1115084-83-7

Basic information

• Product Name: 1-[(2-Propynyloxy)methyl]pyrene
• Synonyms: 1-[(2-Propynyloxy)methyl]pyrene
• CAS NO: 1115084-83-7
• Molecular Formula: C₂₀H₁₄O
• Molecular Weight: 270.32456
• EINECS: -0
• Mol File: 1115084-83-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 83.0 to 87.0 °C
• Boiling Point: 461.3±20.0 °C(Predicted)
• Appearance: /
• Density: 1.240±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-[(2-Propynyloxy)methyl]pyrene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2-Propynyloxy)methyl]pyrene(1115084-83-7)
• EPA Substance Registry System: 1-[(2-Propynyloxy)methyl]pyrene(1115084-83-7)

Safety Data

• Hazardous Substances Data: 1115084-83-7(Hazardous Substances Data)

Usage

Uses

Used in Environmental and Biological Research:
1-[(2-Propynyloxy)methyl]pyrene is used as a model compound for investigating the environmental and biological effects of aromatic hydrocarbons. Its presence allows researchers to study the interactions of these compounds with the environment and biological systems, providing insights into their potential impacts and mechanisms of action.
Used in Chemical Synthesis and Material Science:
The unique reactivity of the propynyl group in 1-[(2-Propynyloxy)methyl]pyrene makes it a valuable compound for chemical synthesis and material science applications. It can be used as a building block or a precursor in the development of new materials with specific properties, such as in the creation of advanced polymers or other organic materials.
Used in Toxicological Studies:
Given its potent carcinogenic and mutagenic properties, 1-[(2-Propynyloxy)methyl]pyrene is also used in toxicological studies to understand the mechanisms of toxicity and to develop methods for mitigating the harmful effects of similar compounds. This research can contribute to the development of safer chemicals and materials, as well as inform regulatory policies and guidelines for handling and disposal.

Upstream product

• 3029-19-4 pyrene-1-aldehyde 
• 106-96-7 propargyl bromide 
• 24463-15-8 1-pyrenemethanol 
• 624-65-7 2-propynyl chloride 
• 69795-71-7 1-(bromomethyl)pyrene 

Downstream Products

• 1115084-88-2 1-benzyl-4-((pyren-1-ylmethoxy)methyl)-1H-1,2,3-triazole 
• 1528759-98-9 2-[2,4-di-(tert)-butylphenyl]-9-[(1-{2-oxo-2-[15-({4-[(pyren-1-ylmethoxy)methyl]-1H-1,2,3-triazol-1-yl}acetyl)-7,11,18,21-tetraoxa-3,15-diazatrispiro[5.2.2.512.29.26]henicos-3-yl]ethyl}-1H-1,2,3-triazol-4-yl)methyl]isoquinolino[4’,5’,6’: 6,5,10]anthra[2,1,9-def]isoquinoline-1,3,8,10(2H,9H)tetrone 
• 1528759-99-0 C₁₁₁H₁₁₆N₁₀O₁₉ 

Relevant articles and documents

Perylenetetracarboxy-3,4:9,10-diimide derivatives with large two-photon absorption activity

Three new perylenetetracarboxy-3,4:9,10-diimides, bearing 2,6-diisopropylphenyl groups at the imide positions and 4-(R-ethynyl)phenoxy moieties (R = 4,7-di(2-thienyl)benzo[c][1,2,5]thiadiazole (P2), pyrene (P3) or pyrene-CH2OCH2 (P4)) at the four bay positions, were prepared, along with the known related derivative (R = phenyl (P1)), and well characterized. They have large two-photon absorption (TPA) cross-sections (σ2), as determined by the Z-scan technique, the highest values being reached with P2 which bears a planar π-delocalized donor moiety. P3 is characterized by higher σ2 values than both P1, as expected for the higher π-conjugation of the donor pyrene moiety with respect to phenyl, and P4, due to the presence of the flexible and non-conjugated CH2OCH2 bridge between the pyrene and the ethynyl fragment in the latter compound. The molecular geometry of P1-P4 has been optimized by DFT modeling, showing that in P2 and P3 the bay substituents are stacked due to the π-π interactions of both pyrene and thiophene groups. The LUMO of P1-P4 lies at the same energy and is essentially delocalized on the perylene core whereas the HOMO and HOMO?1 of both P2 and P3 are degenerate and do not show contribution from the perylene core contrarily to that of P1 and P4. The HOMO-LUMO gap is therefore essentially influenced by the HOMO which reflects the electronic charge delocalization on the bay substituents, the lower gaps being observed for P2 and P3, which are characterized by the best TPA properties.

