4741-94-0

Basic information

• Product Name: neopentane-d₁
• Synonyms: neopentane-d₁
• CAS NO: 4741-94-0
• Molecular Weight: 73.1423
• Mol File: 4741-94-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: neopentane-d₁(CAS DataBase Reference)
• NIST Chemistry Reference: neopentane-d₁(4741-94-0)
• EPA Substance Registry System: neopentane-d₁(4741-94-0)

Safety Data

• Hazardous Substances Data: 4741-94-0(Hazardous Substances Data)

Upstream product

• 116563-64-5 trans-neopentyl(trifluoromethanesulfonato)bis(trimethylphosphine)platinum(II) 
• 429-42-5 tetrabutylammonium tetrafluoroborate 
• 1076-43-3 benzene-d6 
• 463-82-1 2,2-dimethylpropane 

Relevant articles and documents

C-H Bond Activations by Monoanionic, PNP-Supported Scandium Dialkyl Complexes

A series of scandium dialkyl complexes, (PNP)ScR2 (R = neopentyl, trimethylsilylmethyl), supported by the monoanionic, chelating PNP ligand (2,5-bis(dialkylphosphinomethyl)pyrrolide; alkyl = cyclohexyl, tert-butyl) was synthesized, and the reactivities of these complexes toward simple hydrocarbons was investigated. The scandium-carbon bonds undergo σ-bond metathesis reactions with hydrogen, and these complexes are catalysts for the hydrogenation of alkenes. Reactions with primary amines led to formation of amido complexes that undergo cyclometalation via σ-bond metathesis, without involvement of an imido complex intermediate. A variety of carbon-hydrogen bonds are also activated, including sp-, sp2-, and sp3-C-H bonds (intramolecularly in the latter case).

Intermolecular activation of C-D bonds in benzene-d6 by trans-neopentyl(trifluoromethanesulfonato)bis(trimethyl-phosphine) platinum (II)

trans-(Me3P)2Pt(CH2C(CH3) 3)(SO3CF3) (L2PtNpTf, 1) reacts with benzene-d6 at 133°C and gives trans-(Me3P)2Pt(C6D5)(SO 3CF3) (2) and neopentane-d1 as the major products. When this reaction is carried out in concentrated solutions ([1]0 ≥ 0.04 M), small quantities of neopentane-d0 (8-17%) and 1,1-dimethylcyclopropane (1-3%) are also detected; larger quantities of neopentane-d0 are produced (32-45%) when the initial concentration of 1 is low ([1]0 = 0.01-0.03 M). The rate of reaction is decreased by the addition of Bu4N+Tr- and increased by the addition of Bu4N+BF4-. A competitive kinetic isotope effect was estimated by allowing 1 to react with C6D5H and comparing the relative yields of neopentane-d0 and neopentane-d1: kH/kD is large, but its quantitative value is uncertain because of experimental ambiguities. The mechanism for this reaction seems to involve generation of L2PtNp+ as an essential intermediate. This intermediate appears to react with benzene by direct oxidative addition of a C-H bond, but electrophilic attack on the benzene ring cannot be rigorously excluded.