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568112

Sigma-Aldrich

Diisopropylzinc solution

1.0 M in toluene

Synonym(s):

Bis(1-methylethyl)zinc, Bis(isopropyl)zinc

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About This Item

Linear Formula:
Zn(CH(CH3)2)2
CAS Number:
625-81-0
Molecular Weight:
151.57
MDL number:
MFCD01862461
UNSPSC Code:
12352103
PubChem Substance ID:
24880420
NACRES:
NA.22

Quality Level

100

concentration

1.0 M in toluene

density

0.895 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CC(C)[Zn]C(C)C

InChI

1S/2C3H7.Zn/c2*1-3-2;/h2*3H,1-2H3;

InChI key

KDUNMLRPPVCIGP-UHFFFAOYSA-N

Application

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.

Packaging

The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3 - Water-react 2

Target Organs

Central nervous system, Respiratory system

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flash Point(F)

23.0 °F - closed cup

Flash Point(C)

-5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR8999
SHBQ2442
SHBN5836
SHBM1309
SHBJ6454

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Asymmetric Synthesis of Chiral Secondary Alcohols with Isopropyl Substituents by the Catalytic Enantioselective Addition of Diisopropylzinc to Aldehydes Using N, N-Dialkylnorephedrines as Chiral Catalysts.
Soai, Kenso et al.
The Journal of Organic Chemistry, 59(25), 7908-7909 (1994)
Highly enantioselective synthesis of organic compound using right-and left-handed helical silica.
Sato, Itaru et al.
Tetrahedron Letters, 44(4), 721-724 (2003)
Stereoselective preparation and reactions of configurationally defined dialkylzinc compounds.
Boudier, Andreas et al.
Chemistry?A European Journal , 6(15), 2748-2761 (2000)
Asymmetric induction by helical hydrocarbons:[6]-and [5] helicenes.
Sato, Itaru et al.
Angewandte Chemie (International Edition in English), 113(6), 1130-1132 (2001)

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