625-81-0

Basic information

• Product Name: DIISOPROPYL ZINC 1.0M SOLUTION IN TOLU&
• Synonyms: DIISOPROPYL ZINC 1.0M SOLUTION IN TOLU&;Diisopropyl Zinc solution;Dipropan-2-ylzinc;Diisopropylzinc (1.0 M in toluene);Diisopropylzinc solution 1.0 M in toluene;propane:zinc
• CAS NO: 625-81-0
• Molecular Formula: C₆H₁₄Zn
• Molecular Weight: 151.56536
• Product Categories: Dialkylzincs;Organometallic Reagents;Reike and Organozinc Reagents;Chemical Synthesis;Organometallic Reagents;Rieke and Organozinc Reagents
• Mol File: 625-81-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 52 °C(Press: 60 Torr)
• Flash Point: 23 °F
• Appearance: /
• Density: 0.895 g/mL at 25 °C
• Storage Temp.: 2-8°C
• CAS DataBase Reference: DIISOPROPYL ZINC 1.0M SOLUTION IN TOLU&(CAS DataBase Reference)
• NIST Chemistry Reference: DIISOPROPYL ZINC 1.0M SOLUTION IN TOLU&(625-81-0)
• EPA Substance Registry System: DIISOPROPYL ZINC 1.0M SOLUTION IN TOLU&(625-81-0)

Safety Data

• Hazard Codes: F,Xn,C
• Statements: 11-14/15-38-48/20-63-65-67-34-17-14
• Safety Statements: 16-36/37/39-43-62-45-26
• RIDADR: UN 3399 4.3/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 625-81-0(Hazardous Substances Data)

Usage

Uses

Diisopropylzinc is a general reagent used in the organic asymmetric synthesis such as the asymmetric synthesis of [6]?helicene, [5]-helicene and, enantiomerically enriched 5-pyrimidyl alkanol.

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

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

Downstream Products

• 68294-66-6 N-2.6-Dimethylaminoisopropylaldimin 
• 14898-86-3 (R)-2-methyl-1-phenylpropan-1-ol 
• 34857-28-8 (S)-2-methyl-1-phenylpropan-1-ol 
• 220089-23-6 trans-(R)-4-methyl-1-phenyl-1-penten-3-ol 
• 168331-80-4 3-tert-butyl-6-isopropyl-1,2-benzoquinone 
• 168331-78-0 4-isopropyl-3,6-di-tert-butyl-o-benzoquinone 
• 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 

Relevant articles and documents

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.