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 Segment
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
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