2,3,4,5-Tetrafluorobenzaldehyde

Base Information

• Chemical Name: 2,3,4,5-Tetrafluorobenzaldehyde
• CAS No.: 16583-06-5
• Molecular Formula: C7H2F4O
• Molecular Weight: 178.086
• Hs Code.: 2913000090
• European Community (EC) Number: 677-586-5
• DSSTox Substance ID: DTXSID10370084
• Nikkaji Number: J1.882.612G
• Wikidata: Q72505059
• Mol file: 16583-06-5.mol

Synonyms:2,3,4,5-Tetrafluorobenzaldehyde;16583-06-5;Benzaldehyde, 2,3,4,5-tetrafluoro-;MFCD02683041;tetrafluorobenzaldehyde;SCHEMBL295466;DTXSID10370084;2,3,4,5-Tetrafluoro-benzaldehyde;AKOS015889720;AC-3856;AM61793;BS-15599;CS-0060283;FT-0609338;T1897;2,3,4,5-Tetrafluorobenzaldehyde, AldrichCPR;A21290;EN300-333609;Z1255431657

Chemical Property of 2,3,4,5-Tetrafluorobenzaldehyde

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 1.08mmHg at 25°C
• Melting Point: 63-65 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• Refractive Index: 1.459-1.461
• Boiling Point: 176.6 °C at 760 mmHg
• Flash Point: 64.1 °C
• PSA: 17.07000
• Density: 1.509 g/cm³
• LogP: 2.05550
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 178.00417733
• Heavy Atom Count: 12
• Complexity: 175

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3,4,5-Tetrafluorobenzaldehyde >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:; R36/37/38:
• Safety Statements: S26:; S36/37/39:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C(=C1F)F)F)F)C=O

Technology Process of 2,3,4,5-Tetrafluorobenzaldehyde

There total 5 articles about 2,3,4,5-Tetrafluorobenzaldehyde 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:

1,2,3,4-tetrafluorobenzene (551-62-2) + formic acid ethyl ester (109-94-4) → 2,3,4,5-tetrafluorobenzaldehyde (16583-06-5)

Guidance literature:

1,2,3,4-tetrafluorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

formic acid ethyl ester; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/acs.joc.5b01524

Reference yield:

2,3,4,5-tetrafluorobenzyl alcohol (53072-18-7) → 2,3,4,5-tetrafluorobenzaldehyde (16583-06-5)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction; 1) CH₂Cl₂, -78 gradC, 15 min, 2) warmed to r.t.;

DOI:10.1021/jo00062a030

Reference yield:

1,2,3,4-tetrafluorobenzene (551-62-2) → 2,3,4,5-tetrafluorobenzaldehyde (16583-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂, SO₃/H₂SO₄

2: (i) Mg, Et₂O, (ii) /BRN= 636496/

With sulfuric acid; sulfur trioxide; bromine;

DOI:10.1016/S0040-4020(01)92570-0

upstream raw materials:

1-bromo-2,3,4,5-tetrafluorobenzene

N-methyl-N-phenylformamide

2,3,4,5-tetrafluorobenzyl alcohol

1,2-dibromo-3,4,5,6-tetrafluorobenzene

Downstream raw materials:

2-iodo-3,4,5,6-tetrafluorophenylbenzaldehyde

Refernces

• 1、 Hong, Wan Pyo,Lee, Kee-Jung. "Baylis-Hillman route to several quinolone antibiotic intermediates". . p. 963 - 968. Retrieved 2007/10/03.