Methyl 3-(2-bromophenyl)-2-cyanoprop-2-enoate

Base Information

• Chemical Name: Methyl 3-(2-bromophenyl)-2-cyanoprop-2-enoate
• CAS No.: 109460-96-0
• Molecular Formula: C11H8 Br N O2
• Molecular Weight: 268.13
• DSSTox Substance ID: DTXSID701030770
• Mol file: 109460-96-0.mol

Synonyms:methyl 3-(2-bromophenyl)-2-cyanoprop-2-enoate;SCHEMBL21457377;DTXSID701030770

Chemical Property of Methyl 3-(2-bromophenyl)-2-cyanoprop-2-enoate

Chemical Property:

• Vapor Pressure: 1.19E-05mmHg at 25°C
• Refractive Index: 1.6320 (estimate)
• Boiling Point: 369.4°Cat760mmHg
• Flash Point: 177.2°C
• PSA: 50.09000
• Density: 1.509g/cm³
• LogP: 2.52908
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 264.97384
• Heavy Atom Count: 15
• Complexity: 316

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(=CC1=CC=CC=C1Br)C#N

Technology Process of Methyl 3-(2-bromophenyl)-2-cyanoprop-2-enoate

There total 1 articles about Methyl 3-(2-bromophenyl)-2-cyanoprop-2-enoate 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:

ortho-bromobenzaldehyde (6630-33-7) + methyl 2-cyanoacetate (105-34-0) → 3-(2-bromophenyl)-2-cyanoacrylate (109460-96-0)

Guidance literature:

With aluminum oxide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1002/chem.202100341

Reference yield: 59.0%

morpholine (110-91-8,99108-56-2) + 3-(2-bromophenyl)-2-cyanoacrylate (109460-96-0) + 2-(3-indolyl)ethyl isocyanide (100571-64-0) → methyl 1-(2-(1H-indol-3-yl)ethyl)-2-amino-4-(2-bromophenyl)-5-morpholino-1H-pyrrole-3-carboxylate

Guidance literature:

In acetonitrile; for 2h; Solvent; chemoselective reaction; Reflux;

DOI:10.1021/jo501143m

Reference yield:

3-(2-bromophenyl)-2-cyanoacrylate (109460-96-0) + vinyl magnesium bromide (1826-67-1) → C13H12BrNO2 (1330129-43-5)

Guidance literature:

vinyl magnesium bromide; With copper(l) chloride; In tetrahydrofuran; at -20 ℃; for 1h; Inert atmosphere;

3-(2-bromophenyl)-2-cyanoacrylate; In tetrahydrofuran; at -20 ℃; Inert atmosphere;

DOI:10.1021/ol2019423

upstream raw materials:

ortho-bromobenzaldehyde

methyl 2-cyanoacetate

Downstream raw materials:

C₁₆H₁₆BrNO₂

C₁₃H₁₂BrNO₂

Refernces