CID 6098350

Base Information

• Chemical Name: CID 6098350
• CAS No.: 4301-14-8
• Molecular Formula: C2 H Br Mg
• Molecular Weight: 129.239
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID20399009
• Mol file: 4301-14-8.mol

Synonyms:DTXSID20399009;FT-0699304

Chemical Property of CID 6098350

Chemical Property:

• Flash Point: −20 °F
• PSA: 0.00000
• Density: 0.94 g/mL at 25 °C
• LogP: 0.97200
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 127.91120
• Heavy Atom Count: 4
• Complexity: 8

Purity/Quality:

97% ^*data from raw suppliers

Ethynylmagnesium bromide solution 0.5 M in THF ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 11-14-22-34-40-37-19-14/15
• Safety Statements: 16-26-36/37/39-45-43-9

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#[C-].[Mg+2].[Br-]
• Uses: Ethynylmagnesium bromide solution can be used in: The preparation of the alkyne component in an enyne cross-metathesis leading to conjugated dienes.Ethynylation of chiral α-(dibenzylamino) aldehydes.The synthesis of ethynyl aziridines.To prepare alkyl(triethynyl)germanes from tert-alkyltrichlorogermanes and 2-butyltrichlorogermane.The preperation of a key intermediate in the total synthesis of (+)-4-demethoxydaunomycin.

Technology Process of CID 6098350

There total 12 articles about CID 6098350 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:

phenylmagnesium bromide + acetylene (74-86-2,25067-58-7) → ethynyldimagnesium dibromide (4301-15-9) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) + acetylenemagnesium bromide (4301-14-8)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃; Kinetics;

DOI:10.1016/S0022-328X(99)00443-X

Reference yield:

ethylmagnesium bromide (925-90-6) + acetylene (74-86-2,25067-58-7) → acetylenemagnesium bromide (4301-14-8)

Guidance literature:

With tetrahydrofuran;

Reference yield:

acetylene (74-86-2,25067-58-7) → acetylenemagnesium bromide (4301-14-8)

Guidance literature:

With ethyl bromide; magnesium; Yield given. Multistep reaction; 1) THF, 45 deg C, 20 min, 2) THF, 36 deg C;

upstream raw materials:

ethynyldimagnesium dibromide

acetylene

diethyl ether

ethylmagnesium bromide

Downstream raw materials:

(E)-1-phenylpent-1-en-4-yn-3-ol

1-Ethynyl-2-butenyl alcohol

1,1-diphenyl-but-3-yn-2-ol

1-nonyne

Refernces

Synthesis and evaluation of novel α-fluorinated (E)-3-((6- methylpyridin-2-yl)ethynyl)cyclohex-2-enone-O-methyl oxime (ABP688) derivatives as metabotropic glutamate receptor subtype 5 PET radiotracers

10.1021/jm300648b

The research focuses on the synthesis and evaluation of novel α-fluorinated derivatives based on the ABP688 structural framework, aiming to develop an optimal fluorine-18-labeled positron emission tomography (PET) radiotracer for imaging metabotropic glutamate receptor subtype 5 (mGluR5). The purpose of this research is to create a radiotracer with a longer physical half-life than the existing carbon-11 labeled tracer, [11C]-ABP688, which is limited by the short half-life of carbon-11. The researchers synthesized a series of five α-fluorinated derivatives using a two-step enolization/NFSI α-fluorination method. The most promising candidate, (Z)-16, exhibited a binding affinity (Ki) of 5.7 nM and a clogP value of 2.3. The synthesis involved various chemicals, including ethoxy enone, ethynylmagnesium bromide, SelectFluor, chlorotrimethylsilane, N-fluorobenzenesulfonimide (NFSI), and O-ethylhydroxylamine hydrochloride, among others. The research concluded that (Z)-16 is a potential mGluR5 PET radiotracer, but due to stereochemical preferences, the E-isomer of α-hydroxy derivative (E)-20 was selected for further synthesis, leading to the preparation of (E)-[18F]-16 as a model compound. This compound showed stability in vitro in plasma and PBS and specificity to mGluR5, encouraging the researchers to explore alternative routes to access the Z-isomer selectively.

Transformation of amino acids into nonracemic 1-(heteroaryl)ethanamines by the enamino ketone methodology

10.1002/hlca.200690010

The research explores a synthetic method for converting amino acids into chiral 1-(heteroaryl)ethanamines and 1-(heteroaryl)-1-aminopropan-2-ols using enamino ketones as key intermediates. The study aims to develop an efficient and versatile synthetic route for these compounds, which are important in various applications such as chiral catalysts and resolving agents. The methodology involves transforming N-protected L-phenylalanines and L-threonine into chiral enamino ketones via Weinreb amides and ethynyl ketones. These enamino ketones are then reacted with various heterocyclic compounds like pyrazolamines and hydrazine derivatives to form the desired products. The final deprotection step yields the free amines. The research concludes that this enamino ketone methodology is a useful and efficient approach for synthesizing chiral nonracemic 1-(heteroaryl)alkanamines, offering advantages over some existing methods. Key chemicals used include N-protected L-phenylalanines, L-threonine, Weinreb amides, ethynylmagnesium bromide, and various heterocyclic reagents such as pyrazolamines and hydrazine derivatives.