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193-43-1

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193-43-1 Usage

Description

Indeno[1,2,3-cd]fluoranthene is a polycyclic aromatic hydrocarbon (PAH) consisting of five fused benzene rings. It is a potent carcinogen and has been identified as a significant environmental pollutant due to its persistence and potential health risks.

Uses

Used in Environmental Analysis:
Indeno[1,2,3-cd]fluoranthene is used as a marker compound for analytical tests in vehicle emissions. Its presence in emissions helps in assessing the level of air pollution and the effectiveness of emission control technologies in reducing harmful pollutants.
Used in Research and Development:
Due to its carcinogenic properties, indeno[1,2,3-cd]fluoranthene is also utilized in research and development for studying the effects of PAHs on human health and the environment. This knowledge aids in the development of strategies to mitigate exposure and reduce the associated health risks.
Used in Regulatory Compliance:
Indeno[1,2,3-cd]fluoranthene is employed in the field of regulatory compliance to ensure that industries and manufacturers adhere to environmental standards and regulations. Its detection and quantification in emissions and waste products help enforce compliance with pollution control measures.
Used in Toxicology Studies:
Indeno[1,2,3-cd]fluoranthene is used as a model compound in toxicology studies to understand the mechanisms of PAH-induced carcinogenesis and to develop potential countermeasures or treatments for PAH-related health issues.

Check Digit Verification of cas no

The CAS Registry Mumber 193-43-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,9 and 3 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 193-43:
(5*1)+(4*9)+(3*3)+(2*4)+(1*3)=61
61 % 10 = 1
So 193-43-1 is a valid CAS Registry Number.
InChI:InChI=1/C22H12/c1-2-6-14-13(5-1)17-9-10-19-15-7-3-4-8-16(15)20-12-11-18(14)21(17)22(19)20/h1-12H

193-43-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name INDENO(1,2,3-C,D)FLUORANTHENE

1.2 Other means of identification

Product number -
Other names dibenzopyracylene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:193-43-1 SDS

193-43-1Synthetic route

1,4-dibromonaphthalene
83-53-4

1,4-dibromonaphthalene

2-Chlorobenzeneboronic acid
3900-89-8

2-Chlorobenzeneboronic acid

indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; (bis(tricyclohexyl)phosphine)palladium(II) dichloride In various solvent(s) at 155℃; for 72h;100%
1,4-dibromonaphthalene
83-53-4

1,4-dibromonaphthalene

(2-bromophenyl)boronic acid
244205-40-1

(2-bromophenyl)boronic acid

A

fluoranthene
206-44-0

fluoranthene

B

indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); 1,8-diazabicyclo[5.4.0]undec-7-ene; tricyclohexylphosphine In N,N-dimethyl-formamide at 155℃; for 48h; Suzuki coupling, Heck coupling;A 35%
B 51%
1,4-bis(2-fluorophenyl)naphthalene
1380586-81-1

1,4-bis(2-fluorophenyl)naphthalene

indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

Conditions
ConditionsYield
With aluminum oxide at 200℃; for 60h; Inert atmosphere;34%
dibenzo[b,def]chrysene-7,14-dione
128-66-5

dibenzo[b,def]chrysene-7,14-dione

A

indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

B

13H-naphto<3,2,1-cd>fluoranthene-13-one
13227-56-0

13H-naphto<3,2,1-cd>fluoranthene-13-one

Conditions
ConditionsYield
at 1200℃;A 17%
B 4.5%
at 1200℃; Product distribution; further temp., vacuum flow app.;A 17%
B 4.5%
benzopentaphene-5,8-dione
3302-52-1

benzopentaphene-5,8-dione

A

indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

B

13H-naphto<3,2,1-cd>fluoranthene-13-one
13227-56-0

13H-naphto<3,2,1-cd>fluoranthene-13-one

Conditions
ConditionsYield
at 1200℃;A 6%
B 2%
2-fluoranthen-3-yl-aniline
744255-53-6

