22227-26-5

Basic information

• Product Name: 3,5-Di(trifluoromethyl)benzamide
• Synonyms: Benzamide, 3,5-bis(trifluoromethyl)-;3,5-DI(TRIFLUOROMETHYL)BENZAMIDE;3,5-BIS(TRIFLUOROMETHYL)BENZAMIDE;MBT-BAM;3,5-Bis(trifiuoromethyl)benzamide;3,5-Bis(trifluoromethyl)benzamide, 97+%;3,5-Bis(trifluoromethyl)benzamide 97%
• CAS NO: 22227-26-5
• Molecular Formula: C₉H₅F₆NO
• Molecular Weight: 257.13
• EINECS: 244-849-7
• Product Categories: Amides;Carbonyl Compounds;Organic Building Blocks;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 22227-26-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 163-167 °C(lit.)
• Boiling Point: 193.3 °C at 760 mmHg
• Flash Point: 70.7 °C
• Appearance: /
• Density: 1.468 g/cm³
• Vapor Pressure: 0.468mmHg at 25°C
• Refractive Index: 1.428
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.62±0.50(Predicted)
• BRN: 4734142
• CAS DataBase Reference: 3,5-Di(trifluoromethyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Di(trifluoromethyl)benzamide(22227-26-5)
• EPA Substance Registry System: 3,5-Di(trifluoromethyl)benzamide(22227-26-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 22227-26-5(Hazardous Substances Data)

Usage

Description

3,5-Di(trifluoromethyl)benzamide is a chemical compound characterized by the molecular formula C9H6F6NO. It is a white solid that features two trifluoromethyl groups attached to a benzene ring and an amide functional group. Known for its high thermal stability, this compound serves as a versatile building block in the synthesis of pharmaceuticals and agrochemicals, as well as in the development of fluorine-containing materials for diverse industrial applications.

Uses

Used in Organic Synthesis:
3,5-Di(trifluoromethyl)benzamide is used as a building block in organic synthesis for its ability to contribute to the formation of complex organic molecules. Its unique structure and properties make it a valuable component in the creation of new compounds with potential applications in various fields.
Used in Drug Discovery Research:
In the pharmaceutical industry, 3,5-Di(trifluoromethyl)benzamide is utilized as a key intermediate in drug discovery research. Its presence in the molecular structure can influence the pharmacological properties of the resulting compounds, potentially leading to the development of new therapeutic agents.
Used in the Synthesis of Agrochemicals:
3,5-Di(trifluoromethyl)benzamide is employed as a starting material in the synthesis of agrochemicals, where its chemical properties can enhance the effectiveness of pesticides, herbicides, and other agricultural products.
Used in the Development of Fluorine-Containing Materials:
3,5-Di(trifluoromethyl)benzamide is also used in the development of fluorine-containing materials, which have a wide range of industrial applications. The introduction of fluorine atoms can significantly alter the physical and chemical properties of materials, making them suitable for use in various high-performance applications, such as in the electronics, automotive, and aerospace industries.

InChI:InChI=1/C9H5F6NO/c10-8(11,12)5-1-4(7(16)17)2-6(3-5)9(13,14)15/h1-3H,(H2,16,17)

Upstream product

• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 
• 110-54-3 hexane 
• 7688-25-7 1,4-di(diphenylphosphino)-butane 
• 785-56-8 3,5-bis(trifluoromethyl)phenyl carboxylic acid chloride 
• 725-89-3 3,5-bistrifluoromethylbenzoic acid 
• 1244040-09-2 N-isopropyl-3,5-bis(trifluoromethyl)benzamide 
• 27126-93-8 3,5-bis(trifluoromethyl)benzonitrile 
• 401-96-7 3,5-bis(trifluoromethyl)benzoyl fluoride 

Downstream Products

• 1333154-10-1 3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazole 
• 27126-93-8 3,5-bis(trifluoromethyl)benzonitrile 
• 42365-62-8 [3,5-bis(trifluoromethyl)phenyl]methanamine hydrochloride 
• 1642300-78-4 (E)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)-2-(pyrimidin-5-yl)acrylamide 
• 1388842-44-1 (Z)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acrylic acid 
• 1393477-72-9 3-[3-[3,5-bis(trifloromoethyl)phenyl]-1H-1,2,4-triazol-1-yl]-N’-(pyrazin-2-yl)acrylohydrazide 

Relevant articles and documents

Hydrosilylative reduction of primary amides to primary amines catalyzed by a terminal [Ni-OH] complex

A terminal [Ni-OH] complex1, supported by triflamide-functionalized NHC ligands, catalyzes the hydrosilylative reduction of a range of primary amides into primary amines in good to excellent yields under base-free conditions with key functional group tolerance. Catalyst1is also effective for the reduction of a variety of tertiary and secondary amides. In contrast to literature reports, the reactivity of1towards amide reduction follows an inverse trend,i.e., 1° amide > 3° amide > 2° amide. The reaction does not follow a usual dehydration pathway.

Identifying Amidyl Radicals for Intermolecular C-H Functionalizations

Recent studies have demonstrated the capabilities of amidyl radicals to facilitate a range of intermolecular functionalizations of unactivated, aliphatic C-H bonds. Relatively little information is known regarding the important structural and electronic features of amidyl and related radicals that impart efficient reactivity. Herein, we evaluate a diverse range of nitrogen-centered radicals in unactivated, aliphatic C-H chlorinations. These studies establish the salient features of nitrogen-centered radicals critical to these reactions in order to expedite the future development of new site-selective, intermolecular C-H functionalizations.

A state-of-the-art cyanation of aryl bromides: A novel and versatile copper catalyst system inspired by nature

A general protocol for the cyanation of aryl halides with the nontoxic cyanide source K4[Fe(CN)6] using copper catalysis and a ligand system based on 1-alkylimidazoles is presented. The advantages of this system are the high selectivity, a unique substrate range, easy handling, and inexpensive reagents.