119895-68-0

Basic information

• Product Name: 2,2-Difluorobenzodioxole-4-carboxaldehyde
• Synonyms: 2,2-DIFLUORO-1,3-BENZODIOXOLE-4-CARBOXALDEHYDE;2,2-DIFLUORO-BENZO[1,3]DIOXOLE-4-CARBALDEHYDE;2,2-DIFLUORO-4-FORMYL-1,3-BENZODIOXOLE;2,2-DIFLUORO-4-FORMYLBENZODIOXOLE;4-FORMYL-2.2-DIFLUORO-1.3-BENZODIOXOLE;2,2-Difluorobenzodioxole-4-carboxaldehyde;2,2-Difluorobenzodioxole-4-carboxaldehyde 98%;2,2-Difluorobenzodioxole-4-carboxaldehyde98%
• CAS NO: 119895-68-0
• Molecular Formula: C₈H₄F₂O₃
• Molecular Weight: 186.11
• Mol File: 119895-68-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 210.641 °C at 760 mmHg
• Flash Point: 91℃
• Appearance: /
• Density: 1.423 g/mL at 25 °C
• Vapor Pressure: 0.108mmHg at 25°C
• Refractive Index: 1.4955
• Storage Temp.: ?20°C
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2,2-Difluorobenzodioxole-4-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Difluorobenzodioxole-4-carboxaldehyde(119895-68-0)
• EPA Substance Registry System: 2,2-Difluorobenzodioxole-4-carboxaldehyde(119895-68-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 119895-68-0(Hazardous Substances Data)

Usage

General Description

2,2-Difluorobenzodioxole-4-carboxaldehyde is a chemical compound with the molecular formula C9H5F2O3. It is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. 2,2-Difluorobenzodioxole-4-carboxaldehyde is a versatile intermediate in organic synthesis due to its unique structural features, which make it suitable for the construction of various biologically active molecules. It is also known for its potential applications in the development of new drug candidates and functional materials. 2,2-Difluorobenzodioxole-4-carboxaldehyde is a valuable chemical for the pharmaceutical industry and research community, owing to its diverse synthetic and medicinal properties.

InChI:InChI=1/C8H5F4NO2/c9-7(10)8(11,12)15-6-4(13)2-1-3-5(6)14-7/h1-3H,13H2

Upstream product

• 149045-77-2 4-dichloromethyl-2,2-difluorobenzo[1,3]dioxole 
• 100-97-0 hexamethylenetetramine 
• 75-71-8 Dichlorodifluoromethane 
• 24677-78-9 2,3-dihydroxybenzaldehyde 
• 7681-38-1 sodium hydrogen sulfate 
• 72769-05-2 4-(bromomethyl)-2,2-difluoro-1,3-benzodioxole 
• 1583-59-1 2,2-difluoro-1,3-benzodioxole 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 131341-86-1 Fludioxonil 
• 531508-58-4 3-(2,2-difluoro-1,3-benzodioxol-4-yl)propyl benzenesulfonate 
• 531508-56-2 (2,2-difluoro-1,3-benzodioxol-4-yl)methyl benzenesulfonate 
• 531508-46-0 (2,2-difluorobenzo[d][1,3]dioxol-4-yl)methanamine 
• 157437-24-6 (2,2-difluoro-1,3-benzodioxol-4-yl)acetonitrile 
• 157437-25-7 (2,2-difluoro-1,3-benzodioxol-4-yl)methanol 
• 161886-18-6 2,2-difluoro-1,3-benzodioxol-4-carbonitrile 

Relevant articles and documents

A new method for preparing intermediates of Fludioxonil (by machine translation)

The invention relates to the field of organic synthesis, in particular to a new method for preparing intermediates of Fludioxonil. Difluoro [...] formaldehyde intermediate the synthesis method of the cyclization, chlorinated, fluorine exchange, hydrolysis and the like steps to synthesize. The process is complicated, the unit step more, harsh requirements on equipment, and the yield is low, to the detriment of the industrial production. The invention relates to O-vanillin as the starting material, the preparation of 2, 3 - dihydroxy benzaldehyde, with difluorodichloromethane reaction, in the presence of a, cyclization to obtain important [...] formaldehyde intermediate, not only the process is greatly improved, and the yield is high, waste water is less, there are better application value. (by machine translation)

A homologous series of O- and N-functionalized 2,2-difluoro-1,3-benzodioxoles: An exercise in organometallic methodology

The conversion of 2,2-difluoro-1,3-benzodioxole, an exceptionally acidic arene, via a 4-lithiated intermediate into more than three dozen new derivatives was conceived as a case study. The lithiated species was trapped by C0-electrophiles (4-toluenesulfonyl azide, fluorodimethoxyborane, iodine), C1-electrophiles (carbon dioxide, N,N-dimethylformamide, formaldehyde, dimethyl sulfate), C2-electrophiles (oxalic acid diesters, oxirane), C3-electrophiles (oxetane), and higher alkyl iodides. The resulting carboxylic acid 1a may be treated with organolithium compounds to afford ketones (e.g. 10) and the aldehyde 9 can be condensed with nitromethane or acetic anhydride under basic conditions. If not oxidized with chromium trioxide to the corresponding carboxylic acids, the alcohols 2b, 2c, and 2d can be transformed into the corresponding bromides (12) or sulfonates (13). Their condensation with nitrogen-containing C0-nucleophiles (hydroxylamine, sodium azide, potassium phthalimide), C1-nucleophiles (potassium cyanide), and C2-nucleophiles (aceto-nitrile) opens a convenient access to the amines 3. Other reactions gave, despite a proven track record in other areas, only moderate yields. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

2,2-difluorobenzo (1,3)-dioxole-carbaldehydes and new intermediate products

According to the invention, a new process has been found for the preparation of 2,2-difluoro-benzo[1,3]-dioxole-carbaldehydes of the formula (I) STR1 in which benzo[1,3]dioxole-carbaldehydes are chlorinated, the 2,2-dichloro-dichloromethylbenzo[1,3]dioxoles formed, which are likewise new, are partly fluorinated to give the 2,2-difluoro-dichloromethyl-benzo[1,3]dioxoles, which are likewise new, and these are then reacted with urotropin to give the desired compounds.