24300-91-2

Basic information

• Product Name: 2,7-Di-tert-butylpyrene
• Synonyms: 2,7-Di-tert-butylpyrene;2,7-Di-tert-butylpyrene
• CAS NO: 24300-91-2
• Molecular Formula: C₂₄H₂₆
• Molecular Weight: 314.47
• Mol File: 24300-91-2.mol

Chemical Properties

• Melting Point: 207.0 to 211.0 °C
• Boiling Point: 447.979 °C at 760 mmHg
• Flash Point: 222.394 °C
• Appearance: /
• Density: 1.064 g/cm³
• Vapor Pressure: 8.51E-08mmHg at 25°C
• Refractive Index: 1.661
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Toluene
• CAS DataBase Reference: 2,7-Di-tert-butylpyrene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-Di-tert-butylpyrene(24300-91-2)
• EPA Substance Registry System: 2,7-Di-tert-butylpyrene(24300-91-2)

Safety Data

• Hazardous Substances Data: 24300-91-2(Hazardous Substances Data)

Usage

Uses

Used in Environmental Monitoring and Analysis:
2,7-Di-tert-butylpyrene is used as a reference standard for environmental monitoring and analysis, owing to its stability and less reactive nature. It aids in the accurate detection and quantification of PAHs in various environmental samples, ensuring the assessment of pollution levels and the effectiveness of pollution control measures.
Used in Research and Development:
In the scientific community, 2,7-Di-tert-butylpyrene serves as a valuable compound for research and development purposes. It is utilized in studies related to the environmental fate, transport, and transformation of PAHs, as well as in the development of new analytical methods and technologies for the detection and monitoring of these pollutants.
Used in Health Risk Assessment:
2,7-Di-tert-butylpyrene is used in health risk assessment to evaluate the potential adverse health effects associated with exposure to this compound. By understanding the levels of 2,7-Di-tert-butylpyrene in the environment and its potential impact on human health, appropriate measures can be taken to minimize exposure and mitigate the associated health risks, such as cancer and respiratory problems.
Used in Environmental Policy and Regulation:
The monitoring of 2,7-Di-tert-butylpyrene levels in the environment plays a crucial role in the development and enforcement of environmental policies and regulations. By establishing baseline levels and setting permissible limits for this pollutant, authorities can ensure the protection of human health and the environment from the harmful effects of PAHs, including 2,7-Di-tert-butylpyrene.

InChI:InChI=1/C24H26/c1-23(2,3)19-11-15-7-9-17-13-20(24(4,5)6)14-18-10-8-16(12-19)21(15)22(17)18/h7-14H,1-6H3

Upstream product

• 129-00-0 pyrene 
• 507-20-0 tertiary butyl chloride 
• 69080-03-1 2,7-di-tert-butyl-4,5,9,10-tetrahydropyrene 
• 76626-75-0 2,7-di-tert-butyl-trans-10b,10c-dimethyl-10b,10c-dihydropyrene 
• 76626-76-1 2,7-Di-tert-butyl-10b,10c-diethyl-10b,10c-dihydro-pyrene 
• 76626-77-2 2,7-Di-tert-butyl-10b,10c-dipropyl-10b,10c-dihydro-pyrene 
• 96929-88-3 anti-6,15-di-tert-butyl-9,18-dibromo-2,11-dithia<3.3>metacyclophane 2,2,11,11-tetroxide 
• 81688-16-6 8,16-dimethyl-5,13-di-tert-butyl<2.2>metacyclophan-1-ene 
• 75-65-0 tert-butyl alcohol 
• 76446-97-4 6,13-Di-tert-butyl-15,16-diethyl-2,9-bis-methylsulfanyl-tricyclo[9.3.1.1^4,8]hexadeca-1⁽¹⁵⁾,4,6,8⁽¹⁶⁾,11,13-hexaene 
• 76446-98-5 6,13-Di-tert-butyl-2,9-bis-methylsulfanyl-15,16-dipropyl-tricyclo[9.3.1.1^4,8]hexadeca-1⁽¹⁵⁾,4,6,8⁽¹⁶⁾,11,13-hexaene 
• 81688-84-8 C₃₀H₄₆S₂⁽²⁺⁾*2BF₄^(1-) 
• 81688-86-0 C₃₂H₅₀S₂⁽²⁺⁾*2BF₄^(1-) 
• 81688-88-2 C₃₄H₅₄S₂⁽²⁺⁾*2BF₄^(1-) 

