Bromomesaconic acid

Base Information

• Chemical Name: Bromomesaconic acid
• CAS No.: 32319-83-8
• Molecular Formula: C₅H₅BrO₄
• Molecular Weight: 208.996
• Hs Code.: 2917190090
• Mol file: 32319-83-8.mol

Synonyms:(E)-isomer of bromomesaconic acid;bromomesaconic acid;bromomethylfumaric acid

Chemical Property of Bromomesaconic acid

Chemical Property:

• Vapor Pressure: 2.65E-07mmHg at 25°C
• Boiling Point: 393.9°Cat760mmHg
• Flash Point: 192°C
• PSA: 74.60000
• Density: 1.954g/cm³
• LogP: 0.47690
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 207.93712
• Heavy Atom Count: 10
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=CC(=O)O)C(=O)O)Br
• Isomeric SMILES: C(/C(=C\C(=O)O)/C(=O)O)Br

Technology Process of Bromomesaconic acid

There total 1 articles about Bromomesaconic acid 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:

methylfumaroyl chloride (20537-97-7) → Brommesaconsaeure (32319-83-8)

Guidance literature:

Multistep reaction; (i) NaOtBu, (ii) NBS, (PhCO)2O₂, MgO, CHCl₃, (iii) CF₃CO₂H, benzene;

DOI:10.1021/jm00289a013

upstream raw materials:

methylfumaroyl chloride

Refernces

Bromomesaconic and bromocitraconic acids. Potential active site labeling reagents for dicarboxylic acid metabolizing enzymes.

10.1021/jm00289a013

The research focuses on the synthesis and enzymatic study of bromomesaconic acid (4) and bromocitraconic acid (11), exploring their potential as active site labeling reagents for enzymes involved in dicarboxylic acid metabolism. The study aims to understand the inhibitory effects of these compounds on specific enzymes, such as fumarase, and to establish their potential as irreversible inhibitors. The researchers synthesized both unlabeled and 14C-labeled bromomesaconic acid (4) and bromocitraconic acid (11) using various chemical reactions, including bromination and hydrolysis. They found that compound 4 is a potent irreversible inhibitor for yeast and pig heart fumarase, while 11 also inactivates fumarase but at a slower rate. The study concludes that these brominated compounds could serve as valuable tools for studying enzyme active sites due to their specific inhibitory properties.