17823-21-1

Basic information

• Product Name: 3,3'-dimethyl-2,2',3,3'-tetrahydro-2,2'-spirobi[1,3-benzothiazole]
• Synonyms: 3,3'-dimethyl-2,2',3,3'-tetrahydro-2,2'-spirobi[1,3-benzothiazole]
• CAS NO: 17823-21-1
• Molecular Formula: C₁₅H₁₄N₂S₂
• Molecular Weight: 286.41506
• Mol File: 17823-21-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,3'-dimethyl-2,2',3,3'-tetrahydro-2,2'-spirobi[1,3-benzothiazole](CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-dimethyl-2,2',3,3'-tetrahydro-2,2'-spirobi[1,3-benzothiazole](17823-21-1)
• EPA Substance Registry System: 3,3'-dimethyl-2,2',3,3'-tetrahydro-2,2'-spirobi[1,3-benzothiazole](17823-21-1)

Safety Data

• Hazardous Substances Data: 17823-21-1(Hazardous Substances Data)

Upstream product

• 51369-77-8 bis<2-(N-formyl-N-methylamino)phenyl> disulfide 
• 100-63-0 phenylhydrazine 
• 2786-31-4 3-methylbenzothiazolium iodide 
• 5284-73-1 3-methylbenzothiazolinium methyl sulfate 
• 2786-70-1 bis(N-methylbenzothiazolinylidene) 
• 21583-22-2 bi(3-methylbenzothiazolinylidene) 
• 21749-63-3 2-(methylamino)benzenethiol 
• 3495-63-4 2,2'-dithiobis(N-methylaniline) 

Downstream Products

• 95-16-9 1,3-Benzothiazole 
• 75-15-0 carbon disulfide 
• 7783-06-4 hydrogen sulfide 
• 3495-63-4 2,2'-dithiobis(N-methylaniline) 

Relevant articles and documents

A Forgotten Chiral Spiro Compound Revisited: 3,3'-Dimethyl-3H,3'H-2,2'-spirobi[[1,3]benzothiazole]

The title compound was obtained as a side product during dimerization-oxidation steps of the carbene generated from N-methylbenzothiazolium iodide. Chromatography on (S,S)-Whelk O1 column showed on cooling a typical plateau shape chromatogram indicating an exchange between two enantiomers on the column. The thermal barrier to racemization was determined (85 kJ.mol-1 at 10 C) by dynamic high-performance liquid chromatography (DHPLC).The absolute configuration of the first (M) and second eluted (P) enantiomers on the (S, S)-Whelk O1 column was established by comparing the reconstructed circular dichroism (CD) spectra from the CD detector signal and the calculated CD spectrum of the (P) enantiomer. Mass spectrometry revealed that 3,3'-dimethyl-3H,3'H-2,2'-spirobi[[1,3]benzothiazole] can be viewed as a masked thiophenate attached to a benzothiazolium framework. Chirality 27:716-721, 2015.