926311-08-2

Basic information

• Product Name: 2-BROMOBENZYL THIOCYANATE
• Synonyms: 2-BROMOBENZYL THIOCYANATE;2-Bromobenzyl thiocyate, 98%
• CAS NO: 926311-08-2
• Molecular Formula: C₈H₆BrNS
• Molecular Weight: 228.10894
• Mol File: 926311-08-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-BROMOBENZYL THIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOBENZYL THIOCYANATE(926311-08-2)
• EPA Substance Registry System: 2-BROMOBENZYL THIOCYANATE(926311-08-2)

Safety Data

• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 926311-08-2(Hazardous Substances Data)

Upstream product

• 333-20-0 potassium thioacyanate 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 18982-54-2 o-bromobenzyl alcohol 
• 143888-85-1 (2-bromophenyl)methanethiol 
• 1147550-11-5 ammonium thiocyanate 

Relevant articles and documents

Direct Photocatalytic S-H Bond Cyanation with Green cN Source

Herein we report a novel C-S bond cleavage and reconstruction strategy for the synthesis of thiocyanates through direct photocatalytic S-H bond cyanation from thiols and inorganic thiocyanate salts. In our strategy, the unprecedented example of cutting off C-S bond of SCN- to deliver the green CN sources is demonstrated. This transformation features nontoxic and inexpensive CN sources, available starting materials, metal-/base-/ligand-/peroxide-free, high step economy and mild conditions. It leads to the construction of various thiocyanates and some medicinally and biologically active thiocyanate-containing molecules.

Synthesis of alkyl thiocyanates from alcohols using a polymer-supported thiocyanate ion promoted by cyanuric chloride/dimethylformamide

A convenient procedure for one-pot conversion of alcohols into the corresponding alkyl thiocyanates in the presence of cross-linked poly (N-propyl-4-vinylpyridinium) thiocyanate ion [P4-VP]Pr-SCN, promoted by cyanuric chloride/dimethylformamide, is described. Various alcohols were converted to their corresponding alkyl thiocyanates and it was observed that substituted benzyl alcohol with electron-withdrawing or electron-donating groups were transformed into the corresponding benzyl thiocyanate derivatives in high to excellent yields in a short reaction time but, sterically hindered alcohols produced the corresponding thiocyanates in very low yields.

Polymer-supported thiocyanate as new, versatile and efficient polymeric reagent for conversion of alkyl halides to corresponding alkyl thiocyanates under mild conditions

Crosslinked poly(N-methyl-4-vinylpyridinium)thiocyanate [P 4-Me]SCN (II) is prepared easily and is used as a new polymeric reagent for synthesis of alkyl thiocyanates from alkyl halides under mild and nonaqueous conditions. The used polymeric reagent usually can be removing quantitatively and be regenerated.

Versatile route to functionalized 1H-2-benzothiopyrans and 1H-2- naphthothiopyrans by electrophilic cyclization of Bis(arylmethylthio)acetylenes: 2-Benzo- and 2-naphthothiopyrylium salts

Substituted 1H-2-benzothiopyrans find applications as pharmaceutically active compounds or synthons for more complex sulfur heterocycles. However, restricted variability in their synthesis limits the application for research or industrial purposes. To develop a direct and fast route to substituted and functionalized 1H-2-benzothiopyrans, we investigated the ring closure of symmetrical bis(arylmethylthio)acetylenes with iodine monochloride or bromine. This facile reaction yielded 1H-3-halo-4-arylmethylthio-2-benzo- and 2-naphthothiopyrans via postulated vinyl cations in yields of 47-86%. Substituted 2-benzo- and 2-naphthothiopyrylium salts were prepared by hydride abstraction with triphenylcarbenium tetrafluoroborate from the products, further enhancing the synthetic potential of the found cyclization reaction.