59142-68-6

Basic information

• Product Name: 2-Bromo-4-fluorobenzaldehyde
• Synonyms: 2-BROMO-4-FLUOROBENZALDEHYDE;5-Fluoro-2-formylbromobenzene;2 - broMine - 4 - fluoro benzaldehyde;http://www.syn-guider.com/59142-68-6.html
• CAS NO: 59142-68-6
• Molecular Formula: C₇H₄BrFO
• Molecular Weight: 203.01
• Product Categories: Fluorin-contained benzaldehyde series;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Adehydes, Acetals & Ketones;Bromine Compounds;Fluorine Compounds;Benzaldehyde series;Fluorine series
• Mol File: 59142-68-6.mol
• Article Data: 17

Chemical Properties

• Melting Point: 61.5
• Boiling Point: 234.9 °C at 760 mmHg
• Flash Point: 95.9 °C
• Appearance: /
• Density: 1.70
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 2-Bromo-4-fluorobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4-fluorobenzaldehyde(59142-68-6)
• EPA Substance Registry System: 2-Bromo-4-fluorobenzaldehyde(59142-68-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-52-36-22
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT, LIGHT SENSITIVE
• Hazardous Substances Data: 59142-68-6(Hazardous Substances Data)

Usage

Chemical Properties

White to light yellow solid

InChI:InChI:1S/C7H4BrFO/c8-7-3-6(9)2-1-5(7)4-10/h1-4H

Upstream product

• 79-37-8 oxalyl dichloride 
• 229027-89-8 (2-bromo-4-fluorophenyl)methanol 
• 949168-34-7 methyl 2-(2-bromo-4-fluorophenyl) acetate 
• 61150-59-2 2-(2-bromo-4-fluorophenyl)acetic acid 
• 459-57-4 4-fluorobenzaldehyde 
• 36282-26-5 2-bromo-4-fluorobenzonitrile 
• 1194-02-1 4-fluorobenzonitrile 
• 1006-41-3 2-bromo-4-fluorobenzoic acid 
• 1422-53-3 2-bromo-4-fluorotoluene 

Downstream Products

• 59142-69-7 2-bromo-4,4'-difluorobenzhydrol 
• 524938-10-1 4-fluoro-2-[2-phenylsulfonyl-2-(trimethylsilyl)ethyl]benzaldehyde 
• 198967-20-3 2-bromo-4-fluoro-benzaldehyde diethyl acetal 
• 1086600-42-1 1-(2-bromo-4-fluorophenyl)-N,N-dimethylmethanamine 
• 1086599-92-9 2-amino-1-(2-bromo-4-fluorophenyl)ethanol 
• 1086599-53-2 1-(2-bromo-4-fluorophenyl)-2,2,2-trifluoroethan-1-ol 
• 1086599-58-7 1-(2-bromo-4-fluorophenyl)-propan-1-ol 
• 1086600-28-3 1-(2-bromo-4-fluoro-phenyl)-3-[1,3]dioxan-2-yl-propan-1-ol 
• 1152719-92-0 C₁₂H₁₄BrFO₂ 
• 749874-24-6 2-ethynyl-4-fluorobenzaldehyde 
• 1174063-56-9 ethyl 9-fluoro-2-methylimidazo[2,1-a]phthalazine-3-carboxylate 
• 1202518-86-2 2-(2-bromo-4-fluorophenyl)-1,4,5,6-tetrahydropyrimidine 
• 89226-83-5 4-fluoro phthalaldehyde 
• 1258512-11-6 (E)-3-(2-(1,3-dioxolan-2-yl)-5-fluorophenyl)-1-(4-chlorophenyl)prop-2-en-1-one 

Relevant articles and documents

Zwitterion-induced organic-metal hybrid catalysis in aerobic oxidation

In many metal catalyses, the traditional strategy of removing chloride ions is to add silver salts via anion exchange to obtain highly active catalysts. Herein, we reported an alternative strategy of removing chloride anions from ruthenium trichloride using an organic [P+-N-] zwitterionic compound via multiple hydrogen bond interactions. The resultant organic-metal hybrid catalytic system has successfully been applied to the aerobic oxidation of alcohols, tetrahydroquinolines, and indolines under mild conditions. The performance of zwitterion is far superior to that of many other common Lewis bases or Br?nsted bases. Mechanistic studies revealed that the zwitterion triggers the dissociation of chloride from ruthenium trichloride via nonclassical hydrogen bond interaction. Preliminary studies show that the zwitterion is applicable to catalytic transfer semi-hydrogenation.

Preparation method of 2-bromine-4-fluorobenzaldehyde

The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of 2-bromine-4-fluorobenzaldehyde. The method comprises the following steps that (1)4-fluorobenzaldehyde is dissolved in an acid solution to be prepared into 0.1 to 100mol/L of 4-fluorobenzaldehyde acid solution; (2) the temperature of the solution is raised to 30 to 100 DEG C; bromination reagents are added while stirring is performed; stirring reaction is performed for 1 to 24h; (3) the bromination reagents are added again; stirring reaction is performed for 24 to 72h; (4) after the reaction is finished, reaction liquid is poured into ice water; (5) water phases are extracted by alkane solvents; organic phases are merged and are washed; pressure reduction concentration isperformed to remove organic solvents; 2-bromine-4-fluorobenzaldehyde crude products are obtained; the crude products are refined; the target product of 2-bromine-4-fluorobenzaldehyde is obtained. Theraw materials are cheap and can be easily obtained; the used bromination reagents are environment-friendly water treatment agents; the purification method of the target product is simple; the industrial production is facilitated.

Fe(III)-catalyzed trityl benzyl ether formation and disproportionation cascade reactions to yield benzaldehydes

During investigating water-compatible Lewis acids catalyzed etherifications using alcohols as alkylating reagents directly, we developed Fe(III)-catalyzed trityl benzyl ether formations irradiated by microwave. Then an in situ trityl benzyl ether formation and disproportionation cascade reaction was achieved to yield the benzaldehyde products with good functional group tolerances under neat conditions at relative higher temperatures. The substituent effects of the substrates on the etherification and disproportionation were explored by changing the substitutions on benzyl alcohols and triarylmethanols using chemical kinetic plots methods and the mechanism of the transformation was studied by crossover experiments. The etherification and disproportionation cascade process could be conveniently scaled up in laboratory without losing much efficiency.