access to the synthesis of chromeno[4,3-: B] pyrroles". supporting information. p. 9934 - 9937. Retrieved 2021/10/12.