19479-63-1

Basic information

• Product Name: 1-iodo-2-methyl-2-phenylpropane
• Synonyms: 1-iodo-2-methyl-2-phenylpropane
• CAS NO: 19479-63-1
• Molecular Weight: 260.118
• Mol File: 19479-63-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-iodo-2-methyl-2-phenylpropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-iodo-2-methyl-2-phenylpropane(19479-63-1)
• EPA Substance Registry System: 1-iodo-2-methyl-2-phenylpropane(19479-63-1)

Safety Data

• Hazardous Substances Data: 19479-63-1(Hazardous Substances Data)

Upstream product

• 253185-03-4 tert-butylbenzene 
• 174741-02-7 1,1-diiodo-2-methyl-2-phenylpropane 
• 35293-35-7 2-methyl-2-phenyl-1-propylmagnesium chloride 

Downstream Products

• 253185-03-4 tert-butylbenzene 
• 538-93-2 1-phenyl-2-methylpropane 
• 1352926-25-0 2-(2-methyl-2-phenylpropyl)-2-phenyl-1,3-dithiane 
• 3290-53-7 2-methyl-1-phenyl-2-propene 
• 768-49-0 (2-methyl-1-propenyl)-benzene 

Relevant articles and documents

Cycloneophylpalladium(IV) Complexes: Formation by Oxidative Addition and Selectivity of Their Reductive Elimination Reactions

The cycloneophylpalladium(II) complexes [Pd(CH2CMe2C6H4)(κ2-N,N′-L)] (L = RO(CH2)3N(CH2-2-C5H4N)2, R = H, Me) undergo oxidation to Pd(IV) with bromine or iodine to give [PdX(CH2CMe2C6H4)(κ3-N,N′,N″-L)]X (X = Br, I) or with methyl iodide to give the transient complexes [PdMe(CH2CMe2C6H4)(κ3-N,N′,N″-L)]I. The products of Br2 and I2 oxidation, [PdX(CH2CMe2C6H4)(κ3-N,N′,N″-L)]X (X = Br, I), are sufficiently stable to be isolated, but they decompose slowly in solution by reductive elimination to give the palladium(II) products [PdX(κ3-N,N′,N″-L)]X (X = Br, I). The organic products are formed via either CH2-Ar or CH2-X bond formation. In the latter case, neophyl rearrangement and protonolysis steps follow reductive elimination to give a mixture of organic products. The methylpalladium(IV) complexes [PdMe(CH2CMe2C6H4)(κ3-N,N′,N″-L)]I decompose at 0 °C by selective reductive elimination with Me-Ar bond coupling to give the alkylpalladium(II) complex [Pd(CH2CMe2-2-C6H4Me)(κ3-N,N′,N″-L)]I. The mechanisms of the reactions have been explored by kinetic studies.

Oxidative cross-coupling through double transmetallation: Surprisingly high selectivity for palladium-catalyzed cross-coupling of alkylzinc and alkynylstannanes

Two different organometallic reagents now can cross-couple together with the oxidative cross-coupling strategy. Palladium catalyzed oxidative cross-couplings of alkylzinc and alkynylstannane reagents using desyl chloride as the oxidant have been explored, which produce the desired Csp-Csp3 cross-coupling product in surprisingly high selectivity and yields. The current catalytic system tolerates the presence of β-H, and the reactions using long chain alkyl zinc reagents gave the cross-coupling product in excellent yields and selectivities. Copyright