Welcome to LookChem.com Sign In|Join Free
  • or

Encyclopedia

Dimethylzinc

Base Information
  • Chemical Name:Dimethylzinc
  • CAS No.:544-97-8
  • Molecular Formula:C2H6Zn
  • Molecular Weight:95.4596
  • Hs Code.:29319090
  • European Community (EC) Number:208-884-1
  • UN Number:1370
  • UNII:8H6R0N8W2F
  • DSSTox Substance ID:DTXSID5060271
  • Wikipedia:Dimethylzinc
  • Wikidata:Q414430
  • Mol file:544-97-8.mol
Dimethylzinc

Synonyms:dimethylzinc

Suppliers and Price of Dimethylzinc
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Strem Chemicals
  • Dimethylzinc, elec. gr. (99.999%-Zn) PURATREM
  • 100g
  • $ 5948.00
  • Strem Chemicals
  • Dimethylzinc, elec. gr. (99.999%-Zn) PURATREM
  • 50g
  • $ 3967.00
  • Strem Chemicals
  • Dimethylzinc, min. 99% (10 wt% in hexanes) (Sure/Seal(TM) bottle)
  • 250g
  • $ 588.00
  • Strem Chemicals
  • Dimethylzinc, 99%
  • 5g
  • $ 130.00
  • Strem Chemicals
  • Dimethylzinc, elec. gr. (99.999%-Zn) PURATREM, 97-5060, contained in 50 ml electropolished Swagelok(R) cylinder (96-1077) for CVD/ALD
  • 10g
  • $ 2039.00
  • Strem Chemicals
  • Dimethylzinc, 99%
  • 100g
  • $ 1560.00
  • Strem Chemicals
  • Dimethylzinc, 99%, 97-5061, contained in 50 ml Swagelok(R) cylinder (96-1070) for CVD/ALD
  • 25g
  • $ 1217.00
  • Strem Chemicals
  • Dimethylzinc, min. 99% (10 wt% in hexanes) (Sure/Seal(TM) bottle)
  • 50g
  • $ 186.00
  • Strem Chemicals
  • Dimethylzinc, 99%
  • 25g
  • $ 520.00
  • Sigma-Aldrich
  • Dimethylzinc solution 2.0?M in toluene
  • 50 mL
  • $ 500.00
Total 13 raw suppliers
Chemical Property of Dimethylzinc
Chemical Property:
  • Appearance/Colour:colorless mobile liquid, with peculiar garlic odor 
  • Melting Point:-42 °C 
  • Boiling Point:44-46 °C 
  • Flash Point:30 °F 
  • PSA:0.00000 
  • Density:0.92 g/mL at 20 °C 
  • LogP:1.16510 
  • Storage Temp.:0-6°C 
  • Sensitive.:Air & Moisture Sensitive 
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:0
  • Exact Mass:93.976092
  • Heavy Atom Count:3
  • Complexity:2.8
  • Transport DOT Label:Spontaneously Combustible Dangerous When Wet
Purity/Quality:

99%, *data from raw suppliers

Dimethylzinc, elec. gr. (99.999%-Zn) PURATREM *data from reagent suppliers

Safty Information:
  • Pictogram(s): FlammableF,CorrosiveC,Dangerous
  • Hazard Codes:F,C,N,Xn 
  • Statements: 11-14-34-50/53-65-67-63-51/53-48/20-17-14/15-36/38 
  • Safety Statements: 26-45-61-62-60-43-36/37/39-33-29-16-46-43A-36/37 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Metals -> Metals, Organic Compounds
  • Canonical SMILES:[CH3-].[CH3-].[Zn+2]
  • General Description Dimethylzinc (also known as Dimethylzink or Methylzinc) is a highly reactive organozinc compound used as a methylating agent in organic synthesis. It plays a key role in enantioselective additions to aldehydes, enabling the formation of chiral alcohols, and is instrumental in methodologies for synthesizing allylic amines, C-cyclopropylalkylamines, and α-alkylidene-γ-butyrolactones. Its reactivity can be finely tuned with chiral catalysts, such as dipeptide-derived systems, to achieve high enantioselectivity, particularly in reactions with aromatic aldehydes. Additionally, dimethylzinc facilitates transmetalation and domino reactions, contributing to efficient carbon-carbon bond formation in complex synthetic pathways.
Technology Process of Dimethylzinc

