1-(Azidomethyl)pyrene

Base Information

• Chemical Name: 1-(Azidomethyl)pyrene
• CAS No.: 1006061-57-9
• Molecular Formula: C17H11N3
• Molecular Weight: 257.294
• Mol file: 1006061-57-9.mol

Synonyms:1-(Azidomethyl)pyrene

Chemical Property of 1-(Azidomethyl)pyrene

Chemical Property:

• Melting Point: 66.0 to 70.0 °C
• PSA: 49.75000
• LogP: 4.84706
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Acetonitrile (Slightly, Sonicated), Chloroform (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

1-(Azidomethyl)pyrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-(Azidomethyl)pyrene has been used in the modulation of efficient diiodo-BODIPY for targeted cancer treatment.

Technology Process of 1-(Azidomethyl)pyrene

There total 3 articles about 1-(Azidomethyl)pyrene 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: 99.0%

1-bromomethylpyrene (2595-90-6) → 1-(azidomethyl)pyrene (1006061-57-9)

Guidance literature:

With sodium azide; In water; acetone; at 20 ℃; for 6h;

DOI:10.1039/c4cc03514c

Reference yield: 97.0%

1-pyrenemethanol (24463-15-8) → 1-(azidomethyl)pyrene (1006061-57-9)

Guidance literature:

With diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; Inert atmosphere;

DOI:10.1002/cmdc.201000539

Reference yield:

pyrene-1-aldehyde (3029-19-4) → 1-(azidomethyl)pyrene (1006061-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / tetrahydrofuran; methanol

2: (PhO)2PON₃, DBU / tetrahydrofuran / 0 deg C to rt

With sodium tetrahydroborate; diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol;

DOI:10.1080/07328319608002032

upstream raw materials:

1-pyrenemethanol

pyrene-1-aldehyde

1-bromomethylpyrene

Downstream raw materials:

C₄₆H₃₄N₆O₅S

(1R,3R,4R,7S)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-[5-(1-(pyren-1-ylmethyl)-1H-1,2,3-triazol-4-yl)uracil-1-yl]-2,5-dioxabicyclo[2.2.1]heptane

C₃₀H₂₇N₃O

C₉₄H₈₆N₆O₄S₄

Refernces

• 1、 Deng, Yulin,Lai, Samuel Kin-Man,Kong, Linghui,Au-Yeung, Ho Yu. "Fine-tuning of the optical output in a dual responsive catenane switch". . p. 2931 - 2934. Retrieved 2021.
• 2、 Sun, Young Park,Jung, Hee Yoon,Chang, Seop Hong,Souane, Rachid,Jong, Seung Kim,Matthews, Susan E.,Vicens, Jacques. "A pyrenyl-appended triazole-based calix[4]arene as a fluorescent sensor for Cd2+ and Zn2+". . p. 8212 - 8218. Retrieved 2008.
• 3、 Diesendruck, Charles E.,Zhu, Lingyang,Moore, Jeffrey S.. "Alkyne mechanochemistry: Putative activation by transoidal bending". . p. 13235 - 13238. Retrieved 2014.