417246

Dimethylzink -Lösung

1.0 M in heptane

• Synonym(e): Dimethylzinc
• Lineare Formel: (CH₃)₂Zn
• CAS-Nummer: 544-97-8
• Molekulargewicht: 95.46
• UNSPSC Code: 12352103
• NACRES: NA.22
• PubChem Substance ID: 24866132
• MDL number: MFCD00014854
• Beilstein/REAXYS Number: 3587195

Eigenschaften

• Produktname: Dimethylzink -Lösung, 1.0 M in heptane
• InChI: 1S/2CH3.Zn/h2*1H3;
• SMILES string: C[Zn]C
• InChI key: AXAZMDOAUQTMOW-UHFFFAOYSA-N
• form: liquid
• concentration: 1.0 M in heptane
• bp: 44-46 °C
• density: 0.724 g/mL at 25 °C
• Quality Level: 100

Beschreibung

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.[1]
• 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.[2]
• A methylating reagent for methylation of fluoroalkylated pyruvates in the presence of copper/chiral diphosphine catalyst.[3]

General description

Dimethylzinc (Zn(CH₃)₂) is a methylating reagent used to prepare methylated organic compounds as well as organometallic compounds containing methyl groups [4][5]. 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.[6]

Dimethylzinc is a diorganozinc reagent and nucleophile used in the synthesis of propargylic amines. [7][6]

Sicherheitshinweise

• pictograms: GHS02,GHS08,GHS05,GHS07,GHS09
• signalword: Danger
• hcodes: H225,H250,H261,H304,H314,H336,H410
• pcodes: P210 - P231 + P232 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P370 + P378
• 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
• target_organs: Central nervous system
• Lagerklasse: 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