417246
Dimethylzinc solution
1.0 M in heptane
Synonym(s):
Dimethylzinc
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About This Item
Linear Formula:
(CH3)2Zn
CAS Number:
Molecular Weight:
95.46
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3587195
form
liquid
Quality Level
concentration
1.0 M in heptane
bp
44-46 °C
density
0.724 g/mL at 25 °C
SMILES string
C[Zn]C
InChI
1S/2CH3.Zn/h2*1H3;
InChI key
AXAZMDOAUQTMOW-UHFFFAOYSA-N
General description
Dimethylzinc (Zn(CH3)2) is a methylating reagent used to prepare methylated organic compounds as well as organometallic compounds containing methyl groups . It is also utilized as a reagent to prepare amino alcohols, oximes, and hydrazones from arylamines, alkoxyamines, and dialkylhydrazines respectively, by radical addition reaction in the presence of air and THF.
Dimethylzinc is a diorganozinc reagent and nucleophile used in the synthesis of propargylic amines.
Dimethylzinc is a diorganozinc reagent and nucleophile used in the synthesis of propargylic amines.
Application
Dimethylzinc solution can be used as:
- A catalyst with nickel for the stereoselective C−2 alkenylation and dialkenylation of pyridine derivatives by alkynes to give monoalkenylation products.
- A reagent with aldehydes and 2-methoxyaniline for the synthesis of enantioselective alkyl and aralkyl secondary amines via one-pot three-component coupling reaction in the presence of zirconium tetraisopropoxide.
- A methylating reagent for methylation of fluoroalkylated pyruvates in the presence of copper/chiral diphosphine catalyst.
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signalword
Danger
target_organs
Central nervous system
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 3
flash_point_f
30.2 °F - closed cup
flash_point_c
-1 °C - closed cup
ppe
Faceshields, Gloves, Goggles
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react. 2
Regulatory Information
危险化学品
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Dimethylzinc-mediated alkynylation of imines
Lorenzo Z et al.
The Journal of Organic Chemistry, 71, 1558-1562 (2006)
Tito Akindele et al.
Accounts of chemical research, 42(2), 345-355 (2008-12-31)
Developments in modern organic synthesis owe much to the field of radical chemistry. Mild reaction conditions, high selectivity, good functional group tolerance and high product yield are features that have made reactions involving radical species indispensable tools for synthetic chemists.
Diethylzinc
Georges-Pierre and E
Synlett, 1937-1938 (2014)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 417246-50ML | 04061832090139 |