1-Propenyl magnesium bromide

Base Information

• Chemical Name: 1-Propenyl magnesium bromide
• CAS No.: 14092-04-7
• Molecular Formula: C₃H₅BrMg
• Molecular Weight: 145.282
• Hs Code.: 29319090
• European Community (EC) Number: 683-635-1
• DSSTox Substance ID: DTXSID901309034
• Mol file: 14092-04-7.mol

Synonyms:14092-04-7;1-propenyl magnesium bromide;propenylmagnesium bromide;(E)-prop-1-enylmagnesium bromide;Magnesium, bromo-1-propenyl- (9CI);(E)-Prop-1-en-1-ylmagnesium bromide;Magnesium, bromo-(1Z)-1-propenyl-;13154-14-8;propenyl magnesium bromide;(Z-propenylmagnesium)bromide;prop-1-enylmagnesium bromide;(e)-propenylmagnesium bromide;Magnesium, bromo-1-propenyl-;SCHEMBL262691;prop-1-en-1-ylmagnesium bromide;(z)-prop-1-enylmagnesium bromide;HHNLJRLNDSEYOX-UHFFFAOYSA-M;DTXSID901309034;trans-1-propenyl-magnesium bromide;MFCD00209610;AKOS024262735;1-Propenylmagnesium bromide, 0.5M (7.65% w/w) in THF

Chemical Property of 1-Propenyl magnesium bromide

Chemical Property:

• Vapor Pressure: 8480mmHg at 25°C
• Boiling Point: 65 °C
• Flash Point: −4 °F
• PSA: 0.00000
• Density: 0.95 g/mL at 25 °C
• LogP: 1.91490
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.94250
• Heavy Atom Count: 5
• Complexity: 14.4

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Propenylmagnesiumbromide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,C,Xn
• Statements: 11-14/15-19-20/21/22-34-37-40-36/37/38-15
• Safety Statements: 16-26-27-36/37/39-45-43-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=[CH-].[Mg+2].[Br-]
• Uses: 1-Propenylmagnesium bromide is used as a reagent in the stereoselective preparation of dienyl N-heterocycles via iron-catalyzed cyclization of amino dienols.

Technology Process of 1-Propenyl magnesium bromide

There total 8 articles about 1-Propenyl magnesium bromide 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:

trans-2-propenyl bromide (590-15-8) → 1-propenylmagnesium bromide (13154-14-8,13154-15-9,14092-04-7,1730-25-2)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.foodchem.2018.12.112

Reference yield:

trans-2-propenyl bromide (590-15-8) → (E)-1-propenylmagnesium bromide (1730-25-2,13154-14-8,13154-15-9,14092-04-7)

Guidance literature:

With magnesium anthracene * 3 THF; Yield given. Multistep reaction; 1.) toluene, 90 deg C, 2.) -30 deg C, 12 h;

Reference yield:

(Z)-1-propenyl bromide (590-13-6) → 1-propenylmagnesium bromide (13154-14-8,13154-15-9,14092-04-7,1730-25-2)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.foodchem.2018.12.112

upstream raw materials:

1-bromo-1-propene

magnesium

allyl bromide

(Z)-1-propenyl bromide

Downstream raw materials:

2-(N-but-2-enyl-anilino)-ethanol

phenyl-(1-phenylbut-2-enyl)amine

Ethyl 2-ethoxycarbonyl-2,4-hexadienoate

3-methyl-hex-4-enoic acid N-methyl-anilide

Refernces

• 1、 Zegar, Siead,Tokar, Christopher,Enache, Livia A.,Rajagopol, Venkat,Zeller, Wayne,O'Connell, Matthew,Singh, Jasbir,Muellner, Frank W.,Zembower, David E.. "Development of a scalable process for DG-041, a potent EP3 receptor antagonist, via tandem heck reactions". . p. 747 - 753. Retrieved 2012/12/29.