2-Bromo-5-fluorobenzaldehyde

Base Information

• Chemical Name: 2-Bromo-5-fluorobenzaldehyde
• CAS No.: 94569-84-3
• Molecular Formula: C7H4BrFO
• Molecular Weight: 203.011
• Hs Code.: 29130000
• DSSTox Substance ID: DTXSID40378371
• Nikkaji Number: J2.002.877G
• Wikidata: Q72455735
• Mol file: 94569-84-3.mol

Synonyms:2-bromo-5-fluorobenzaldehyde

Chemical Property of 2-Bromo-5-fluorobenzaldehyde

Chemical Property:

• Vapor Pressure: 0.0845mmHg at 25°C
• Melting Point: 51-56 °C(lit.)
• Refractive Index: 1.584
• Boiling Point: 225.8 °C at 760 mmHg
• Flash Point: 90.4 °C
• PSA: 17.07000
• Density: 1.67 g/cm³
• LogP: 2.40070
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Soluble in methanol.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 201.94296
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-5-fluorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)C=O)Br
• Uses: 2-Bromo-5-fluorobenzaldehyde is used as a precursor for the synthesis of 5-fluoro-3-substituted benzoxaboroles, which is used in material science as molecular receptors, building block in crystal engineering, as steroid conjugates for molecular imprinting , dyes and biosensors of alpha hydroxyl carboxylic acids. It is also used in the synthesis of 5-arylindazolo[3,2-b]quinazolin-7(5H)-one by reacting with 2-amino-N'-arylbenzohydrazide in the presence of Copper(I) bromide by the Ullmann-type reaction. 2-Bromo-5-fluorobenzaldehyde may be used in the synthesis of dihydrobenzoxaboroles bearing aryl, heteroaryl or vinyl substituents at the 1-position and 5-fluoro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole.

Technology Process of 2-Bromo-5-fluorobenzaldehyde

There total 13 articles about 2-Bromo-5-fluorobenzaldehyde 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: 97.0%

2-bromo-5-fluorobenzyl alcohol (202865-66-5) → 2-bromo-5-fluorobenzaldehyde (94569-84-3)

Guidance literature:

With tert.-butylhydroperoxide; In toluene; at 120 ℃; for 4h;

DOI:10.1039/c7nj02062g

Reference yield: 87.0%

C8H7BrFNO → 2-bromo-5-fluorobenzaldehyde (94569-84-3)

Guidance literature:

With formaldehyd; toluene-4-sulfonic acid; In tetrahydrofuran; water; at 100 ℃; for 0.25h; Microwave irradiation;

DOI:10.1021/jo200853j

Reference yield: 73.0%

2-Bromo-5-fluorotoluene (452-63-1) → 2-bromo-5-fluorobenzaldehyde (94569-84-3)

Guidance literature:

With C₁₅H₁₁ClN₄SZn; p-benzoquinone; In tert-butyl alcohol; for 8h; Reagent/catalyst;

DOI:10.1016/j.jphotochem.2021.113455

upstream raw materials:

2-bromo-5-fluorobenzyl bromide

2-bromo-5-fluorobenzyl alcohol

2-Bromo-5-fluorotoluene

3-fluorobenzaldehyde O-methyloxime

Downstream raw materials:

2-bromo-5-fluorobenzyl alcohol

1-bromo-4-fluoro-2-(2-methyl-propenyl)-benzene

1-(2′-bromo-5′-fluorophenyl)ethan-1-ol

5-fluoro-2-(2-phenylethynyl)benzaldehyde