4-(2-Bromoethoxy)benzaldehyde

Base Information

• Chemical Name: 4-(2-Bromoethoxy)benzaldehyde
• CAS No.: 52191-15-8
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 2913000090
• European Community (EC) Number: 632-652-2
• NSC Number: 96627
• DSSTox Substance ID: DTXSID90294436
• Nikkaji Number: J1.555.164J
• Wikidata: Q82033752
• Mol file: 52191-15-8.mol

Synonyms:4-(2-bromoethoxy)benzaldehyde;52191-15-8;4-(2-Bromoethoxy)benzenecarbaldehyde;Benzaldehyde, 4-(2-bromoethoxy)-;MFCD00021074;4-[2-bromoethoxy]benzaldehyde;NSC96627;4-(2-BROMOETHOXY)BENZENECARBOXALDEHYDE;SCHEMBL210942;4-(2-bromoethoxyl)benzaldehyde;4-(2-bromoethoxy) benzaldehyde;DTXSID90294436;XFHTVCMRNSBQCF-UHFFFAOYSA-N;AMY25066;CCA19115;AC1815;BBL027866;NSC-96627;STK947381;AKOS000102159;SY038051;A7663;CS-0118898;FT-0653633;3G-938;J-513278

Chemical Property of 4-(2-Bromoethoxy)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.000196mmHg at 25°C
• Refractive Index: 1.587
• Boiling Point: 327.9 °C at 760 mmHg
• Flash Point: 152.1 °C
• PSA: 26.30000
• Density: 1.479 g/cm³
• LogP: 2.27280
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 131

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(2-Bromoethoxy)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)OCCBr

Technology Process of 4-(2-Bromoethoxy)benzaldehyde

There total 8 articles about 4-(2-Bromoethoxy)benzaldehyde 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: 96.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + ethylene dibromide (106-93-4) → 4-(2-bromoethyloxy)benzaldehyde (52191-15-8)

Guidance literature:

With potassium carbonate; In acetonitrile; Reflux;

DOI:10.1016/j.biopha.2021.111678

Reference yield: 62.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + 2-bromoethanol (540-51-2) → 4-(2-bromoethyloxy)benzaldehyde (52191-15-8)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; toluene; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2018.03.051

Reference yield: 56.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + ethylene dibromide (106-93-4) → 1,2-bis(4-formylphenoxy)ethane (34074-28-7) + 4-(2-bromoethyloxy)benzaldehyde (52191-15-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1039/c9nj02580d

upstream raw materials:

hydrogen cyanide

phenoxyethyl bromide

2-bromoethyl p-toluenesulfonate

4-hydroxy-benzaldehyde

Downstream raw materials:

4-[2-(1H-imidazole-1-yl)ethoxy]benzaldehyde

4-[2-[4-phenyl-1-oxo-1,2-dihydrophthalazin-2-yl]ethoxy]benzaldehyde

4-[2-[4-oxo-3,4-dihydro-(1H)-2,3-benzoxazin-3-yl]ethoxy]benzaldehyde

4-(2-bromoethoxy)benzaldoxyme

Refernces

• 1、 Ramrao, Salunke Prashant,Shrivastava, Sushant Kumar,Tripathi, Prabhash Nath,Verma, Akash,Waiker, Digambar Kumar. "Design, synthesis, and evaluation of some novel biphenyl imidazole derivatives for the treatment of Alzheimer's disease". . . Retrieved 2021.
• 2、 Santra, Saikat,Santra, Saikat,Ghosh, Pradyut. "Fluorophoric [2]rotaxanes: Post-synthetic functionalization, conformational fluxionality and metal ion chelation". . p. 5947 - 5964. Retrieved 2020.
• 3、 Ke, Bowen,Chen, Hui,Ma, Lin,Zingales, Sarah,Gong, Deying,Hu, Die,Du, Lupei,Li, Minyong. "Visualization of mercury(ii) accumulation: In vivo using bioluminescence imaging with a highly selective probe". . p. 2388 - 2392. Retrieved 2018.
• 4、 Yao, Ya-Hong,Luo, Yun,Li, Jun,Zhang, Feng-Xing. "Synthesis of Novel Porphyrin Derivatives and Their Cytotoxic Activities against A431 Cells". . p. 24 - 29. Retrieved 2016.
• 5、 Lu, Pingping,He, Shuai,Zhou, Yue,Zhang, Yongmin. "Oxidation-Induced Breakage of the Imine Bond and Aggregate Transition in a Se-Containing Dynamic Covalent Surfactant". . p. 2833 - 2842. Retrieved 2021.
• 6、 Bach, Matthias,Lehmann, Anna,Brünnert, Daniela,Vanselow, Jens T.,Hartung, Andreas,Bargou, Ralf C.,Holzgrabe, Ulrike,Schlosser, Andreas,Chatterjee, Manik. "Ugi Reaction-Derived α-Acyl Aminocarboxamides Bind to Phosphatidylinositol 3-Kinase-Related Kinases, Inhibit HSF1-Dependent Heat Shock Response, and Induce Apoptosis in Multiple Myeloma Cells". . p. 4147 - 4160. Retrieved 2017.
• 7、 Abdelmohsen, Loai K. E. A.,Cao, Shoupeng,Dong, Yangyang,Guo, Beibei,Meng, Fenghua,Pijpers, Imke A. B.,Shao, Jingxin,Williams, David S.,Xia, Yifeng,Zhong, Zhiyuan,van Hest, Jan C. M.. "Biodegradable Polymersomes with Structure Inherent Fluorescence and Targeting Capacity for Enhanced Photo-Dynamic Therapy". supporting information. p. 17629 - 17637. Retrieved 2021/07/06.