Downstream Products

• 737756-10-4 2,7-di-tert-butyl-9,10,11,12-tetrakis(4-tert-butylphenyl)-benzo[e]pyrene 
• 129-00-0 pyrene 

Relevant articles and documents

Synthesis and characterization of 2,7-di(tertbutyl) pyreno[4,5-c:9,10- c′]difuran and derived pyrenophanes

(Chemical Equation Presented) Isobenzofurans (IBF)s have seen widespread use in the synthesis of both natural products and polycyclic aromatic hydrocarbons. There are few examples that have two IBF entities linked in a fused aromatic ring system. Here we present the synthesis and characterization of a bis(IBF), 2,7-di(tert-butyl)pyreno[4,5-c:9,10-c0]difuran.Reactionwith bis(maleimide) dienophiles gives pyrenophanes. The solidstate structures of the bis(IBF) and two cyclophanes are discussed. 2009 American Chemical Society.

Efficient solid-state emission and reversible mechanofluorochromism of a tetraphenylethene-pyrene-based β-diketonate boron complex

A new twisted donor-acceptor (D-A) dye (BF2-TP) that was composed of tetraphenylethene and pyrene connected with a β-diketonate boron moiety has been synthesized and characterized. Such a dye showed unique intramolecular charge transfer (ICT) features, which were evidenced by spectral analysis and theoretical calculations. More importantly, BF2-TP solid samples exhibited an obvious mechanofluorochromic (MFC) behavior. Upon grinding with a spatula, the as-prepared powder sample illustrated a remarkable red shift of 62 nm, with considerable color contrast from yellow (562 nm) to orange red (624 nm). Its fluorescence color can be reversibly switched by repeating both the grinding-fuming and grinding-annealing processes. The mechanochromism is attributed to the phase transformation between amorphous and crystalline states. The results obtained would be helpful for designing novel MFC materials.

HALOGENATION OF 2,7-DI-TERT-BUTYL-TRANS-10b,10c-DIALKYL-10b,10c-DIHYDROPYRENES

Treatment of 2,7-di-tert-butyl-trans-10b,10c-dialkyl-10b,10c-dihydropyrenes 5a-5c with bromine afforded the corresponding tetrabromides 7a-7c in good yields, respectively.The tetrachloro derivative of 5a was also obtained in 40percent yield by the treatment of 5a with SO2Cl2.The bromination of 5a-5c with bromine in the presence of Fe powder gave the dealkylated compound 2,7-di-tert-4,5,9,10-tetrabromopyrene 8 in good yields, respectively.When 5a-5c were treated with I2, 2,7-di-tert-butylpyrene 9 was obtained in good yields, in all cases.

4,5,9,10-Pyrene Diimides: A Family of Aromatic Diimides Exhibiting High Electron Mobility and Two-Photon Excited Emission

The design and synthesis of high-performance n-type organic semiconductors are important for the development of future organic optoelectronics. Facile synthetic routes to reach the K-region of pyrene and produce 4,5,9,10-pyrene diimide (PyDI) derivatives are reported. The PyDI derivatives exhibited efficient electron transport properties, with the highest electron mobility of up to 3.08 cm2 V?1 s?1. The tert-butyl-substituted compounds (t-PyDI) also showed good one- and two-photon excited fluorescence properties. The PyDI derivatives are a new family of aromatic diimides that may exhibit both high electron mobility and good light-emitting properties, thus making them excellent candidates for future optoelectronics.

