3739-96-6

Basic information

• Product Name: (2,2-Dimethyl-propylidene)-triphenyl-λ⁵-phosphane
• Synonyms: (2,2-Dimethyl-propylidene)-triphenyl-λ⁵-phosphane
• CAS NO: 3739-96-6
• Molecular Weight: 332.425
• Mol File: 3739-96-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2,2-Dimethyl-propylidene)-triphenyl-λ⁵-phosphane(CAS DataBase Reference)
• NIST Chemistry Reference: (2,2-Dimethyl-propylidene)-triphenyl-λ⁵-phosphane(3739-96-6)
• EPA Substance Registry System: (2,2-Dimethyl-propylidene)-triphenyl-λ⁵-phosphane(3739-96-6)

Safety Data

• Hazardous Substances Data: 3739-96-6(Hazardous Substances Data)

Upstream product

• 603-35-0 triphenylphosphine 
• 630-17-1 2,2-dimethylpropyl bromide 
• 95979-33-2 neopentyl triphenylphosphonium bromide 
• 3740-00-9 neopentyl(triphenyl)phosphonium iodide 

Downstream Products

• 630-19-3 pivalaldehyde 
• 19550-75-5 2,2-dimethyl-hept-3-ene 
• 3740-03-2 α, β, β-Trimethyl-propyl-triphenylphosphonium 

Relevant articles and documents

Synthetic and Spectroscopic Investigations Enabled by Modular Synthesis of Molecular Phosphaalkyne Precursors

A series of dibenzo-7-phosphanorbornadiene compounds, Ph3PC(R)PA (1-R; A = C14H10, anthracene; R = Me, Et, iPr, sBu), are reported to be capable of thermal fragmentation to generate alkyl-substituted phosphaalkynes (RC≡P) concomitant with triphenylphosphine and anthracene. Facile preparation of these molecular precursors proceeds by treatment of ClPA with the appropriate ylide Ph3P=CHR (2 equiv). For methyl, ethyl, and isopropyl substituents, the phosphaalkyne conversions are measured to be 56-73% in solution by quantitative 31P NMR spectroscopy. In the case of compound 1-Me, the kinetic profile of its spontaneous unimolecular fragmentation is investigated by an Eyring analysis. The resulting 1-phosphapropyne is directly detected by solution NMR spectroscopy and gas phase rotational microwave spectroscopy. The latter technique allows for the first time measurement of the phosphorus-31 nuclear spin-rotation coupling tensor. The nuclear spin-rotation coupling provides a link between rotational and NMR spectroscopies, and is contextualized in relation to the chemical shift anisotropy.

Untersuchungen im Wittig-System nach einem ordnenden Konzept auf der Basis alternativer Prinzipien

Our results show that the stereoselectivity of the Wittig-reaction can be controlled by the variation of substituents in accord with the ORDERING CONCEPT OF ALTERNATIV PRINCIPLES (individual pairs, known and unknown classes of alternatives).The "all-phenyl Wittig-system" having three phenyl groups on phosphorous two in ylid- and aldehyd-position was chosen as a standard for our investigations.Differentiation in ylid-position and compensation on phosphorous and aldehyd-position were observed by the comparison of "patterns".Consequently, most of the selectivity rules of Wittig-reactions can be explained by the differentiation through alternatives in the ylid-position.Inversion or conservation of the "patterns" of measured data points to the variation in structure of starting materials, reaction rates and selectivities.Amount-controls were also described in certain systems.