625-81-0

Usage

Uses

Used in Organic Asymmetric Synthesis:
DIISOPROPYL ZINC 1.0M SOLUTION IN TOLU& is used as a reagent for the asymmetric synthesis of complex organic molecules. It plays a crucial role in the synthesis of various compounds, such as [6]helicene, [5]helicene, and enantiomerically enriched 5-pyrimidyl alkanol. The use of this reagent in asymmetric synthesis allows for the creation of chiral molecules with specific configurations, which are essential in the development of pharmaceuticals and other specialty chemicals.

InChI:InChI=1/2C3H7.Zn/c2*1-3-2;/h2*3H,1-2H3;/rC6H14Zn/c1-5(2)7-6(3)4/h5-6H,1-4H3

Upstream product

• 557-20-0 diethylzinc 
• 75-30-9 2-iodo-propane 

Downstream Products

• 68294-66-6 N-2.6-Dimethylaminoisopropylaldimin 
• 18169-42-1 [2-Methyl-prop-(E)-ylidene]-p-tolyl-amine 
• 90516-87-3 [2-Methyl-prop-(E)-ylidene]-o-tolyl-amine 
• 140170-77-0 (R)-2-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-3-methyl-butyric acid ethyl ester 
• 220089-23-6 trans-(R)-4-methyl-1-phenyl-1-penten-3-ol 
• 84529-86-2 (20R)-3β-(tert-butyldimethylsilyloxy)-24-hydroxy-25,26,27-trisnorcholest-5-ene 
• 130474-14-5 24-(R)-hydroxycholesterol 3-(O)-tert-butyldimethylsilyl ether 
• 74006-76-1 (R)-(+)-3-(1-methylethyl)cyclohexanone 

Relevant academic research and scientific papers

Coordination to RMg+ and RZn+ cations

Addition of a second coordinating agent (coord*) to a solution of RM(coord)+A- (R = ethyl or neopentyl, M = Zn or Mg, A- = 1,2,3,4-tetraphenylcyclopentadienyl) can provide equilibrium mixtures of these compounds, coord, and RM(coord*)+A-. This exchange with RMg(coord)+ requires the addition of a small amount of R2Mg, but added R2Zn is not necessary for exchanges with RZn(coord)+. The equilibrium constants provide information about the relative abilities of different coordinating agents to coordinate to RM+ and reveal significant differences between coordination to RMg+ and RZn+. Reactions of RM(coord)+ with R′2M (R = ethyl or neopentyl for RMg(coord)+ and ethyl, isopropyl, tert-butyl, neopentyl, or p-methylphenyl for RZn(coord)+) provide equilibrium mixtures of these components, R′M(coord)+, and R2M. The equilibrium constants provide information about the effect of R on stability. An X-ray structure of p-methylphenylzinc(2,5,8,11-tetramethyl-2,5,8,11-tetraazadodecane)+ shows that just three of the N atoms are coordinated to Zn. The effects of coord, R, and metal on RM(coord)+ stability are discussed, and the abilities of coordinating agents to coordinate to RM+, to slow allylic isomerization of (CH2 double bond CMeCH2)2Zn, and to convert R2Zn to RZn(coord)+ are compared.

DIRECT SYNTHESIS OF DIPROPYL- AND DIISOPROPYLZINC

The synthesis of dipropyl- and diisopropylzinc in the reaction of propyl and isopropyl iodide with zinc and a zinc-iron mixture at the gas-solid boundary in a flow-type system was studied.It was shown that the reaction leads to synthesis of the dialkylzinc or dissociation of the dialkylzinc and alkyl iodide, depending on the process temperature.During the reaction of propyl iodide with zinc or the zinc-iron mixture the propyl radical undergoes isomerization within the complex and diisopropylzinc is formed.