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Coronene

HCID 9115
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
191-07-1
Standard SMILES
c1cc2ccc3ccc4ccc5ccc6ccc1c1c2c3c4c5c61
InChIKey
VPUGDVKSAQVFFS-UHFFFAOYSA-N
Molecular formula
C24H12
Average molar mass
300.4 g/mol
Monoisotopic mass
300.09390038

Overview

Coronene is a ortho- and peri-fused polycyclic arene that consists of six peri-fused benzene rings.

Names & identifiers

Preferred name
Coronene
IUPAC
coronene
English name
Coronene
Molecular formula
C24H12
Molecular weight
300.35

Names & synonyms

CORONENE191-07-1HexabenzobenzenesuperbenzeneDibenzo(ghi,pqr)peryleneDibenzo[ghi,pqr]perylene7YY0X5XT1WNSC-90725DTXSID5047740CHEBI:29863RefChem:579250DTXCID5027724
Show more names
1,2,4,10-tetrahydrocoroneneCororene83.0%(LC)Coronene,95%Coronene 95%Coronene >Coronabenzene
205-881-7CCRIS 908EINECS 205-881-7MFCD00004134CORONENE (purity)NSC90725Coronene 10 microg/mL in AcetonitrileCS-W012132

Database identifiers

CAS
191-07-1
PubChem CID
9115
DTXSID
DTXSID5047740
ChEBI
CHEBI:29863
UNII
7YY0X5XT1W
EC Number
205-881-7
Nikkaji
J5.877G

Properties

Computed structural properties

XLogP
7.2
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
0
Heavy atoms
24
Formal charge
0
Complexity
376

Experimental & physicochemical properties

PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
SpringerMaterials PropertiesSchoenflies notation
LogP7.64
Physical DescriptionDark yellow powder; [Sigma-Aldrich MSDS]
Collision Cross Section162.6 Ų [M+H]+

Physicochemical properties

Melting point
428 °C · 428 °C (lit.)
Boiling point
525 °C · 525 °C (lit.)
Density
1.39 · 1.39
refractive index
1.48 · 1.4800 (estimate)
Flash point
6 °C · 6 °C
storage temp.
Sealed in dry,Room Temperature
solubility
Chloroform (Slightly), Methanol (Slightly)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 18.8% (3 of 16) of reports.

Warning

H371 (75%): May cause damage to organs [Warning Specific target organ toxicity, single exposure]

P260, P264, P270, P308+P316, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 16 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationCoronene: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS.
Hazard Classes and CategoriesSTOT SE 2 (75%)

Toxicology

TreatmentThere is no know antidote for PAHs. Exposure is usually handled with symptomatic treatment. (L10)
Health EffectsPAHs are carcinogens and have been associated with the increased risk of skin, respiratory tract, bladder, stomach, and kidney cancers. They may also cause reproductive effects and depress the immune system. (L10)
Exposure RoutesOral (L10) ; inhalation (L10)
Toxicity Summary · 1 item

The ability of PAH's to bind to blood proteins such as albumin allows them to be transported throughout the body. Many PAH's induce the expression of cytochrome P450 enzymes, especially CYP1A1, CYP1A2, and CYP1B1, by binding to the aryl hydrocarbon receptor or glycine N-methyltransferase protein. These enzymes metabolize PAH's into their toxic intermediates. The reactive metabolites of PAHs (epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations) covalently bind to DNA and other cellular macromolecules, initiating mutagenesis and carcinogenesis. (L10, L23, A27, A32)

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

PAH metabolism occurs in all tissues, usually by cytochrome P-450 and its associated enzymes. PAHs are metabolized into reactive intermediates, which include epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations. The phenols, quinones, and dihydrodiols can all be conjugated to glucuronides and sulfate esters; the quinones also form glutathione conjugates. (L10)

Uses & manufacturing

Uses · 2 items

Found in the mineral pendletonite; A byproduct of hydrocarbon combustion; Used in charge-coupled devices as an ultraviolet phosphor; [Merck Index]

PAHs are released into the environment via the combustion of fossil fuels, coke oven emissions and vehicle exhausts, as well as naturally from forest fires and vocanic eruptions. PAHs from these sources may contaminate nearly water systems. They are also found in coal tar and charbroiled food. (L10)

Applications · 3 items

UsesUsed to synthesize MBE-grown layered superconductors.

UsesCoronene is a polycyclic aromatic hydrocarbon found in smoked fish and was examined for potential toxic and carcinogenic effects.

UsesUltraviolet phosphor for charge-coupled devices.

Upstream & downstream products

Downstream products

Anthanthrene2,3,6,7-Tetrachloronaphthalene

Suppliers100 total

Related reactions

3 records
New reaction record
HRID 444618 reaction equation
HRID 444618As reactantuspto-grants-2013_07
HRID 954354 reaction equation
HRID 954354As reactantValidation data from https://doi.org/10.1039/C8SC04228D
HRID 1109712 reaction equation
HRID 1109712As reactantuspto-grants-1994_06

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
form
Crystalline Powder
color
Yellow to greenish
Water Solubility
0.1 ug/L · 0.1ug/L(25 ºC)
Merck
14 · 14,2536
BRN
658468 · 658468
Stability
Stable. Combustible. Incompatible with strong oxidizing agents.
InChI
1S/C24H12/c1-2-14-5-6-16-9-11-18-12-10-17-8-7-15-4-3-13(1)19-20(14)22(16)24(18)23(17)21(15)19/h1-12H
InChIKey
VPUGDVKSAQVFFS-UHFFFAOYSA-N
SMILES
c1cc2ccc3ccc4ccc5ccc6ccc1c7c2c3c4c5c67
CAS DataBase Reference
191 · 191-07-1(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
7 YY0X5XT1W · 7YY0X5XT1W
IARC
3 · 3 (Vol. 32, Sup 7, 92) 1987
EPA Substance Registry System
Coronene (191-07-1)
UNSPSC Code
12352103 · 12352103
NACRES
23 · NA.23
Symbol(GHS)
7 · GHS07,GHS08
Signal word
Warning
Hazard statements
302 · H302+H312+H332-H351
Precautionary statements
280 · P280-P308+P313
PPE
95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes
Xn,F
Risk Statements
20 · 20/21/22-67-65-63-48/20-38-11
Safety Statements
36 · 36/37-62
RIDADR
2811 · 2811
WGK Germany
3 · 3
RTECS
5400000 · GM5400000
HazardClass
6.1 · 6.1(b)
PackingGroup
III
HS Code
29029090 · 29029090
Storage Class
11 · 11 - Combustible Solids
Signs and SymptomsAcute exposure to PAHs causes irritation and inflammation of the skin and lung tissue. (A10)
Carcinogen Classification · 6 items

Coronene

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 32: (1983) Polynuclear Aromatic Compounds, Part 1: Chemical, Environmental and Experimental Data

2010

2005

3, not classifiable as to its carcinogenicity to humans. (L135)

EPA Provisional Peer-Reviewed Toxicity Values · 3 items

Coronene

PDF Document

2010

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
rtecs
GM5400000
ridadr
2811
hs_code
29029090
risk_code
20/21/22-67-65-63-48/20-38-11
Signal word
Warning
Symbol(GHS)
GHS07,GHS08
hazard_code
Xn,F
safety_code
36/37-62
hazard_class
6.1(b)
Storage Class
11 - Combustible Solids
packing_group
III
Hazard statements
H302+H312+H332-H351
Precautionary statements
P280-P308+P313
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Additional notes

DefinitionChEBI: A ortho- and peri-fused polycyclic arene that consists of six peri-fused benzene rings.