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Sigma-Aldrich

Acenaphthene

99%

Synonym(s):

1,8-Ethylenenaphthalene

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About This Item

Empirical Formula (Hill Notation):
C12H10
CAS Number:
Molecular Weight:
154.21
Beilstein/REAXYS Number:
386081
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

5.32 (vs air)

Quality Level

vapor pressure

10 mmHg ( 131 °C)

assay

99%

form

solid

bp

279 °C (lit.)

mp

90-94 °C (lit.)

solubility

chloroform: soluble 5%, clear, colorless to faintly yellow

SMILES string

C1Cc2cccc3cccc1c23

InChI

1S/C12H10/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-6H,7-8H2

InChI key

CWRYPZZKDGJXCA-UHFFFAOYSA-N

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General description

Acenaphthene is a polycyclic aromatic hydrocarbon used as a building block in the synthesis of polymers and resins.
Bacterial oxidation of acenaphthene by Beijerinckia sp. and Beijerinckia sp. strain B8/36 has been reported. Acenapthene forms 1:1:1 inclusion compound by complexing with inclusion compound of β-cyclodextrin and alcohol. Kinetics of the atmospherically important gas-phase reactions of acenaphthene with OH and NO3 radicals, O3 and N2O5 has been investigated at 296 ± 2K.

Application


  • Optimization of Acenaphthene Production: A research article demonstrated the use of high-efficiency HILIC capillary columns for slurry packing at 2100 bar, showcasing an advanced technique that could optimize the synthesis and purification of complex polycyclic aromatic hydrocarbons like acenaphthene, essential for enhancing productivity and purity in chemical processes (Anderson et al., 2024).

  • Environmental Impact Assessment: A study investigated the relationship between polycyclic aromatic hydrocarbons (PAHs) and reactive oxygen species in PM2.5 emissions, providing a critical evaluation of the environmental impacts of compounds like acenaphthene in industrial regions, thus informing pollution control and environmental safety strategies (Xu et al., 2024).

  • Advances in Organic Semiconductor Materials: Research focused on the synthesis and properties of pyrene-bridged acenaphthenes, contributing to the development of novel organic semiconductor materials, which are crucial for electronic and photonic applications, thus broadening the utility of acenaphthene in high-tech industries (Polkaehn et al., 2023).

  • Bioassays for Organic Pollutants: Researchers developed bioassays for organic pollutants, including acenaphthene, using chemical activity-based loading of artificial sediments. This approach offers a new method to assess ecological risks associated with organic contaminants, while also optimizing the derivation of predicted no-effect concentrations (PNECs) for polycyclic aromatic hydrocarbons, critical for regulatory compliance and environmental health. (Abel et al., 2024), (Sun et al., 2023).

pictograms

Environment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

257.0 °F - closed cup

flash_point_c

125.0 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Alexander K Lemmens et al.
Physical chemistry chemical physics : PCCP, 21(7), 3414-3422 (2018-11-01)
In this work we report on the experimental and theoretical investigations of the progressional complexation of the polycyclic aromatic hydrocarbon (PAH) acenaphthene with itself and with water. In the interstellar medium, PAH complexes are an important link between molecular gas
Kinetics of the reactions of acenaphthene and acenaphthylene and structurally-related aromatic compounds with OH and NO3 radicals, N2O5 and O3 at 296?2 K.
Atkinson R and Aschmann SM.
International Journal of Chemical Kinetics, 20(7), 513-539 (1988)
Room-temperature phosphorescence from 1: 1: 1 inclusion compounds of. beta.-cyclodextrin with brominated alcohols and acenaphthene.
Hamai S.
Journal of the American Chemical Society, 111(11), 3954-3957 (1989)
M J Schocken et al.
Applied and environmental microbiology, 48(1), 10-16 (1984-07-01)
A Beijerinckia sp. and a mutant strain, Beijerinckia sp. strain B8/36, were shown to cooxidize the polycyclic aromatic hydrocarbons acenaphthene and acenaphthylene. Both organisms oxidized acenaphthene to the same spectrum of metabolites, which included 1-acenaphthenol, 1-acenaphthenone, 1,2-acenaphthenediol, acenaphthenequinone, and a
Willian G Birolli et al.
Marine pollution bulletin, 129(2), 525-533 (2017-10-23)
The biodegradation of polycyclic aromatic hydrocarbons (PAHs) by marine-derived fungi was reported in this work. Marine-derived fungi (Trichoderma harzianum CBMAI 1677, Cladosporium sp. CBMAI 1237, Aspergillus sydowii CBMAI 935, Penicillium citrinum CBMAI 1186 and Mucor racemosus CBMAI 847) biodegraded anthracene

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