1-Pyrenebutanamide

Base Information

• Chemical Name: 1-Pyrenebutanamide
• CAS No.: 71942-36-4
• Molecular Formula: C20H17 N O
• Molecular Weight: 287.361
• DSSTox Substance ID: DTXSID80390810
• Nikkaji Number: J1.981.746F
• Wikidata: Q82187856
• Mol file: 71942-36-4.mol

Synonyms:1-Pyrenebutanamide;71942-36-4;4-(1-PYRENYL)BUTYRAMIDE;4-pyren-1-ylbutanamide;4-(1-Pyrenyl)butanamide;4-(1-pyrenyl) butyramide;SCHEMBL10005226;DTXSID80390810;4-(PYREN-1-YL)BUTANAMIDE;AKOS030240260;FT-0674179

Chemical Property of 1-Pyrenebutanamide

Chemical Property:

• Melting Point: 170-171°C
• PSA: 43.09000
• LogP: 5.09230
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 287.131014166
• Heavy Atom Count: 22
• Complexity: 420

Purity/Quality:

97% ^*data from raw suppliers

4-(1-Pyrenyl)butyramide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)CCCC(=O)N
• Uses: Fluorescent probe for asymmetric lipid bilayers.

Technology Process of 1-Pyrenebutanamide

There total 3 articles about 1-Pyrenebutanamide 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:

4-(pyren-1-yl)butyryl chloride (63549-37-1) → 4-(1-pyrenyl)butyric amide (71942-36-4)

Guidance literature:

With ammonia; In dichloromethane; at 20 ℃;

Reference yield:

1-pyrenebutyric acid (3443-45-6) → 4-(1-pyrenyl)butyric amide (71942-36-4)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride; DMF / CH₂Cl₂ / 0.58 h / 20 °C

2: NH₃ / CH₂Cl₂; dioxane / 1.5 h

With oxalyl dichloride; ammonia; N,N-dimethyl-formamide; In 1,4-dioxane; dichloromethane;

DOI:10.1021/ja057449i

Reference yield:

→ 4-(1-pyrenyl)butyric amide (71942-36-4)

Guidance literature:

With 1,4-dioxane; ammonium polysulfide solution; at 160 ℃;

DOI:10.1021/ja01854a052

upstream raw materials:

4-(pyren-1-yl)butyryl chloride

1-pyrenebutyric acid

Downstream raw materials:

4‐(1‐pyrenyl)butanamine

Refernces

• 1、 Dale, Trevor J.,Rebek Jr., Julius. "Fluorescent sensors for organophosphorus nerve agent mimics". . p. 4500 - 4501. Retrieved 2007/10/03.