(E)-4-(octylamino)-4-oxobut-2-enoic acid

Base Information

• Chemical Name: (E)-4-(octylamino)-4-oxobut-2-enoic acid
• CAS No.: 3151-55-1
• Molecular Formula: C₁₂H₂₁NO₃
• Molecular Weight: 227.304
• NSC Number: 52609
• Mol file: 3151-55-1.mol

Synonyms:(E)-4-(octylamino)-4-oxobut-2-enoic acid;3151-55-1;(2E)-4-(octylamino)-4-oxobut-2-enoic acid;NSC52609;SCHEMBL5465011;SCHEMBL24687428;NSC-52609;AKOS002118580

Chemical Property of (E)-4-(octylamino)-4-oxobut-2-enoic acid

Chemical Property:

• Vapor Pressure: 3.58E-08mmHg at 25°C
• Boiling Point: 418.4°Cat760mmHg
• Flash Point: 206.8°C
• Density: 1.029g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 227.15214353
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (E)-4-(octylamino)-4-oxobut-2-enoic acid

There total 2 articles about (E)-4-(octylamino)-4-oxobut-2-enoic 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: 81.0%

maleic anhydride (108-31-6) + n-Octylamine (111-86-4) → N-Octyl maleamic acid (3151-55-1)

Guidance literature:

With acetic acid; Ambient temperature;

DOI:10.1021/jm950872p

Reference yield:

→ N-Octyl maleamic acid (3151-55-1)

Guidance literature:

Maleinsaeureanhydrid, Octylamin;

Reference yield: 68.0%

N-Octyl maleamic acid (3151-55-1) → N-octylmaleimide (4080-76-6)

Guidance literature:

With sodium acetate; acetic anhydride; at 90 ℃; for 2h;

DOI:10.1021/jm950872p

upstream raw materials:

maleic anhydride

n-Octylamine

Downstream raw materials:

N-octylmaleimide

(Z)-Octyl methyl maleamate

Refernces

• 1、 Hooley, Richard J.,Biros, Shannon M.,Rebek Jr., Julius. "A deep, water-soluble cavitand acts as a phase-transfer catalyst for hydrophobic species". . p. 3517 - 3519. Retrieved 2007/10/03.
• 2、 Kalgutkar, Amit S.,Crews, Brenda C.,Marnett, Lawrence J.. "Design, synthesis, and biochemical evaluation of N-substituted maleimides as inhibitors of prostaglandin endoperoxide synthases". . p. 1692 - 1703. Retrieved 2007/10/03.