364401
Dimethylzinc solution
2.0 M in toluene
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
Quality Level
concentration
2.0 M in toluene
density
0.931 g/mL at 25 °C
SMILES string
C[Zn]C
InChI
1S/2CH3.Zn/h2*1H3;
InChI key
AXAZMDOAUQTMOW-UHFFFAOYSA-N
Application
Dimethylzinc 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 enantioselective synthesis of alkyl and aralkyl secondary amines via one-pot three-component coupling reaction in the presence of zirconium tetraisopropoxide.
- A methylating reagent for the methylation of fluoroalkylated pyruvates in the presence of a copper/chiral diphosphine catalyst.
- An activator for radical trifluoromethylation of silyl enol ethers leading to α-trifluoromethyl ketones.
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Danger
target_organs
Central nervous system
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 3
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - 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. 1
Regulatory Information
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Radical trifluoromethylation of ketone silyl enol ethers by activation with dialkylzinc.
Mikami K, et al.
Organic Letters, 8(21), 4671-4673 (2006)
A strategy for C-H activation of pyridines: direct C-2 selective alkenylation of pyridines by Nickel/Lewis Acid catalysis.
Nakao Y, et al.
Journal of the American Chemical Society, 130(8), 2448-2449 (2008)
Koichi Mikami et al.
Organic letters, 8(21), 4671-4673 (2006-10-06)
[reaction: see text] The radical trifluoromethylation of ketone silyl enol ethers gave alpha-CF(3) ketones in good yields with wide scope of the ketonic substrates including acyclic ketones and cyclopentanone. The use of dialkylzinc to activate the silyl enol ethers is
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 364401-500ML | 04061838126788 |
| 364401-PZ | 04061823823500 |
| 364401-50ML | 04061831825350 |