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193-43-1

Basic Information
CAS No.: 193-43-1
Name: INDENO(1,2,3-C,D)FLUORANTHENE
Article Data: 10
Molecular Structure:
Molecular Structure of 193-43-1 (INDENO(1,2,3-C,D)FLUORANTHENE)
Formula: C22H12
Molecular Weight: 276.337
Synonyms: 3,4-peri-Phenylenefluoranthene;4,5-(1,2-Phenylene)fluoranthene;4,5-(p-Phenylene)fluoranthene;Indeno[1,2,3-cd]fluoranthene;p-Phenylenefluoranthene;
Density: 1.36 g/cm3
Melting Point: 261-262 °C
Boiling Point: 872.2 °C at 760 mmHg
Flash Point: 405.1 °C
PSA: 0.00000
LogP: 6.13460
Synthetic route
83-53-4

1,4-dibromonaphthalene

3900-89-8

2-Chlorobenzeneboronic acid

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%
83-53-4

1,4-dibromonaphthalene

244205-40-1

(2-bromophenyl)boronic acid

A

206-44-0

fluoranthene

B

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%
1380586-81-1

1,4-bis(2-fluorophenyl)naphthalene

193-43-1

indeno[123-cd]fluoranthene

Conditions
ConditionsYield
With aluminum oxide at 200℃; for 60h; Inert atmosphere;34%
128-66-5

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

A

193-43-1

indeno[123-cd]fluoranthene

B

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%
3302-52-1

benzopentaphene-5,8-dione

A

193-43-1

indeno[123-cd]fluoranthene

B

13227-56-0

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

Conditions
ConditionsYield
at 1200℃;A 6%
B 2%
744255-53-6

2-fluoranthen-3-yl-aniline

193-43-1

indeno[123-cd]fluoranthene

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

2-nitrophenyl bromide

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
63277-99-6

3-iodo-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
744255-82-1

3-(2-nitro-phenyl)-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

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

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Specification

The 1,2:5,6-Dibenzopyracylene, with the CAS registry number 193-43-1, is also known as 1,2:5,6-Dibenzopyracylene. It belongs to the product categories of Analytical Standards; Alphabetic; I. This chemical's molecular formula is C22H12 and molecular weight is 276.3307. What's more, its systematic name is Indeno[1,2,3-cd]fluoranthene.

Physical properties about 1,2:5,6-Dibenzopyracylene: (1)ACD/LogP: 3.83; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.83; (4)ACD/LogD (pH 7.4): 3.83; (5)ACD/BCF (pH 5.5): 476.45; (6)ACD/BCF (pH 7.4): 476.45; (7)ACD/KOC (pH 5.5): 2874.29; (8)ACD/KOC (pH 7.4): 2874.29; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.823; (14)Molar Refractivity: 88.39 cm3; (15)Molar Volume: 202.4 cm3; (16)Polarizability: 35.04×10-24cm3; (17)Surface Tension: 58.8 dyne/cm; (18)Density: 1.36 g/cm3; (19)Flash Point: 405.1 °C; (20)Enthalpy of Vaporization: 122.45 kJ/mol; (21)Boiling Point: 872.2 °C at 760 mmHg; (22)Vapour Pressure: 9.99E-30 mmHg at 25 °C.

Preparation of 1,2:5,6-Dibenzopyracylene: this chemical is prepared by reaction of Bromobenzeneboronic acid with 1,4-Dibromo-naphthalene. The reaction occurs with reagent DBU, Pd2(dba)3 and P(Cy)3 and solvent Dimethylformamide at temperature of 155 °C for 48 hours. The yield is 51 %.



You can still convert the following datas into molecular structure:
(1) SMILES: C=4\C\1=C6\C(=C\2C/1=C3/C(/C=C/2)=C\5/C=C\C=C/C/5=C3C=4)\C=C/C=C6
(2) 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
(3) InChIKey: XAKRHFYJDSMEMI-UHFFFAOYAV