N-(3-Pyrene)maleimide

Base Information

• Chemical Name: N-(3-Pyrene)maleimide
• CAS No.: 42189-56-0
• Molecular Formula: C20H11NO2
• Molecular Weight: 297.313
• Hs Code.: 29251900
• UNII: 9SZY1M545Z
• Nikkaji Number: J3.293.613J
• Wikidata: Q27273121
• Mol file: 42189-56-0.mol

Synonyms:N-(1-pyrene)maleimide;N-(1-pyrenyl)maleimide;N-(3-pyrene)maleimide;N-pyrene-maleimide;N-pyrenemaleimide

Chemical Property of N-(3-Pyrene)maleimide

Chemical Property:

• Appearance/Colour: Yellow Solid
• Vapor Pressure: 3.46E-11mmHg at 25°C
• Melting Point: 235-237 °C
• Refractive Index: 1.875
• Boiling Point: 526.8 °C at 760 mmHg
• PKA: –1.21±0.20, most basic, temperature: 25°C
• Flash Point: 256.1 °C
• PSA: 37.38000
• Density: 1.466 g/cm³
• LogP: 4.07840
• Storage Temp.: Refrigerator
• Solubility.: Soluble in chloroform, N,Ndimethylformamide, dimethyl sulfoxide, ethanol, methanol
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 297.078978594
• Heavy Atom Count: 23
• Complexity: 550

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(1-Pyrenyl)Maleimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C=C(C4=CC=CC(=C43)C=C2)N5C(=O)C=CC5=O
• Uses: Reactant used in synthesis of: ? ;Oligodeoxynucleotide derivatives1 ? ;Polymer conjugates of immunogenic peptides2 ? ;Modified oligonucleotides for biosensing applications3,Reactant: ? ;Involved in synthesis of thermally stable fluorescent maleimide/isobutene alternating copolymers4? ;Used as derivitizing agent for determination of glutathione disulfide levels in biological samples5 A fluorescent sulfhydryl reagent that can form excited-state dimers which emit at longer wavelenghts than the lone excited fluorophore. N-(1-PYRENYL)MALEIMIDE is a fluorescent sulfhydryl reagent that can form excited-state dimers which emit at longer wavelenghts than the lone excited fluorophore.

Technology Process of N-(3-Pyrene)maleimide

There total 3 articles about N-(3-Pyrene)maleimide 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: 98.0%

N-(1-Pyrenyl)maleamic acid (42189-55-9) → N-(1-pyrenyl)maleimide (42189-56-0)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; zinc dibromide; In benzene; for 1.5h; Heating;

DOI:10.1055/s-1998-2097

Reference yield:

1-aminopyrene (1606-67-3) → N-(1-pyrenyl)maleimide (42189-56-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / AcOH / 1.5 h

2: 98 percent / ZnBr₂, HMDS / benzene / 1.5 h / Heating

With acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane; zinc dibromide; In benzene;

DOI:10.1055/s-1998-2097

Reference yield:

→ N-(1-pyrenyl)maleimide (42189-56-0)

Guidance literature:

upstream raw materials:

N-(1-Pyrenyl)maleamic acid

1-aminopyrene

Refernces

• 1、 Weltman,Szaro,Frackelton Jr.,Dowben,Bunting,Cathou. "N-(3-pyrene)maleimide: a long lifetime fluorescent sulfhydryl reagent.". . p. 3173 - 3177. Retrieved 2007/10/11.