2-Bromo-4-hydroxybenzaldehyde

Base Information

• Chemical Name: 2-Bromo-4-hydroxybenzaldehyde
• CAS No.: 22532-60-1
• Molecular Formula: C7H5BrO2
• Molecular Weight: 201.019
• Hs Code.: 2913000090
• European Community (EC) Number: 801-622-2
• DSSTox Substance ID: DTXSID50454650
• Nikkaji Number: J863.936A
• Wikidata: Q72456791
• Mol file: 22532-60-1.mol

Synonyms:2-Bromo-4-hydroxybenzaldehyde;22532-60-1;Benzaldehyde, 2-bromo-4-hydroxy-;MFCD16999767;2-bromo-4-hydroxy-benzaldehyde;Brom-p-oxybenzaldehyd;SCHEMBL1269989;Benzaldehyde, 2-broMo-4-hydroxy;DTXSID50454650;OCBOCCOUCDGNKX-UHFFFAOYSA-N;CL9089;AKOS016002677;CS-W005222;MB25584;AM803546;DS-17690;SY024447;FT-0754563;EN300-51165;A846872;Z622749802

Chemical Property of 2-Bromo-4-hydroxybenzaldehyde

Chemical Property:

• Boiling Point: 292.4±20.0 °C(Predicted)
• PKA: 6.81±0.18(Predicted)
• PSA: 37.30000
• Density: 1.737±0.06 g/cm3(Predicted)
• LogP: 1.96720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.7
• 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

2-Bromo-4-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)Br)C=O
• Use Description: Benzaldehyde, 2-bromo-4-hydroxy, a specific chemical compound, serves distinct functions across various fields. In the pharmaceutical sector, it acts as a crucial intermediate in the synthesis of pharmaceutical compounds, contributing to the development of molecules with potential therapeutic applications. In organic synthesis, this compound serves as a versatile building block, enabling the creation of complex structures and supporting advancements in chemical research. Furthermore, in the realm of fragrance and flavor industries, it plays a pivotal role in creating distinctive scents and tastes in perfumes, cosmetics, and food products. Its multifaceted applications in pharmaceuticals, chemistry, and fragrances underscore its importance in driving innovation and progress in these critical areas of science, industry, and sensory experiences.

Technology Process of 2-Bromo-4-hydroxybenzaldehyde

There total 16 articles about 2-Bromo-4-hydroxybenzaldehyde 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: 88.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 2-bromo-4-hydroxybenzaldehyde (22532-60-1)

Guidance literature:

With 1,2-diphenyl-1,1,2,2-tetrahydroperoxyethane; hydrogen bromide; In water; acetonitrile; at 20 ℃; for 2.5h;

DOI:10.1016/j.tet.2018.09.041

Reference yield: 46.0%

4-(1,3-dimethylimidazolidin-2-yl)phenol (83521-93-1) → 2-bromo-4-hydroxybenzaldehyde (22532-60-1)

Guidance literature:

4-(1,3-dimethylimidazolidin-2-yl)phenol; With n-butyllithium; In diethyl ether; pentane; at -78 - 20 ℃; for 24h; Inert atmosphere;

With carbon tetrabromide; In diethyl ether; pentane; at -78 - 20 ℃; Inert atmosphere;

With hydrogenchloride; water; In diethyl ether; pentane; at 20 ℃; for 2h;

DOI:10.1021/ol201332u

Reference yield: 44.0%

2-bromo-4-methoxybenzaldehyde (43192-31-0) → 2-bromo-4-hydroxybenzaldehyde (22532-60-1)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

upstream raw materials:

hydrogen cyanide

3-Bromophenol

chloroform

Bromoform

Downstream raw materials:

8-Hydroxy-10-methyl-3-phenyl-10H-pyrimido[4,5-b]quinoline-2,4-dione

2-bromo-4-(methoxymethoxy)benzaldehyde

2-bromo-4-(3-bromopropoxy)benzaldehyde

4-(3-bromopropoxy)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Refernces

• 1、 Khosravi, Kaveh,Naserifar, Shirin. "1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane: An efficient and high oxygen content oxidant in various oxidative reactions". supporting information. p. 6584 - 6592. Retrieved 2018/10/05.
• 2、 -. "DUAL SGLT1/SGLT2 INHIBITORS". Paragraph 0377. . Retrieved 2014/09/29.