3,5-Difluorobenzaldehyde

Base Information

• Chemical Name: 3,5-Difluorobenzaldehyde
• CAS No.: 32085-88-4
• Molecular Formula: C7H4F2O
• Molecular Weight: 142.105
• Hs Code.: 29124990
• European Community (EC) Number: 608-701-9
• DSSTox Substance ID: DTXSID30343199
• Nikkaji Number: J1.455.012G
• Wikidata: Q72462375
• Mol file: 32085-88-4.mol

Synonyms:3,5-Difluorobenzaldehyde;32085-88-4;BENZALDEHYDE, 3,5-DIFLUORO-;MFCD00010329;3,5-difluoro-benzaldehyde;3,5difluorobenzaldehyde;3,5-diflourobenzaldehyde;3, 5-difluorobenzaldehyde;SCHEMBL96269;(3,5-difluorophenyl)methanone;3,5-Difluorobenzaldehyde, 98%;ASOFZHSTJHGQDT-UHFFFAOYSA-;DTXSID30343199;CS-D1127;STK510037;AKOS005255053;AB01034;AC-3836;PS-9010;A1633;AM20040165;D2626;FT-0614589;EN300-50949;A937187;J-511324;2-METHYL-3-BUTYN-2-YL2-TETRAHYDROPYRANYLETHER;Z608082892

Chemical Property of 3,5-Difluorobenzaldehyde

Chemical Property:

• Appearance/Colour: colorless to pale yellow liquid
• Vapor Pressure: 0.292mmHg at 25°C
• Melting Point: 17 °C
• Refractive Index: n20/D 1.493(lit.)
• Boiling Point: 166.5 °C at 760 mmHg
• Flash Point: 56.1 °C
• PSA: 17.07000
• Density: 1.296 g/cm³
• LogP: 1.77730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 142.02302107
• Heavy Atom Count: 10
• Complexity: 117

Purity/Quality:

99% ^*data from raw suppliers

3,5-Difluorobenzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C=C1F)F)C=O
• Chemical Composition and Structure: 3,5-Difluorobenzaldehyde is a benzaldehyde derivative which contains a benzene ring substituted with two fluorine atoms and an aldehyde functional group.
• Uses: Synthesis of Fluorine-Functionalized Nanoporous Polymers:; Serves as a precursor in the synthesis of nanoporous polymers for selective adsorption/separation of ethylene, C1–C3 alkanes, and CO2.^[1]; ; Design of Novel TrkA Inhibitors:; Used in the synthesis of phenyl thiazole/triazole derivatives as selective TrkA inhibitors for potential anti-tumor efficacy.^[2]; ; Bioisosteric Modification:; Utilized in the design and synthesis of novel inhibitors of α-L-fucosidase through bioisosteric modification.^[3]
• References: [1] Fluorine-Functionalized Nanoporous Polymers for Selective Adsorption/Separation of Ethylene, C1–C3 Alkanes, and CO2; DOI 10.1021/acsanm.1c03373; [2] Design, synthesis and anti-tumor efficacy of novel phenyl thiazole/triazole derivatives as selective TrkA inhibitors; DOI 10.1016/j.bmc.2022.116995; [3] Bioisosteric modification of known fucosidase inhibitors to discover a novel inhibitor of α-L-fucosidase; DOI 10.1039/C6RA24939F

Technology Process of 3,5-Difluorobenzaldehyde

There total 15 articles about 3,5-Difluorobenzaldehyde 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%

3,5-difluorobenzyl alcohol (79538-20-8) → 3,5-difluorobenzaldehyde (32085-88-4)

Guidance literature:

With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium nitrite; In dichloromethane; water; at 20 ℃; for 10h; under 760.051 Torr; in air;

DOI:10.1002/chem.200701818

Reference yield: 76.0%

1,3-difluoro-5-methylbenzene (117358-51-7) → 3,5-difluorobenzaldehyde (32085-88-4)

Guidance literature:

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

DOI:10.1016/j.jphotochem.2021.113455

Reference yield: 66.0%

raney catalyst powder + 3,5-difluorobenzonitrile (64248-63-1) → 3,5-difluorobenzaldehyde (32085-88-4)

Guidance literature:

In formic acid;

upstream raw materials:

N-(3,5-difluorobenzyl) N-(2-cyanoethyl)-4-methylaniline

3,5-difluorobenzyl alcohol

3,5-difluorobromobenzene

2,4-difluorophenylamine

Downstream raw materials:

(trans)-3-(3,5-difluorophenyl)acrylic acid

N-(3,5-difluorobenzylidene)-4-methylaniline

N-(3,5-difluorobenzyl)ethylenediamine

methyl (2Z)-2-{[(benzyloxy)carbonyl]amino}-3-(3,5-difluorophenyl) acrylate

Refernces

• 1、 Geng, Zhenzhen,Zhang, Hong-Yu,Yin, Guohui,Zhang, Yuecheng,Zhao, Jiquan. "A one-pot synthesis of benzimidazoles via aerobic oxidative condensation of benzyl alcohols with o-phenylenediamines catalyzed by [MIMPs]+Cl-/NaNO2/TEMPO". . p. 557 - 565. Retrieved 2020/03/30.
• 2、 Zhang, Ying,Jiang, Xiao,Wang, Jin-Mei,Chen, Jing-Lei,Zhu, Yong-Ming. "Palladium-catalyzed synthesis of aldehydes from aryl halides and tert-butyl isocyanide using formate salts as hydride donors". . p. 17060 - 17063. Retrieved 2015/03/30.