2-Fluorobenzaldehyde

Base Information

• Chemical Name: 2-Fluorobenzaldehyde
• CAS No.: 446-52-6
• Molecular Formula: C7H5FO
• Molecular Weight: 124.115
• Hs Code.: 29130000
• European Community (EC) Number: 207-171-2
• NSC Number: 66829
• UNII: 7ZX20DXB9Z
• DSSTox Substance ID: DTXSID8022030
• Nikkaji Number: J30.717C
• Wikidata: Q27269091
• ChEMBL ID: CHEMBL4084647
• Mol file: 446-52-6.mol

Synonyms:2-Fluorobenzaldehyde;446-52-6;o-Fluorobenzaldehyde;Benzaldehyde, 2-fluoro-;Benzaldehyde, o-fluoro-;ortho-Fluorobenzaldehyde;C7H5FO;Benzaldehyde, fluoro-;fluorobenzaldehyde;MFCD00003302;2-Fluorobenzaldethyde;EINECS 207-171-2;NSC 66829;UNII-7ZX20DXB9Z;BRN 0507155;7ZX20DXB9Z;CHEMBL4084647;NSC-66829;4-07-00-00559 (Beilstein Handbook Reference);Benzaldehyde,2-fluoro;fluoro benzaldehyde;2-fluorobenzaldehye;2-fluorobezaldehyde;2-flurobenzaldehyde;2-fuorobenzaldehyde;o-Fluro benzaldehyde;2-fluoro-benzaldehyd;2-fluoro-benzaldehye;2-fluoro benzaldehyde;2-fluoro-benzaldehyde;2-Fluorobenzaldehyde, 97%;(2-fluoro-phenyl)-methanone;SCHEMBL87096;DTXSID8022030;AMY8706;BCP27434;NSC66829;BDBM50234269;AKOS000119733;CS-W008891;PS-9212;AC-10794;BP-12637;LS-25048;F0190;FT-0612406;O-Fluorobenzaldehyde;EN300-20044;A15575;W-106180;Q27269091;F2190-0626;Z104476570

Chemical Property of 2-Fluorobenzaldehyde

Chemical Property:

• Appearance/Colour: clear colorless to light brown liquid
• Vapor Pressure: 0.796mmHg at 25°C
• Melting Point: -44.5 °C(lit.)
• Refractive Index: 1.522
• Boiling Point: 175.2 °C at 760 mmHg
• Flash Point: 55.1 °C
• PSA: 17.07000
• Density: 1.178 g/cm³
• LogP: 1.63820
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Water Solubility.: INSOLUBLE
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 124.032442941
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

2-Fluorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F,Xn
• Hazard Codes: Xi,F,Xn
• Statements: 10-36/37/38-22
• Safety Statements: 16-26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=O)F
• Uses: 2?-(2-Fluorobenzylidene)-2-hydroxybenzohydrazide was synthesized by the reaction of 2-hydroxybenzoylhydrazine with 2-fluorobenzaldehyde in ethanol. Synthesis of n-aryl indolines from 2-fluorobenzaldehyde dimethylhydrazone derivatives which is an approach to preparation of c(aryl)-n(amine) bond atropisomeric amines. The o-dialkylaminobenzaldehydes were conveniently prepared by nucleophilic displacement of the activated fluorine in 2-fluorobenzaldehyde with the required dialkylamine in hot dimethylformamide. N?-(2-Fluorobenzylidene)-2-(quinolin-8-yloxy) acetohydrazide methanol solvate in the reaction of quinolin-8-yloxyacetic acid hydrazide and 2-fluorobenzaldehyde.

Technology Process of 2-Fluorobenzaldehyde

There total 79 articles about 2-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: 96.0%

2-fluorobenzyl alcohol (446-51-5) → 2-Fluorobenzaldehyde (446-52-6)

Guidance literature:

In neat (no solvent); at 20 ℃; for 0.0666667h; Microwave irradiation;

DOI:10.33224/rrch.2020.65.3.08

Reference yield: 96.0%

o-fluoro-benzoic acid (445-29-4) → 2-Fluorobenzaldehyde (446-52-6)

Guidance literature:

With (CH₃)2NCH₂NpSiH₂Ph; at 150 - 170 ℃;

DOI:10.1016/S0040-4039(00)96426-8

Reference yield: 93.0%

N,N-diethyl 2-fluorobenzamide (10345-76-3) → 2-Fluorobenzaldehyde (446-52-6)

Guidance literature:

With zirconocene dichloride; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at 20 ℃; for 0.0333333h; Inert atmosphere;

DOI:10.1021/ol403183a

upstream raw materials:

2-Fluorotoluene

2-fluorobenzaldehyde-1,1-diacetate

fluorobenzene

carbon monoxide

Downstream raw materials:

(5Z)-5-(2-fluorobenzylidene)-2-thioxo-1,3-thiazolidin-4-one

3,6-bis-(2-fluoro-benzylidene)-piperazine-2,5-dione

2,4'-difluoro-trans-chalcone

(E)-1-(2-hydroxy-phenyl)-3-(2-fluoro-phenyl)-prop-2-en-1-one

Refernces

Synthesis of 2-Aminoquinazolines from ortho-Fluorobenzaldehydes

10.1002/jhet.5570340205

The research aimed to explore the reaction of guanidine carbonate with various ortho-fluorobenzaldehydes as a potential route for preparing 2-aminoquinazolines. The study successfully synthesized eleven new 2-aminoquinazolines in low to moderate yields, with the best results obtained when ortho-fluorobenzaldehydes had an electron-withdrawing substituent at the other ortho position. The researchers encountered complex mixtures with certain substrates, such as 2-fluorobenzaldehyde, 2,5-difluorobenzaldehyde, and 2-fluoro-5-methoxybenzaldehyde, which were not resolved. Key chemicals used in the process included guanidine carbonate, N,N-dimethylacetamide as the solvent, and various ortho-fluorobenzaldehydes with different substituents. The conclusions highlighted the effectiveness of the method in synthesizing 2-aminoquinazolines, especially when electron-withdrawing groups were present, and the limitations when dealing with certain substrates that led to unresolved complex mixtures.

Synthesis and Antitubercular Activity of New Benzo[b]thiophenes

10.1021/acsmedchemlett.6b00077

The research discusses the synthesis and anti-tubercular activity of new benzo[b]thiophene derivatives. The study aimed to develop potential anti-tuberculosis drugs to combat drug-resistant strains of Mycobacterium tuberculosis. The researchers synthesized four series of benzo[b]thiophene-2-carboxylic acid derivatives and evaluated their in vitro and ex vivo efficacies against MTB H37Ra, MDR-MTB, and M. bovis BCG. 2-fluorobenzaldehyde was used as a starting material in the synthesis of benzo[b]thiophene-2-carboxylic acid. The compounds were tested for their minimum inhibitory concentrations (MICs), and several showed significant activity, particularly against dormant BCG, with compound 7b exhibiting high activity against both active and dormant mycobacteria. Cytotoxicity was assessed against human cancer cell lines, and molecular docking studies were performed to understand the ligand-protein interactions with the DprE1 enzyme, a potential drug target for tuberculosis treatment. The synthetic process involved reactions such as Baker-Venkataraman rearrangement and intramolecular cyclization, and the compounds were characterized using techniques like Thin Layer Chromatography (TLC), NMR, FT-IR, and HRMS.