5173-02-4

Basic information

• Product Name: Benzene, [(trifluoromethyl)seleno]-
• CAS NO: 5173-02-4
• Molecular Formula: C7H5F3Se
• Molecular Weight: 225.072
• Mol File: 5173-02-4.mol

Chemical Properties

• CAS DataBase Reference: Benzene, [(trifluoromethyl)seleno]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(trifluoromethyl)seleno]-(5173-02-4)
• EPA Substance Registry System: Benzene, [(trifluoromethyl)seleno]-(5173-02-4)

Safety Data

• Hazardous Substances Data: 5173-02-4(Hazardous Substances Data)

Upstream product

• 5707-04-0 Phenylselenyl chloride 
• 109-53-5 isobutyl vinyl ether 
• 75-63-8 Bromotrifluoromethane 
• 1666-13-3 diphenyl diselenide 
• 111-66-0 oct-1-ene 
• 17170-28-4 Trifluormethyl-phenyl-selenoxid 
• 87137-05-1 4-Methoxy-benzeneselenol anion 
• 21506-26-3 Phenyl-trifluormethylselendioxid 
• 1495-26-7 trifluoromethaneselenenyl chloride 
• 5172-97-4 1-amino-4-[(trifluoromethyl)seleno]benzene 
• 2314-97-8 iodotrifluoromethane 
• 645-96-5 Benzeneselenol 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 2179-79-5 phenyl selenocyanate 

Downstream Products

• 65490-22-4 [1,1'-biphenyl]-4-yl(phenyl)selenide 
• 17170-28-4 Trifluormethyl-phenyl-selenoxid 
• 67264-84-0 Phenyltrifluormethyl-t-butoxyselenchlorid 

Relevant articles and documents

Borazine-CF3? Adducts for Rapid, Room Temperature, and Broad Scope Trifluoromethylation

A fluoroform-derived borazine CF3? transfer reagent is used to effect rapid nucleophilic reactions in the absence of additives, within minutes at 25 °C. Inorganic electrophiles spanning seven groups of the periodic table can be trifluoromethylated in high yield, including transition metals used for catalytic trifluoromethylation. Organic electrophiles included (hetero)arenes, enabling C?H and C?X trifluoromethylation reactions. Mechanistic analysis supports a dissociative mechanism for CF3? transfer, and cation modification afforded a reagent with enhanced stability.

COMPLEXES FOR NUCLEOPHILIC, RADICAL, AND ELECTROPHILIC POLYFLUOROALKYLATION

Disclosed herein are borazine complexes and use of the same in perfluoroalkylation reactions.

Electrophilic Trifluoromethyl- and Fluoroalkylselenolation of Organometallic Reagents

Fluoroalkylseleno groups are emerging groups that still suffer from a lack of efficient methods for introduction onto organic molecules. Herein, we describe an efficient method to perform reactions between in situ formed fluoroalkaneselenyl chlorides and organometallic reagents. With this strategy, various fluoroalkylselenolated molecules were easily obtained. Furthermore, the Hansch parameter of the CF3Se group was determined for the first time.

Silver-catalyzed fluoroalkylation of thiols using fluoroalkanesulfinates

A practical sliver-catalyzed fluoroalkylation of aryl-, heteroaryl- and alkylthiols has been developed. The reaction has a good functional-group tolerance and excellent selectivity. A variety of stable and solid fluoroalkanesulfinates including di- and perfluoroalkanesulfinates can be employed. This methodology provides a straightforward and streamlined access to perfluoroalkylthiolated organic molecules. [Figure presented]

S-Trifluoromethylation of Thiols by Hypervalent Iodine Reagents: A Joint Experimental and Computational Study

The radical trifluoromethylation of thiophenol in condensed phase applying reagent 1 (3,3-dimethyl-1-(trifluoromethyl)-1λ3,2-benziodoxol) has been examined by both theoretical and experimental methodologies. On the basis of ab initio molecular

Trifluoromethylation of thiophenols and thiols with sodium trifluoromethanesulfinate and iodine pentoxide

A selective and facile trifluoromethylation process for a wide range of thiophenols and thiols under metal free conditions has been developed using two simple and safe solids, sodium trifluoro-methanesulfinate and iodine pentoxide, via the radical process.

General synthesis of trifluoromethyl selenides utilizing selenocyanates and fluoroform

Trifluoromethylated selenoethers are quite rare despite their potential and the interest that they generate. A series of trifluoromethylseleno derivatives, either primary and secondary aliphatic or aromatic and heterocyclic, is described herein by the reaction of easily prepared organic selenocyanates and CuCF3. Another beneficial feature of this reaction is the use of fluoroform as a source for the CF3 group, a compound whose chemistry is currently being intensively researched because it is a potent greenhouse gas that should not be released into the atmosphere.

Alkoxide-induced nucleophilic trifluoromethylation using diethyl trifluoromethylphosphonate

A novel alkoxide-induced nucleophilic trifluoromethylation of carbonyl compounds, disulfides, and diselenides using diethyl trifluoromethylphosphonate is presented. In these reactions diethyl trifluoromethylphosphonate acts as a [CF3-] synthon.

Nucleophilic perfluoroalkylation of aldehydes, ketones, imines, disulfides, and diselenides

Using a procedure analogous to that developed for nucleophilic trifluoromethylation, the perfluoroalkyl anion reagents created by mixing C 2F5I and n-C4F9I with tetrakis(dimethylamino)ethylene (TDAE) were effective in their nucleophilic reactions with aldehydes, ketones, imines, disulfides, and diselenides. Irradiation proved beneficial in the aldehyde and ketone reactions.

A New and Efficient Method for the Synthesis of Trifluoromethylthio- and Selenoethers

(Equation presented) A new atom-economic procedure for preparation of trifluoromethyl thio- and selenoethers is reported, wherein both halves of aryl and alkyl disulfides and diselenides are able to be utilized with high efficiency.