78377-05-6

Basic information

• Product Name: Benzoic acid, 2-selenocyanato-, methyl ester
• CAS NO: 78377-05-6
• Molecular Formula: C9H7NO2Se
• Molecular Weight: 240.12
• Mol File: 78377-05-6.mol

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-selenocyanato-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-selenocyanato-, methyl ester(78377-05-6)
• EPA Substance Registry System: Benzoic acid, 2-selenocyanato-, methyl ester(78377-05-6)

Safety Data

• Hazardous Substances Data: 78377-05-6(Hazardous Substances Data)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 374538-03-1 2-methoxycarbonylphenylboronic acid 
• 1441-85-6 2-(chloroseleno)benzoyl chloride 
• 45998-94-5 2-Methoxycarbonyl-benzenediazonium 
• 3425-46-5 potassium selenocyanate 
• 134-20-3 2-carbomethoxyaniline 
• 67-56-1 methanol 
• 1441-84-5 2-selenocyanato-benzoyl chloride 

Downstream Products

• 108059-83-2 bis(2-methoxycarbonylphenyl) diselenide 
• 860596-27-6 2-(4-acetoxy-phenylselanyl)-benzoic acid methyl ester 
• 141819-06-9 di-2-(N-cyclohexyl,N-(methylamino)methyl)phenyl diselenide 
• 141819-08-1 bis<(2-chloromethyl)phenyl> diselenide 
• 141819-07-0 (diselanediylbis(1,2-phenylene))dimethanol 
• 108059-82-1 2-(Hydroseleno)benzoesaeure-methylester 

Relevant articles and documents

Metal-Free Synthesis of Aryl Selenocyanates and Selenaheterocycles with Elemental Selenium

This work reports a green method for the synthesis of aryl selenocyanates via a three-component reaction of arylboronic acids, Se powder, and trimethylsilyl cyanide (TMSCN) under metal-free and additive-free conditions. Remarkably, TMSCN acts as not only the substrate, but also the catalyst. Various selenaheterocycles can be also accessed with a catalytic amount of TMSCN.

Trifluoromethylselenolation of Aryldiazonium Salts: A Mild and Convenient Copper-Catalyzed Procedure for the Introduction of the SeCF3 Group

The straightforward introduction of the trifluoromethylseleno group into aromatic and heteroaromatic compounds is accomplished by the utilization of readily available aryldiazonium tetrafluoroborates, potassium selenocyanate, and Ruppert-Prakash reagent. The reaction tolerates a wide range of aromatic and heteroaromatic diazonium salts and is also amenable to the synthesis of pentafluoroethyl selenoethers. Furthermore, the methodology can be applied directly starting from anilines.

DIRECT OBSERVATION OF INTRAMOLECULAR INTERACTION BETWEEN A DIVALENT SELENIUM AND A TERTIARY AMINE BY MEANS OF SINGLE CRYSTAL X-RAY ANALYSIS AND NMR SPECTROSCOPY

Intramolecular interaction between a divalent selenium and a tertiary amino moiety has been observed in the solid state for 2,2'-diselenobis(N-cyclohexyl-N-methylbenzyl amine)(1).A similar interaction between an electrophilic selenium and a tertiary amine

Dibenzocyclooctene-, Dibenzochalcocine-, and Diarenochalconinediones

2,2'-Oxybis-, -thiobis-, and -methylenebisbenzoic esters 2a-c react with methyllithium in ether to give low yields of 5H-dibenzochalcocine-5,7(6H)-diones 6a, 7a, and dibenzocyclooctene-5,7(6H,12H)-dione (8), respectively.Very good yields of such heterocycles with oxygen (6a-h, 37), sulfur (7a-h, 38) and selenium (36) as key atom are obtained when diaryl ethers (21, 22, 25), -sulfides (27, 29, 30), and -selenides (33) that contain 2'-acetyl- (or -propionyl-) and 2-methoxycarbonyl groups are treated with sodium hydride in boiling toluene.Analogously are prepared the dibenzoxonine-11,13(6H,12H)diones 62a-c and 7H-benzonaphthothionine-7,9-(8H)-dione (65) which are expanded by one ring member.In the analogous reaction of a corresponding benzophenone derivative 35, spiro-3(2H),3'-dione (41) is formed in a tandem reaction. - Under phase transfer conditions the dibenzochalcocinediones 6, 7, 36 and also the corresponding nitrogen cycles 5 react to give mixtures of C- (42-45) and O-alkyl derivatives (46-49).Methyllithium and diisobutylaluminium hydride provide the carbinols 50-54.With bromine and SO2Cl2, respectively, the methylene group is mono- or dihalogenated to the products 56, 57; defined nitration was only possible for the oxacycle 6a.