1-(2-Oxopyrrolidin-1-yl)butane-1,3-dione

Base Information

• Chemical Name: 1-(2-Oxopyrrolidin-1-yl)butane-1,3-dione
• CAS No.: 53544-25-5
• Molecular Formula: C8H11 N O3
• Molecular Weight: 169.18
• Hs Code.: 2933790090
• NSC Number: 183758
• DSSTox Substance ID: DTXSID90306942
• Nikkaji Number: J953.162I
• Wikidata: Q72434227
• Mol file: 53544-25-5.mol

Synonyms:1-(2-oxopyrrolidin-1-yl)butane-1,3-dione;53544-25-5;1,3-Butanedione, 1-(2-oxo-1-pyrrolidinyl)-;1-(2-oxo-pyrrolidin-1-yl)-butane-1,3-dione;NSC183758;SCHEMBL14336999;DTXSID90306942;AKOS016008180;NSC-183758;A846544

Chemical Property of 1-(2-Oxopyrrolidin-1-yl)butane-1,3-dione

Chemical Property:

• Vapor Pressure: 0.000317mmHg at 25°C
• Melting Point: 49-52℃
• Boiling Point: 320.4°Cat760mmHg
• Flash Point: 150.6°C
• PSA: 54.45000
• Density: 1.228g/cm³
• LogP: 0.05240
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 169.07389321
• Heavy Atom Count: 12
• Complexity: 235

Purity/Quality:

97% ^*data from raw suppliers

1-(2-Oxopyrrolidin-1-yl)butane-1,3-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)N1CCCC1=O

Technology Process of 1-(2-Oxopyrrolidin-1-yl)butane-1,3-dione

There total 4 articles about 1-(2-Oxopyrrolidin-1-yl)butane-1,3-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: 96.0%

2-pyrrolidinon (616-45-5) + 2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) → 1-(2-oxopyrrolidin-1-yl)butane-1,3-dione (53544-25-5)

Guidance literature:

In xylene; at 140 ℃; for 2h; Heating / reflux;

Reference yield: 74.0%

2-pyrrolidinon (616-45-5) + S-tert-butyl acetothioacetate (15925-47-0) → 1-(2-oxopyrrolidin-1-yl)butane-1,3-dione (53544-25-5)

Guidance literature:

With silver trifluoroacetate; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88210-7

Reference yield:

2-pyrrolidinon (616-45-5) + acetoacetic acid methyl ester (105-45-3) → 1-(2-oxopyrrolidin-1-yl)butane-1,3-dione (53544-25-5)

Guidance literature:

With dmap; In toluene; for 18h; Reflux;

DOI:10.1055/s-0036-1588900

upstream raw materials:

2-pyrrolidinon

S-tert-butyl acetothioacetate

2,2,6-trimethyl-4H-1,3-dioxin-4-one

acetoacetic acid methyl ester

Downstream raw materials:

1-[2-(p-tosyl)acetyl]pyrrolidin-2-one

C₁₈H₂₆N₂O₆

C₁₈H₁₆N₂O₅

4-acetyl-4,9a-epoxy-2,3,3a,4,5,9b-hexahydro-1,3,5-trioxo-2-phenyl-1H-pyrrolo[3,4-g]indolizine