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Sigma-Aldrich

Dimethylzinc solution

1.0 M in heptane

Sinonimo/i:

Dimethylzinc

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About This Item

Formula condensata:
(CH3)2Zn
Numero CAS:
544-97-8
Peso molecolare:
95.46
Beilstein:
3587195
Numero MDL:
MFCD00014854
Codice UNSPSC:
12352103
ID PubChem:
24866132
NACRES:
NA.22

Forma fisica

liquid

Concentrazione

1.0 M in heptane

P. eboll.

44-46 °C

Densità

0.724 g/mL at 25 °C

Stringa SMILE

C[Zn]C

InChI

1S/2CH3.Zn/h2*1H3;
AXAZMDOAUQTMOW-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

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.

Avvertenze

Danger

Indicazioni di pericolo

H225,H250,H261,H304,H314,H336,H410

Classi di pericolo

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

Organi bersaglio

Central nervous system

Codice della classe di stoccaggio

4.2 - Pyrophoric and self-heating hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

30.2 °F - closed cup

Punto d’infiammabilità (°C)

-1 °C - closed cup

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Kohsuke Aikawa et al.
Beilstein journal of organic chemistry, 14, 576-582 (2018-04-07)
The catalytic asymmetric methylation of fluoroalkylated pyruvates is shown with dimethylzinc as a methylating reagent in the presence of a copper catalyst bearing a chiral phosphine ligand. This is the first catalytic asymmetric methylation to synthesize various α-fluoroalkylated tertiary alcohols
Formation of transient dimethylzinc, dimethylcadmium, and dimethyllead species via methylation of zinc (2+), cadmium (2+), and lead (2+) by a trans-dimethylcobalt complex
Witman MW and Weber JH
Inorganic Chemistry, 16(10), 2512-2515 (1977)
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.
Dimethylzinc-mediated alkynylation of imines
Lorenzo Z et al.
The Journal of Organic Chemistry, 71, 1558-1562 (2006)
Diethylzinc
Georges-Pierre and E
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