Nonvolatile organic field-effect transistor memory from pyrene-fused azaindacene regioisomers

Nonvolatile memory devices based on organic materials are promising for a new generation of portable or flexible electronics. Herein, two pyrene-fused azaindacene configurational isomers, syn-B2IPIO and anti-B2IPIO, were designed and synthesized, and they are axially symmetric and centrally symmetric, respectively. These two regioisomers were applied as charge trapping elements (CTEs) for the electret layers in organic field-effect transistor nonvolatile memory (OFET-NVM) devices. Although the two regioisomers have nearly identical molecular structures, absorption spectra, and HOMO/LUMO energy levels, they exhibit distinctly different charge-trapping capabilities. The OFET-NVM devices based on anti-B2IPIO exhibit a moderate memory window of about 25 V. In contrast, the devices based on syn-B2IPIO show a more than two-fold wider memory window (～59 V). The different charge trapping behaviors of this pair of isomers are attributed to different intermolecular interactions associated with molecular symmetry, resulting in different molecular packing behaviors and film morphologies. The results reveal that controlling the molecular symmetry could be a new and efficient strategy for the design of organic CTEs for high-performance memory devices. This journal is

A novel thiophene-fused polycyclic aromatic with a tetracene core: Synthesis, characterization, optical and electrochemical properties

FeCl3-mediated oxidative cyclization was successfully used to construct an extended thiophene-pendant pyrene skeleton and synthesize a novel thiophene-fused polycyclic aromatic (THTP-C) with a tetracene core. The identity of the compound was confirmed by 1H-NMR, 13C-NMR, MS, and elemental analysis. Meanwhile, a single crystal of THTP-C was obtained and analyzed by X-ray single-crystal diffraction. THTP-C has a "saddle" shaped π-conjugated 1-D supramolecular structure, and favors highly ordered self-assembly by π-π interactions as evidenced by its concentration- dependent 1H-NMR spectra in solution. The optical properties of THTP-C were investigated by ultraviolet-visible (UV-Vis) and photoluminescence (PL) spectroscopy and its electrochemical properties were investigated by cyclic voltammetry (CV). The relatively large band gap (2.86 eV), low EHOMO level (-5.64 eV) and intermolecular π-π interactions imply that THTP-C has a high stability against photo-degradation and oxidation, and may be a promising candidate for stable hole-transporting materials.

Triflic Acid-Promoted Adamantylation and tert-Butylation of Pyrene: Fluorescent Properties of Pyrene-Decorated Adamantanes and a Channeled Crystal Structure of 1,3,5-Tris(pyren-2-yl)adamantane

Triflic acid-promoted 1-adamantylation and tert-butylation of pyrene at positions 2 and 2,7 along with the synthesis of compounds having one-, two-, and three-pyrenyl groups attached to the adamantane scaffold are disclosed. Fluorescent properties of these compounds and channeled crystal structure of the 1,3,5-tris(pyren-2-yl)adamantane containing chloroform as a guest are also presented.

Blue-emitting pyrene-based aggregates

The supramolecular polymerization of pyrene imidazoles 1 and 2, governed by H-bonding and C-H···π interactions, yields aggregates showing the characteristic bluish emission pattern of pyrene-based monomers.

Modular Two-Step Access to π-Extended Naphthyridine Systems—Potent Building Blocks for Organic Electronics

Efficient synthetic approaches for the incorporation of nitrogen into polyaromatic compounds (PACs) in different patterns as stabilising moiety for π-extended systems and modification tool for optoelectronic properties remain a challenge until today. Here

Relationship Between Molecular Structure, Single crystal Packing and Self-Assembly Behavior: A Case Based on Pyrene Imide Derivatives

Development of new n-type one-dimensional (1D) self-assembly nanostructure and a clear understanding of the relationship between molecular structure and self-assembly behavior are important prerequisites for further designing and optimizing organic optoelectronic nanodevice. In this article, a series of n-type organic semiconductor materials based on pyrene imide were successfully synthesized through [4+2] cycloaddition reactions and their preliminary optical and electrochemical properties were studied. The simulated HOMO-LUMO bandgaps via DFT tallied with the experimental data well. The self-assembly of these materials showed needle or fiber-like morphologies, indicating that different conjugation degree or alkyl group had significant influence on their self-assembly behaviors. Furthermore, the single-crystal packing for these molecules were analyzed and it was found out that the changes of conjugated backbone and functional group would affect certain crystal lattice parameter significantly, such as the intermolecular packing distance and crystal size etc, which would further result in different self-assembly morphology.