There total 31 articles about Dimethylzinc which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
at 75 ℃; for 6.5h; Inert atmosphere;
Guidance literature:
at 90 ℃; for 7h; Inert atmosphere;
Guidance literature:
at 60 ℃; for 6h; Inert atmosphere;
Refernces

[2,2]paracyclophane-based N,O-ligands in alkenylzinc additions to aldehydes

10.1021/ol016954r

The study explores the application of [2,2]paracyclophane-based N,O-ligands in the asymmetric addition of alkenylzinc reagents to aldehydes, leading to the formation of chiral allyl alcohols. These compounds are important intermediates in various organic reactions. The research details the development of a method to generate alkenylzinc species through transmetalation using different reagents, which allows for fine-tuning the steric bulk and selectivity of the reaction. The study reports high enantioselectivities, especially for challenging substrates such as α-branched aliphatic aldehydes, and demonstrates the significant impact of the transmetalation agent on catalytic efficiency.

Discovery of dipeptide-derived catalysts for the enantioselective addition of dimethylzinc to aldehydes

10.1002/ejoc.201200063

This research aimed to develop a new class of modular chiral catalysts derived from amino acid-L-Pro dipeptides for the enantioselective addition of dimethylzinc to aromatic aldehydes. The study focused on varying three subunits within the dipeptide catalyst to optimize enantioselectivity, ultimately identifying l-Asp-l-Pro dipeptides 21–25 as effective catalysts. The chemicals used in the process included various amino acid-L-Pro dipeptides, dimethylzinc, and aromatic aldehydes such as 4-chlorobenzaldehyde, 4-fluoro-, 4-bromo-, and 4-cyano-substituted benzaldehydes, among others. The research concluded that the dipeptide catalysts, due to their simple modular structure and the ready availability of l-amino acids, are highly attractive for the synthesis and evaluation of larger libraries of catalysts for reactions involving alkylzinc and other organometallic reagents, paving the way for further studies on improving enantioselectivity and understanding the structure of the zinc–dipeptide complex.

Dimethylzinc-mediated additions of alkenylzirconocenes to aldimines. New methodologies for allylic amine and C-cyclopropylalkylamine syntheses

10.1021/ja028092a

The research focuses on the development of new methodologies for the synthesis of allylic amines and C-cyclopropylalkylamines through dimethylzinc-mediated additions of alkenylzirconocenes to aldimines. The purpose of this study was to create an efficient route for the preparation of synthetically useful allylic amine building blocks and to explore the potential of in situ cyclopropanation of N-metalated allylic amides, leading to the formation of C-cyclopropylalkylamines with high yields and excellent diastereoselectivities. The key chemicals used in this process include zirconocene hydrochloride, dimethylzinc, alkynes, and aldimines. The conclusions of the research highlight the successful establishment of a new route for allylic amine synthesis and the discovery of a domino reaction that provides a synthetically valuable structural motif in a single step, with the use of enynes as starting materials allowing for the stereoselective formation of five new carbon-carbon bonds.

Highly selective nickel-catalyzed methyl-carboxylation of homopropargylic alcohols for α-alkylidene-γ;-butyrolactones

10.1021/ol202520x

The research describes the development of a highly selective nickel-catalyzed methyl-carboxylation of homopropargylic alcohols using ZnMe2 and CO2 to efficiently synthesize R-alkylidene-γ-butyrolactones. The study builds on previous work in CO2 activation and highlights the unique role of the hydroxyl group in homopropargylic alcohols as a directing group, enhancing both the yield and regioselectivity of the reaction. The presence of CsF was found to increase the reactivity of the alkenyl zinc intermediate toward CO2. The optimized reaction conditions include using 1 mol % Ni(cod)2, 1.5 equivalents of CsF, and 3.0 equivalents of ZnMe2 in acetonitrile at 50 °C. This method demonstrated excellent catalytic activity, high regio- and stereoselectivity, and compatibility with various functional groups, making it a practical approach for synthesizing lactones with potential synthetic and biological applications. The study also explored the synthesis of fused bicyclic lactones and other related compounds, showcasing the versatility of the developed method.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1 Customer Service

What can I do for you?
Get Best Price

Get Best Price for 544-97-8