3-Bromo-5-fluoro-4-hydroxybenzaldehyde

Base Information

• Chemical Name: 3-Bromo-5-fluoro-4-hydroxybenzaldehyde
• CAS No.: 185345-46-4
• Molecular Formula: C7H4BrFO2
• Molecular Weight: 219.01
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID10595694
• Nikkaji Number: J3.299.209I
• Wikidata: Q82490760
• Mol file: 185345-46-4.mol

Synonyms:3-Bromo-5-fluoro-4-hydroxybenzaldehyde;185345-46-4;SCHEMBL987816;DTXSID10595694;FSLFKQZWBRMALB-UHFFFAOYSA-N;AMY28606;CL8306;MFCD21606586;AKOS015999917;5-Bromo-3-Fluoro-4-Hydroxybenzaldehyde;DS-17967;DB-122612;CS-0157742;A880718

Chemical Property of 3-Bromo-5-fluoro-4-hydroxybenzaldehyde

Chemical Property:

• Boiling Point: 238.9±35.0 °C(Predicted)
• PKA: 5.00±0.23(Predicted)
• PSA: 37.30000
• Density: 1.826±0.06 g/cm3(Predicted)
• LogP: 2.10630
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 217.93787
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

95% ^*data from raw suppliers

3-Bromo-5-fluoro-4-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)O)Br)C=O
• Uses: 3-Bromo-5-fluoro-4-hydroxybenzaldehyde can be used to prepare derivatives to treat malignant tumor, as well as, CRTH2 receptor inhibitors to treat inflammatory disorders.

Technology Process of 3-Bromo-5-fluoro-4-hydroxybenzaldehyde

There total 2 articles about 3-Bromo-5-fluoro-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%

2-bromo-6-fluoro-4-cresol (1394291-51-0) → 3-bromo-5-fluoro-4-hydroxybenzaldehyde (185345-46-4)

Guidance literature:

With oxygen; cobalt(II) diacetate tetrahydrate; sodium hydroxide; In ethylene glycol; at 80 ℃; for 8h; under 760.051 Torr;

DOI:10.1016/j.tetlet.2013.12.077

Reference yield: 48.0%

3-fluoro-4-hydroxybenzaldehyde (405-05-0) → 3-bromo-5-fluoro-4-hydroxybenzaldehyde (185345-46-4)

Guidance literature:

With bromine; acetic acid; at 45 ℃; for 26h;

Reference yield: 50.0%

3-bromo-5-fluoro-4-hydroxybenzaldehyde (185345-46-4) + 5-(furan-2-carbonyl)indolin-2-one → 3-(3-bromo-5-fluoro-4-methoxybenzylidene)-5-(furan-2-carbonyl)indolin-2-one

Guidance literature:

With piperidine; In ethanol; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmcl.2018.12.008

upstream raw materials:

3-fluoro-4-hydroxybenzaldehyde

2-bromo-6-fluoro-4-cresol

Downstream raw materials:

4-(3-bromo-5-fluoro-4-hydroxyphenyl)-5,6-diphenyl-3,4-dihydropyrimidin-2(1H)-one

3-fluoro-2-hydroxy-5-(2-oxo-5,6-diphenyl-1,2,3,4-tetrahydropyrimidin-4-yl)benzoic acid

methyl 3-fluoro-2-hydroxy-5-(2-oxo-5,6-diphenyl-1,2,3,4-tetrahydropyrimidin-4-yl)benzoate

Refernces

• 1、 Jiang, Jian-An,Chen, Cheng,Guo, Ying,Liao, Dao-Hua,Pan, Xian-Dao,Ji, Ya-Fei. "A highly efficient approach to vanillin starting from 4-cresol". supporting information. p. 2807 - 2814. Retrieved 2014/05/06.
• 2、 -. "BIARYL OXYACETIC ACID COMPOUNDS". Page/Page column 48. . Retrieved 2011/02/24.