2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid

Base Information

• Chemical Name: 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid
• CAS No.: 25021-08-3
• Molecular Formula: C6H5NO4
• Molecular Weight: 155.11
• Hs Code.: 2925190090
• NSC Number: 266055
• DSSTox Substance ID: DTXSID40313040
• Nikkaji Number: J654.141K
• Wikidata: Q82063889
• ChEMBL ID: CHEMBL1878916
• Mol file: 25021-08-3.mol

Synonyms:25021-08-3;2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid;2-Maleimido acetic acid;Maleimidoacetic Acid;2-Maleimidoacetic acid;2-(2,5-dioxopyrrol-1-yl)acetic acid;2-Maleimidoaceticacid;2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-acetic Acid;MLS003107259;1H-Pyrrole-1-acetic acid, 2,5-dihydro-2,5-dioxo-;MFCD00457254;(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid;N-Maleimidoglycine;N-maleyl glycine;NSC266055;NSC 266055;2,5-dihydro-2,5-dioxopyrrol-1-ylacetic acid;SCHEMBL515800;2-Maleimido acetic acid(AMAA);CHEMBL1878916;DTXSID40313040;AMY21394;BBL028616;STL312241;AKOS000137000;2,5-Dioxo-3-pyrroline-1-acetic acid;AB93035;CS-W018617;DS-5282;NSC-266055;BP-29786;SMR001822132;SY047841;A5091;FT-0604094;M3143;EN300-68558;A14038;F11333;(2,5-Dioxo-2,5-dihydropyrrol-1-yl)acetic acid;J-015777;(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid #;2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)aceticacid;F1265-0527;Z245319574;2-(2,5-dioxo-2H-pyrrol-1(5H)-yl)acetic acid;2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid

Chemical Property of 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid

Chemical Property:

• Vapor Pressure: 1.03E-06mmHg at 25°C
• Melting Point: 114 °C(Solv: chloroform (67-66-3))
• Refractive Index: 1.581
• Boiling Point: 376.7 °C at 760 mmHg
• PKA: 3.31±0.10(Predicted)
• Flash Point: 181.6 °C
• PSA: 74.68000
• Density: 1.578 g/cm³
• LogP: -1.06610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 155.02185764
• Heavy Atom Count: 11
• Complexity: 237

Purity/Quality:

97% ^*data from raw suppliers

MaleimidoaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)N(C1=O)CC(=O)O
• Uses: Maleimidoacetic Acid (cas# 25021-08-3) is a compound useful in organic synthesis.

Technology Process of 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid

There total 5 articles about 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic 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: 94.0%

maleic anhydride (108-31-6) + glycine (56-40-6,18875-39-3,25718-94-9) → N,N-maleoyl-glycine (25021-08-3)

Guidance literature:

for 0.05h; Irradiation;

DOI:10.1039/a707961c

Reference yield: 72.0%

(Z)-4-((carboxymethyl)amino)-4-oxobut-2-enoic acid (54930-24-4) → N,N-maleoyl-glycine (25021-08-3)

Guidance literature:

With triethylamine; In toluene; at 80 ℃; for 2h;

DOI:10.1016/j.ica.2019.01.014

Reference yield: 64.5%

C6H7NO5 (329709-87-7) → N,N-maleoyl-glycine (25021-08-3)

Guidance literature:

With triethylamine; 1-nitro-4-trifluoroacetoxy-benzene; In dichloromethane; at -5 - -2 ℃; for 3h;

upstream raw materials:

maleic anhydride

glycine

(Z)-4-((carboxymethyl)amino)-4-oxobut-2-enoic acid

C₆H₇NO₅

Downstream raw materials:

(2,5-dioxo-2,5-dihydropyrrol-1-yl)acetic acid 2,5-dioxopyrrolidin-1-yl ester

C₂₉H₂₉ClN₄O₆