1,2:5,6-Dibenzopyracylene supplier

Name
INDENO(1,2,3-C,D)FLUORANTHENE
EINECS
CAS No. 193-43-1
Article Data10
CAS DataBase
Density 1.36 g/cm³
Solubility
Melting Point 261-262 °C
Formula C₂₂H₁₂
Boiling Point 872.2 °C at 760 mmHg
Molecular Weight 276.337
Flash Point 405.1 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3,4-peri-Phenylenefluoranthene;4,5-(1,2-Phenylene)fluoranthene;4,5-(p-Phenylene)fluoranthene;Indeno[1,2,3-cd]fluoranthene;p-Phenylenefluoranthene;
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 1380586-81-1
1,4-bis(2-fluorophenyl)naphthalene

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

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
at 1200℃;	A 6% B 2%

: 744255-53-6
2-fluoranthen-3-yl-aniline

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

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl acetamide; toluene at 75℃; Sealed tube; Inert atmosphere;	33.9 mg

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

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

Conditions

Conditions	Yield
With nitric acid; acetic anhydride

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

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HNO3, Ac2O 2: SnCl2, aq. HCl View Scheme

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

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

Conditions

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

1,2:5,6-Dibenzopyracylene 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

Product Name

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

Synthetic route

1,2:5,6-Dibenzopyracylene Specification

Related Products

Hot Products