150799-08-9

Basic information

• Product Name: (1,1,3,3-tetramethyl-2-indanylidene)methane
• Synonyms: (1,1,3,3-tetramethyl-2-indanylidene)methane
• CAS NO: 150799-08-9
• Molecular Weight: 186.297
• Mol File: 150799-08-9.mol

Chemical Properties

• CAS DataBase Reference: (1,1,3,3-tetramethyl-2-indanylidene)methane(CAS DataBase Reference)
• NIST Chemistry Reference: (1,1,3,3-tetramethyl-2-indanylidene)methane(150799-08-9)
• EPA Substance Registry System: (1,1,3,3-tetramethyl-2-indanylidene)methane(150799-08-9)

Safety Data

• Hazardous Substances Data: 150799-08-9(Hazardous Substances Data)

Upstream product

• 124-38-9 carbon dioxide 
• 591-51-5 phenyllithium 
• 150799-26-1 α-bromo-(1,1,3,3-tetramethyl-2-indanylidene)methane 

Downstream Products

• 154866-27-0 1,1,3,3-tetramethylspiro 
• 154866-30-5 (2-hydroxy-1,1,3,3-tetramethyl-2-indanyl)methyl 3-chlorobenzoate 

Relevant articles and documents

Carbenoid chain reactions through proton, deuteron, or bromine transfer from unactivated 1-bromo-1-alkenes to organolithium compounds

(Chemical Equation Presented) The deceptively simple vinylic substitution reactions Alk2C=CA-Br + RLi → Alk2C=CA-R + LiBr (A = H, D, or Br) occur via an alkylidenecarbenoid chain mechanism (three steps) without transition metal catal

1,1,3,3-tetramethyl-2-methyleneindan derivatives: Syntheses with imminent rearrangement

The syntheses of 2,2,3,3-tetramethyl-1-indanylidene and of 1,1,3,3-tetramethyl-2-indanylidene derivatives from 1,1,3,3-tetramethyl-2-indanone are reported. Access to the second series is restricted by the ease of methyl migration under carbenium-like conditions, such as electrophilic bromination. The rearrangement products are described and also the methods avoiding their formation. Nucleophilic bromination of the oxirane 19 allows to efficiently prepare the sterically shielded bromoalkene 21 (Section B) or the enol acetate 34 (Section C) and other key compounds for further transformations.