1-Pyrenyldiazomethane

Base Information

• Chemical Name: 1-Pyrenyldiazomethane
• CAS No.: 78377-23-8
• Molecular Formula: C17H10 N2
• Molecular Weight: 242.2747
• Hs Code.: 2927000090
• DSSTox Substance ID: DTXSID70999730
• Nikkaji Number: J408.850F
• Mol file: 78377-23-8.mol

Synonyms:1-diazomethylpyrene;1-pyrenyldiazomethane;PDAM

Chemical Property of 1-Pyrenyldiazomethane

Chemical Property:

• Melting Point: 112℃
• PSA: 37.39000
• LogP: 4.31376
• Storage Temp.: −20°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 242.084398327
• Heavy Atom Count: 19
• Complexity: 398

Purity/Quality:

98%Min ^*data from raw suppliers

PDAM ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)C=[N+]=[N-]
• Uses: PDAM is a fluorescent diazoalkane that is useful as an HPLC derivatization reagent for carboxylic acid detection. Dyes and metabolites.

Technology Process of 1-Pyrenyldiazomethane

There total 2 articles about 1-Pyrenyldiazomethane 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: 88.0%

1-pyrenecarboxaldehyde hydrazone (76465-53-7) → pyrenyl-1-diazomethane (78377-23-8)

Guidance literature:

With potassium hydroxide; mercury(II) oxide; In diethyl ether;

DOI:10.1016/S0040-4039(00)95811-8

Reference yield:

pyrene-1-aldehyde (3029-19-4) → pyrenyl-1-diazomethane (78377-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / N₂H₄*H₂O / ethanol / 3 h / Ambient temperature

2: 85 percent / MnO₂ / diethyl ether / 1.33 h / Ambient temperature

With manganese(IV) oxide; hydrazine hydrate; In diethyl ether; ethanol;

DOI:10.1021/ac00170a017

Reference yield: 60.0%

pyrenyl-1-diazomethane (78377-23-8) + p-Toluic acid (99-94-5) → 1-pyrenylmethyl p-toluate (111077-41-9)

Guidance literature:

In N,N-dimethyl-formamide; at 50 ℃;

DOI:10.1016/S0040-4039(00)95811-8

upstream raw materials:

1-pyrenecarboxaldehyde hydrazone

pyrene-1-aldehyde

Downstream raw materials:

1-pyrenylmethyl ester of phenylacetic acid

1-pyrenylmethyl p-toluate

1-pyrenylmethyl ester of cyclohexane-carboxylic acid

Refernces

• 1、 Iwamura, Michiko,Ishikawa, Touru,Koyama, Yukiyoshi,Sakuma, Keisuke,Iwamura, Hiizu. "1-PYRENYLMETHYL ESTERS, PHOTOLABILE PROTECTING GROUPS FOR CARBOXYLIC ACIDS". . p. 679 - 682. Retrieved 2007/10/02.