789-06-0

Basic information

• Product Name: 2-Acetylpyrene
• Synonyms: 2-Acetylpyrene
• CAS NO: 789-06-0
• Molecular Formula: C₁₈H₁₂O
• Molecular Weight: 244.28728
• EINECS: -0
• Mol File: 789-06-0.mol

Chemical Properties

• Boiling Point: 437.7°Cat760mmHg
• Flash Point: 195.6°C
• Appearance: /
• Density: 1.262g/cm³
• Vapor Pressure: 7.32E-08mmHg at 25°C
• Refractive Index: 1.796
• CAS DataBase Reference: 2-Acetylpyrene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Acetylpyrene(789-06-0)
• EPA Substance Registry System: 2-Acetylpyrene(789-06-0)

Safety Data

• Hazardous Substances Data: 789-06-0(Hazardous Substances Data)

Usage

Uses

Used in Environmental Pollution Studies:
2-Acetylpyrene is used as a reference standard for monitoring and analyzing environmental pollution levels, particularly in areas affected by combustion processes. Its presence in samples can indicate exposure to combustion-related pollutants and help assess the extent of pollution.
Used in Combustion Product Analysis:
2-Acetylpyrene is used as a marker compound in the analysis of combustion-related products. It aids in understanding the byproducts of incomplete combustion and can be used to study the efficiency of combustion processes and the formation of harmful substances.
Used in Toxicological Research:
Due to its mutagenic and carcinogenic properties, 2-Acetylpyrene is used in toxicological research to study the effects of exposure to combustion-related pollutants on human health and the environment. This research can help develop strategies to mitigate the risks associated with exposure to such pollutants.
Used in Regulatory Compliance:
2-Acetylpyrene is used in regulatory compliance to ensure that industries adhere to environmental standards and regulations. Monitoring the levels of 2-Acetylpyrene in emissions can help enforce compliance with pollution control measures and protect public health.
Used in Public Health Education:
2-Acetylpyrene serves as an educational tool to raise awareness about the dangers of exposure to combustion-related pollutants. By understanding the presence and effects of 2-Acetylpyrene, the public can be better informed about the risks associated with exposure to such pollutants and take appropriate precautions to minimize their exposure.

InChI:InChI=1/C18H12O/c1-11(19)16-9-14-7-5-12-3-2-4-13-6-8-15(10-16)18(14)17(12)13/h2-10H,1H3

Upstream product

• 86471-06-9 1,8-bis(acetyl)pyrene 
• 86471-04-7 1,6-diacetylpyrene 
• 90814-79-2 1,3-bis(acetyl)pyrene 

Downstream Products

• 97325-55-8 1,3-di(2-pyrenyl)propane 
• 86471-00-3 2-vinylpyrene 
• 86470-99-7 2-(1-hydroxyethyl)pyrene 

Relevant articles and documents

In quest of reversibility of Friedel-Crafts acyl rearrangements in the pyrene series

Friedel-Crafts acyl rearrangements in PPA of diacetylpyrenes (80–120 °C), dibenzoylpyrenes (80–200 °C), and bis(4-flurobenzoyl)pyrenes (80–120 °C) and Scholl reactions in AlCl3/NaCl of dibenzoylpyrenes (140–200 °C) have been studied. The substrates were 1-AcPY, 2-AcPY, 1,3-Ac2PY, 1,6-Ac2PY, 1,8-Ac2PY, 2,7-Ac2PY, 1-BzPY, 1,6-Bz2PY, 1,8-Bz2PY, 1-4FBzPY, 1,6-4FBz2PY, 1,8-4FBz2PY. The mixtures of pyrene, 1-AcPY, 2-AcPY, 1,3-Ac2PY, 1,6-Ac2PY, 1,8-Ac2PY, and 2,7-Ac2PY were separated by HPLC. The following reversible intermolecular isomerizations were established: 1,6-Ac2PY ? 1,8-Ac2PY, 1,6-Bz2PY ? 1,8-Bz2PY, and 1,6-4'FBz2PY ? 1,8-4'FBz2PY, albeit not in high yields. The results substantiate Gore’s 1955 proposition that “The Friedel–Crafts acylation reaction of reactive aromatic hydrocarbons is a reversible process.” The isomerizations reported here differ from the few previously reported completely reversible intramolecular Friedel-Crafts acyl rearrangements. At ≥ 140 °C, in PPA and in AlCl3/NaCl, 1,6-Bz2PY and 1,8-Bz2PY underwent a highly regioselective double Scholl reaction to give pyranthrone (3) and deacylations to 1-BzPy (and pyrene), followed by mono-Scholl reactions to give 8H-dibenzo[def,qr]chrysen-8-one (1), and 11H-indeno[2,1-a]pyren-11-one (2). The formation of 3 and not the expected tribenzo[a,ghi,o]perylene-7,16-dione (4) from 1,8-Bz2PY indicates that 1,8-Bz2PY has first undergone isomerization to 1,6-Bz2PY. The present study confirms the linkage between Friedel-Crafts acyl rearrangements and the Scholl reaction.