1-(2-(2-hydroxyethoxy)ethyl)-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 1-(2-(2-hydroxyethoxy)ethyl)-1H-pyrrole-2,5-dione
• CAS No.: 34321-81-8
• Molecular Formula: C8H11NO4
• Molecular Weight: 185.18
• European Community (EC) Number: 841-080-4
• DSSTox Substance ID: DTXSID90600957
• Wikidata: Q82497303
• Mol file: 34321-81-8.mol

Synonyms:Mal-PEG2-alcohol;34321-81-8;Mal-PEG2-OH;1-(2-(2-hydroxyethoxy)ethyl)-1H-pyrrole-2,5-dione;1H-Pyrrole-2,5-dione, 1-[2-(2-hydroxyethoxy)ethyl]-;1-[2-(2-HYDROXYETHOXY)ETHYL]PYRROLE-2,5-DIONE;MFCD16780862;1-[2-(2-Hydroxyethoxy)ethyl]-1H-pyrrole-2,5-dione;SCHEMBL44460;DTXSID90600957;AKOS011787741;AS-83533;BP-22341;SY202117;DB-111110;HY-140968;CS-0114870;C70045;EN300-214833;A912663;Z992274638;1-[2-(2-hydroxyethoxy)ethyl]-2,5-dihydro-1H-pyrrole-2,5-dione

Chemical Property of 1-(2-(2-hydroxyethoxy)ethyl)-1H-pyrrole-2,5-dione

Chemical Property:

• Boiling Point: 361.7±22.0 °C(Predicted)
• PKA: 14.35±0.10(Predicted)
• PSA: 66.84000
• Density: 1.317±0.06 g/cm3(Predicted)
• LogP: -1.14180
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 185.06880783
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

97% ^*data from raw suppliers

Mal-PEG2-alcohol ^*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)CCOCCO
• Description: Mal-PEG2-alcohol is a PEG linker containing a maleimide group and a hydroxyl group. The hydrophilic PEG spacer increases solubility in aqueous media. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.

Technology Process of 1-(2-(2-hydroxyethoxy)ethyl)-1H-pyrrole-2,5-dione

There total 4 articles about 1-(2-(2-hydroxyethoxy)ethyl)-1H-pyrrole-2,5-dione 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: 93.0%

N-methoxycarbonylmaleimide (55750-48-6) + 2-(2-Aminoethoxy)ethanol (929-06-6) → 1-(2-(2-hydroxyethoxy)ethyl)-1H-pyrrole-2,5-dione (34321-81-8)

Guidance literature:

With sodium hydrogencarbonate; at 0 - 23 ℃; for 1h;

DOI:10.1021/ja054482w

Reference yield: 41.0%

N-[2-(2-hydroxyethoxy)ethyl]-exo-3,6-epoxy-1,2,3,6-tetrahydrophthalimide (916852-34-1) → 1-(2-(2-hydroxyethoxy)ethyl)-1H-pyrrole-2,5-dione (34321-81-8)

Guidance literature:

In toluene; for 7h; Reflux;

Reference yield:

N-ethoxycarbonylmaleinimide (55750-49-7) + 2-(2-Aminoethoxy)ethanol (929-06-6) → 1-(2-(2-hydroxyethoxy)ethyl)-1H-pyrrole-2,5-dione (34321-81-8)

Guidance literature:

With sodium hydrogencarbonate; In water;

DOI:10.1021/jm2000272

upstream raw materials:

N-methoxycarbonylmaleimide

2-(2-Aminoethoxy)ethanol

N-ethoxycarbonylmaleinimide

N-[2-(2-hydroxyethoxy)ethyl]-exo-3,6-epoxy-1,2,3,6-tetrahydrophthalimide

Downstream raw materials:

1-[2-(2-{(2S,3S,4S,6R)-3-Hydroxy-2-methyl-6-[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxy-acetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-4-ylamino}-ethoxy)-ethyl]-pyrrole-2,5-dione