Hyperbranched polymers by visible light induced self-condensing vinyl polymerization and their modifications

Visible light induced self-condensing vinyl polymerization is explored using 2-bromoethyl methacrylate (2-BEMA) and methyl methacrylate (MMA) as inimer and comonomer, respectively, in the presence of dimanganese decacarbonyl (Mn2(CO)10/su

Irreversible Cysteine-Selective Protein Labeling Employing Modular Electrophilic Tetrafluoroethylation Reagents

Fluoroalkylation reagents based on hypervalent iodine are widely used to transfer fluoroalkyl moieties to various nucleophiles. However, the transferred groups have so far been limited to simple structural motifs. We herein report a reagent featuring a secondary amine that can be converted to amide, sulfonamide, and tertiary amine derivatives in one step. The resulting reagents bear manifold functional groups, many of which would not be compatible with the original synthetic pathway. Exploiting this structural versatility and the known high reactivity toward thiols, the new-generation reagents were used in bioconjugation with an artificial retro-aldolase, containing an exposed cysteine and a reactive catalytic lysine. Whereas commercial reagents based on maleimide and iodoacetamide labeled both sites, the iodanes exclusively modified the cysteine residue. The study thus demonstrates that modular fluoroalkylation reagents can be used as tools for cysteine-selective bioconjugation.

A pyrenyl-appended triazole-based ribose as a fluorescent sensor for Hg2+ ion

For the efficient detection of toxic trace metal ions, two pyrenyl-appended triazole-based d-ribose fluorescent chemosensors 6 and 7 were prepared and their fluoroionophoric properties toward transition metal ions were investigated. Chemosensors 6 and 7 exhibit highly selective recognition toward Hg2+ ion among a series of tested metal ions in CH2Cl 2/MeOH solution. The association constants of 6 and 7 are calculated to be 1.73 × 105 M-1 and 4.44 × 105 M-1, respectively. Both 6 and 7 formed complexes with the Hg 2+ ion at a 1:1 ligand-to-metal ratio with a detection limit of 10-15 μM Hg2+. Computational analysis demonstrated that the Hg 2+ ion occupied the coordination center of 6 with N2 and N3 atoms in two triazole groups, thus separating and distorting the two parallel pyrenes away from each other.

Chiral Chromium Salen@rGO as Multipurpose and Recyclable Heterogeneous Catalyst

The first immobilization of a pyrene-tagged chromium salen complex through π-π noncovalent interactions on reduced graphene oxide (rGO) is described. A very robust supported catalytic system is obtained to promote asymmetric catalysis in repeated cycles, without loss of activity or enantioselectivity. This specific behavior was demonstrated in two different catalytic reactions (up to ten reuses) promoted by chromium salen complexes, the cyclohexene oxide ring-opening reaction and the hetero-Diels-Alder cycloaddition between various aldehydes and Danishefsky's diene. Furthermore, the chiral chromium salen@rGO has been found to be compatible with a multi-substrate type use, in which the structure of the substrate involved is modified each time the catalyst is reused.

Dual-mode recognition of transition metal ions by bis-triazoles chained pyrenes

Fluorescent chemosensors 7-10, with variable methylene chain length as spacers between the two triazole methyl ether units, have been synthesized under 'Click' condition, where the bistriazoles are used as the metal ion binding sites and the pyrenes as th