2-fluoranthen-3-yl-aniline

indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

Conditions
ConditionsYield
With sulfuric acid; acetic acid; sodium nitrite anschliessendes Erwaermen mit Kupfer-Pulver;
2-nitrophenyl bromide
577-19-5

2-nitrophenyl bromide

indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper-powder / 210 - 220 °C
2: Raney nickel; ethanol / Hydrogenation
3: NaNO2; aqueous H2SO4; acetic acid / anschliessendes Erwaermen mit Kupfer-Pulver
View Scheme
3-iodo-fluoranthene
63277-99-6

3-iodo-fluoranthene

indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper-powder / 210 - 220 °C
2: Raney nickel; ethanol / Hydrogenation
3: NaNO2; aqueous H2SO4; acetic acid / anschliessendes Erwaermen mit Kupfer-Pulver
View Scheme
3-(2-nitro-phenyl)-fluoranthene
744255-82-1

3-(2-nitro-phenyl)-fluoranthene

indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Raney nickel; ethanol / Hydrogenation
2: NaNO2; aqueous H2SO4; acetic acid / anschliessendes Erwaermen mit Kupfer-Pulver
View Scheme
C22H20O4

C22H20O4

indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl acetamide; toluene at 75℃; Sealed tube; Inert atmosphere;33.9 mg
indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

2-Nitro-indeno<1.2.3-cd>fluoranthen
22865-38-9

2-Nitro-indeno<1.2.3-cd>fluoranthen

Conditions
ConditionsYield
With nitric acid; acetic anhydride
indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

2-Amino-indeno<1,2,3-cd>fluoranthen
22865-39-0

2-Amino-indeno<1,2,3-cd>fluoranthen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HNO3, Ac2O
2: SnCl2, aq. HCl
View Scheme
indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

2-Fluor-indeno<1.2.3-cd>fluoranthen
22865-40-3

2-Fluor-indeno<1.2.3-cd>fluoranthen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HNO3, Ac2O
2: SnCl2, aq. HCl
3: (i) aq. NaNO2, aq. HBF4, (ii) (heating)
View Scheme

193-43-1Relevant articles and documents

Benzannulation via ruthenium-catalyzed diol-diene [4+2] cycloaddition: One- and two-directional syntheses of fluoranthenes and acenes

Geary, Laina M.,Chen, Te-Yu,Montgomery, T. Patrick,Krische, Michael J.

supporting information, p. 5920 - 5922 (2014/05/20)

A new benzannulation protocol is described and applied to the synthesis of polycyclic aromatic hydrocarbons. Ruthenium(0)-catalyzed diol-diene [4+2] cycloaddition delivers cyclohex-1-ene-4,5-diols, which are subject to aromatization upon dehydration or Nicholas diol deoxydehydration. Employing diol and tetraol reactants, benzannulation can be conducted efficiently in one- and two-directional modes, respectively, as illustrated in the construction of substituted fluoranthenes and acenes.

Oligoindenopyrenes: A new class of polycyclic aromatics

Wegner, Hermann A.,Reisch, Helge,Rauch, Karsten,Demeter, Attila,Zachariasse, Klaas A.,De Meijere, Armin,Scott, Lawrence T.

, p. 9080 - 9087 (2007/10/03)

(Graph Presented) A new class of polycyclic aromatic hydrocarbons - oligoindenopyrenes - has been synthesized featuring a Pd-catalyzed Suzuki - Heck coupling cascade. The oligoindenopyrenes are robust, highly colored substructures of C70 and have properties that might prove useful in new organic materials or devices. After excitation, the tetraindenopyrene derivative 3d undergoes efficient deactivation (99%) by internal conversion to the ground state. The small fluorescence quantum yield (0.004) is in accordance with the short (0.6 ns) fluorescence decay time.

Verwendung von Bis(1,2,4,6-tetramethyl-1,4-dihydro-4-pyridinyl) als Reduktionsmittel zur Erzeugung organischer Radikalanionen fuer EPR-Spektroskopie

Pragst, Fritz,Stoesser, Reinhard

, p. 222 (2007/10/02)

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