106876-54-4

Basic information

• Product Name: 4-Amino-2,2-difluoro-1,3-benzodioxole
• Synonyms: 2,2-DIFLUORO-4-AMINO-1,3-BENZODIOXOLE;2,2-DIFLUORO-4-AMINOBENZODIOXOLE;4-AMINO-2,2-DIFLUORO-1,3-BENZODIOXOLE;4-AMINO-2,2-DIFLUOROBENZODIOXOLE;4-Amino-2,2-difluoro-1,3-benzodioxole, 97+%;4-Amino-2,2-difluoro-1,3-benzodioxole 98%;4-Amino-2,2-difluoro-1,3-benzodioxole98%;2,2-Difluoro-1,3-benzodioxol-4-amine, 2,3-(Difluoromethylenedioxy)aniline
• CAS NO: 106876-54-4
• Molecular Formula: C₇H₅F₂NO₂
• Molecular Weight: 173.12
• Mol File: 106876-54-4.mol

Chemical Properties

• Boiling Point: 200.988 °C at 760 mmHg
• Flash Point: 75.355 °C
• Appearance: /
• Density: 1.517 g/cm³
• Vapor Pressure: 0.315mmHg at 25°C
• Refractive Index: 1.556
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 3.26±0.40(Predicted)
• Water Solubility: Not miscible or difficult to mix in water.
• CAS DataBase Reference: 4-Amino-2,2-difluoro-1,3-benzodioxole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-2,2-difluoro-1,3-benzodioxole(106876-54-4)
• EPA Substance Registry System: 4-Amino-2,2-difluoro-1,3-benzodioxole(106876-54-4)

Safety Data

• Hazard Codes: T
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 2810
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 106876-54-4(Hazardous Substances Data)

Usage

Uses

4-Amino-2,2-difluoro-1,3-benzodioxole is used in organic synthesis.

InChI:InChI=1/C7H5F2NO2/c8-7(9)11-5-3-1-2-4(10)6(5)12-7/h1-3H,10H2

Upstream product

• 126120-83-0 1-(2,2-difluorobenzo[1,3]dioxan-4-yl)ethanone 
• 148928-60-3 2,2-difluoro-4-nitrobenzo[d][1,3]dioxolane 
• 106876-53-3 2,2-difluoro-1,3-benzodioxole-4-carboxamide 
• 126120-85-2 2,2-difluoro-1,3-benzodioxole-4-carboxylic acid 
• 1583-59-1 2,2-difluoro-1,3-benzodioxole 
• 149045-81-8 5,6-dichloro-4-nitro-2,2-difluoro-benzo(1.3)dioxole 

Relevant articles and documents

Bactericide and application thereof

The invention especially relates to a bactericide, belonging to the technical field of agriculture. The bactericide contains a compound as shown in a formula (A) which is described in the specification. In the formula (A), X1 and X2 are selected from fluorine and chlorine and may be same or different; and R1 and R2 are selected from a group consisting of aliphatic alkyl groups having carbon numbers of 1 to 20 and aryl groups composed of carbon and hydrogen and having carbon numbers of 6 to 20.

Bactericide and application thereof

The invention especially relates to a bactericide, belonging to the technical field of agriculture. The bactericide contains a compound as shown in a formula (A) which is described in the specification. In the formula (A), X1 and X2 are selected from fluorine; and R1, R2 are selected from a group consisting of a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group and a phenyl group.

Sterilizing agent and application thereof

The invention relates to the technical field of agriculture, in particular to a sterilizing agent. The sterilizing agent comprises a compound as shown in formula (A): (shown in the description), wherein X1 and X2 are selected from fluorine and chlorine, and X1 and X2 can be same or can be different; R1 and R2 are selected from aliphatic alkyl with a carbon atom number of 1 to 20 and aryl with a carbon atom number of 6 to 20 consisting of carbon and hydrogen; and R is selected from aliphatic alkyl with a carbon atom number of 1 to 20.

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.

Process for the preparation of fluorine-substituted aminobenzodioxoles and -benzodioxanes and new intermediates

According to the invention, a new process for the preparation of fluorine-substituted aminobenzodioxoles and -benzodioxanes of the formula (I) STR1 in which n represents an integer 1 or 2, has been found, in which fluorine-substituted nitrohalogeno-benzodioxoles and -benzodioxanes, which are likewise new, are hydrogenated. The novel intermediates are obtained from fluorine-substituted benzodioxoles and benzodioxanes by halogenation and subsequent nitration. The amino compounds are important starting materials for highly active biocides.

Pesticidal compositions

2,2-Difluoro-4-(2',4'-dinitro-6'-trifluoromethylanilino)-1,3-benzodioxole of the formula STR1 is suitable as a pesticide. In combination with carriers and further adjuvants, said compound can be employed for controlling pests, in particular phytopathogeni