Magnesium, bromo-1,2-propadienyl-(9CI)

Base Information

• Chemical Name: Magnesium, bromo-1,2-propadienyl-(9CI)
• CAS No.: 18295-60-8
• Molecular Formula: C₃H₃BrMg
• Molecular Weight: 143.266
• DSSTox Substance ID: DTXSID501300266
• Mol file: 18295-60-8.mol

Synonyms:18295-60-8;Magnesium, bromo-1,2-propadienyl- (9CI);DTXSID501300266;magnesium;propa-1,2-diene;bromide;Magnesium, bromo-1,2-propadienyl-

Chemical Property of Magnesium, bromo-1,2-propadienyl-(9CI)

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 141.92685
• Heavy Atom Count: 5
• Complexity: 29.9

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=C=[CH-].[Mg+2].[Br-]

Technology Process of Magnesium, bromo-1,2-propadienyl-(9CI)

There total 9 articles about Magnesium, bromo-1,2-propadienyl-(9CI) 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:

Reference yield:

propargyl bromide (106-96-7) → allenylmagnesium bromide (18295-60-8)

Guidance literature:

With magnesium; mercury dichloride; In diethyl ether;

DOI:10.1021/jo9913199

Reference yield:

propargyl bromide (106-96-7) → propargyl magnesium bromide (18295-60-8)

Guidance literature:

With magnesium; mercury dichloride; In diethyl ether; toluene;

DOI:10.1021/jo00288a038

Reference yield:

magnesium (7439-95-4) + propargyl bromide (106-96-7) → propargyl magnesium bromide (18295-60-8)

Guidance literature:

mercury dichloride; In diethyl ether; at 0 - 5 ℃; for 1h;

upstream raw materials:

propargyl bromide

magnesium

disiloxane

furfural

Downstream raw materials:

1-Heptyne

1,2-Heptadiene

2,2,6-trimethyl-1-prop-2-ynyl-cyclohexanol

5-Hexyn-3-ol

Refernces

Reaction of Benzoxa(thia)zoles with Allenylmagnesium Bromide: Synthesis of Propargylbenzothiazolines and Dipropargylalkyl-o-aminophenols

10.1055/s-1986-31727

The research focuses on the reaction of benzoxa(thia)zoles with allenylmagnesium bromide, aiming to synthesize propargylbenzothiazolines and dipropargylalkyl-o-aminophenols. The study explores the reactivity of these heterocycles with organometallic reagents, specifically the allenyl(propargyl) Grignard reagent, which is expected to behave as an allylic Grignard due to its ambident nature. The researchers found that benzoxazoles could be readily converted to dipropargylalkyl-o-aminophenols, while benzothiazoles reacted to form propargylbenzothiazolines and, in one case, a 2-allenylbenzothiazole. The reactions were proposed to proceed via an S_N2' mechanism, with the formation of intermediate benzoxa(thia)zoline, which could then lead to ring-opened products or further react with the Grignard reagent. Key chemicals used in the process include benzoxazoles (2a-e), benzothiazole (4a), allenylmagnesium bromide (1), and 2-methoxybenzothiazole (8). The study concludes with the successful synthesis of these novel compounds, which could be used for the synthesis of tricyclic dienes and phenols fused with S-membered rings.