75999-66-5

Basic information

• Product Name: 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE
• Synonyms: 2,2,2-Trifluoro-N-(4-methoxyphenyl)ethanimidoyl Chloride;N-(4-Methoxyphenyl)-2,2,2-trifluoroacetimidoyl Chloride;N-(4-Methoxyphenyl)trifluoroacetimidoyl Chloride
• CAS NO: 75999-66-5
• Molecular Formula: C₉H₇ClF₃NO
• Molecular Weight: 237.61
• Product Categories: Aromatics Compounds;Aromatics;Intermediates
• Mol File: 75999-66-5.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 98°C/14mmHg(lit.)
• Flash Point: 94.5°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 0.0886mmHg at 25°C
• Refractive Index: 1.5080 to 1.5120
• Solubility: Chloroform, Hexane
• PKA: -1.45±0.50(Predicted)
• CAS DataBase Reference: 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE(75999-66-5)
• EPA Substance Registry System: 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE(75999-66-5)

Safety Data

• RIDADR: UN 3265 8/PG III
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 75999-66-5(Hazardous Substances Data)

Usage

Description

2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE, also known as N-(4-Methoxyphenyl)trifluoroacetimidoyl Chloride (CAS# 75999-66-5), is an organic compound with a trifluoromethyl group, an acetimidoyl chloride group, and a 4-methoxyphenyl group. It is characterized by its reactivity and versatility in chemical reactions, making it a valuable intermediate in organic synthesis.

Uses

Used in Organic Synthesis:
2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE is used as a synthetic intermediate for the preparation of various organic compounds. Its unique structure allows it to participate in a wide range of chemical reactions, such as nucleophilic substitution, addition, and rearrangement reactions, enabling the synthesis of complex organic molecules with potential applications in various fields.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE is used as a building block for the development of new drugs. Its reactivity and structural features make it suitable for the synthesis of bioactive molecules with potential therapeutic properties. It can be used in the design and synthesis of novel drug candidates targeting various diseases and medical conditions.
Used in Agrochemical Industry:
2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE is also used in the agrochemical industry for the synthesis of new pesticides and agrochemicals. Its unique chemical properties allow it to be incorporated into the molecular structures of these compounds, potentially enhancing their efficacy and selectivity in controlling pests and diseases in agriculture.
Used in Material Science:
In the field of material science, 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE can be used as a precursor for the development of new materials with specific properties. Its ability to participate in various chemical reactions allows it to be incorporated into the synthesis of polymers, coatings, and other materials with potential applications in industries such as electronics, automotive, and aerospace.

InChI:InChI=1/C9H7ClF3NO/c1-15-7-4-2-6(3-5-7)14-8(10)9(11,12)13/h2-5H,1H3/b14-8+

Upstream product

• 104-94-9 4-methoxy-aniline 
• 76-05-1 trifluoroacetic acid 
• 332-34-3 2,2,2-trifluoro-N-(4-methoxy-phenyl)-acetamide 

Downstream Products

• 126855-74-1 N-(4-methoxyphenyl)-1,1,1-trifluorobutan-2-imine 
• 126855-75-2 (4-Methoxy-phenyl)-[1-trifluoromethyl-prop-2-en-(Z)-ylidene]-amine 
• 126855-77-4 (4-Methoxy-phenyl)-[1-trifluoromethyl-non-(Z)-ylidene]-amine 
• 155447-36-2 N-(4-hydroxyphenyl)-N'-(4-methoxylphenyl)-2,2,2-trifluoroethanimidamide 
• 134481-27-9 N-(4-methoxyphenyl)-2,2,2-trifluoroacetimidoyl iodide 
• 137927-25-4 N-(4-methoxyphenyl)-N'-(4-methylphenyl)-2,2,2-trifluoroethanimidamide 
• 137927-26-5 N-(4-chlorophenyl)-N'-(4-methoxylphenyl)-2,2,2-trifluoroethanimidamide 
• 137927-24-3 2,2,2-trifluoro-N-4-methoxyphenyll-N'-4-methoxyphenyl-acetamidine 
• 155447-39-5 N-(4-methoxyphenyl)-N'-phenyl-2,2,2-trifluoroethanimidamide 
• 126855-78-5 N-(4-methoxyphenyl)-3-phenyl-1,1,1-trifluoropropan-2-imine 
• 126855-76-3 (4-Methoxy-phenyl)-[1-trifluoromethyl-but-3-en-(Z)-ylidene]-amine 

Relevant articles and documents

Silver-Mediated [3 + 2] Cycloaddition of Azomethine Ylides with Trifluoroacetimidoyl Chlorides for the Synthesis of 5-(Trifluoromethyl)imidazoles

A silver-mediated [3 + 2] cycloaddition of azomethine ylides with trifluoroacetimidoyl chlorides for the rapid assembly of 5-(trifluoromethyl)imidazoles has been developed. Notable features of the reaction include readily accessible reagents, a broad substrate scope, and high efficiency. The protocol can be successfully applied to construct the analogue of the specific allosteric modulator of GABAA receptors. The silver species could be recycled by a simple operation.

Synthesis of 5-Trifluoromethyl-1,2,4-Triazoles via Metal-Free Annulation of Trifluoroacetimidohydrazides and Methyl Ketones

A metal-free approach for the synthesis of 5-trifluoromethyl-1,2,4-triazoles via I2-mediated [4+1] annulation of readily available trifluoroacetimidohydrazides and methyl ketones has been achieved. The transformation involves iodination/Kornblum oxidation, intermolecular dehydration condensation and an iodine-mediated intramolecular cyclization/aromatization sequence. The developed protocol can be easily scaled up to 3 mmol scale without obvious efficiency decrease and be implemented by a consecutive one-pot manner. (Figure presented.).

Annulation of CF3-Imidoyl Sulfoxonium Ylides with 1,3-Dicarbonyl Compounds: Access to 1,2,3-Trisubstituted 5-Trifluoromethylpyrroles

A lithium-bromide-promoted nucleophilic substitution/annulation cascade reaction between CF3-imidoyl sulfoxonium ylides and 1,3-dicarbonyl compounds has been established, and the corresponding 1,2,3-trisubstituted 5-trifluoromethylpyrroles have been obtai