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1,2:8,9-DIBENZOPENTACENE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 227-09-8 Structure
  • Basic information

    1. Product Name: 1,2:8,9-DIBENZOPENTACENE
    2. Synonyms: 1,2,8,9-DIBENZOPENTACENE;1,2:8,9-DIBENZOPENTACENE;DIBENZO-(A,L)PENTACENE;1,2,8,9-Dibenzpentacene;1,2:8,9-Dibenzpentacene;Dibenzo(a1)pentacene;Dibenzo-1,2,8,9-pentacene;Dibenzopentacene
    3. CAS NO:227-09-8
    4. Molecular Formula: C30H18
    5. Molecular Weight: 378.46
    6. EINECS: 205-933-9
    7. Product Categories: N/A
    8. Mol File: 227-09-8.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 677 °C at 760 mmHg
    3. Flash Point: 360.6 °C
    4. Appearance: /
    5. Density: 1.286 g/cm3
    6. Vapor Pressure: 2E-17mmHg at 25°C
    7. Refractive Index: 1.867
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 1,2:8,9-DIBENZOPENTACENE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1,2:8,9-DIBENZOPENTACENE(227-09-8)
    12. EPA Substance Registry System: 1,2:8,9-DIBENZOPENTACENE(227-09-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 227-09-8(Hazardous Substances Data)

227-09-8 Usage

Uses

Used in Electronics Industry:
1,2:8,9-Dibenzopentacene is used as a semi-conducting material for its exceptional photophysical properties, making it suitable for applications in organic light-emitting diodes (OLEDs). These diodes are known for their high efficiency, low power consumption, and thin, flexible design, which are crucial for the development of advanced electronic devices.
1,2:8,9-Dibenzopentacene is also used as a component in organic field-effect transistors (OFETs), which are essential for the construction of flexible and lightweight electronic circuits. OFETs are used in a variety of applications, including displays, sensors, and radio frequency identification (RFID) tags.
In the field of renewable energy, 1,2:8,9-Dibenzopentacene is used as a component in organic photovoltaics (OPVs). These solar cells have the potential to offer a more sustainable and cost-effective alternative to traditional silicon-based solar panels, with the added benefits of being lightweight and flexible.
Used in Research and Development:
1,2:8,9-Dibenzopentacene is primarily used for research purposes, where its unique properties are explored and harnessed for the development of new materials and technologies. This includes studying its potential applications in various industries and understanding its environmental and health impact to ensure safe and responsible use.

Check Digit Verification of cas no

The CAS Registry Mumber 227-09-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,2 and 7 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 227-09:
(5*2)+(4*2)+(3*7)+(2*0)+(1*9)=48
48 % 10 = 8
So 227-09-8 is a valid CAS Registry Number.
InChI:InChI=1/C30H18/c1-3-7-27-19(5-1)9-11-21-13-23-16-26-18-30-22(12-10-20-6-2-4-8-28(20)30)14-24(26)15-25(23)17-29(21)27/h1-18H

227-09-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Dibenzo[a,l]pentacene

1.2 Other means of identification

Product number -
Other names 1,8,9-Dibenzopentacene

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:227-09-8 SDS

227-09-8Synthetic route

8,17-dihydro-8,17-methanodibenzo[a,l]pentacen-19-one

8,17-dihydro-8,17-methanodibenzo[a,l]pentacen-19-one

1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

Conditions
ConditionsYield
In neat (no solvent) at 200℃; for 0.25h; Inert atmosphere;100%
1,3-bis-(2-methyl-[1]naphthoyl)-benzene

1,3-bis-(2-methyl-[1]naphthoyl)-benzene

A

1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

B

dibenzo[c,m]dibenzo[d,d’]phenanthrene
222-51-5

dibenzo[c,m]dibenzo[d,d’]phenanthrene

Conditions
ConditionsYield
Erhitzen auf Siedetemperatur unter Abdestillieren des entstehenden Wassers;
1,4-bis-(2-methyl-[1]naphthoyl)-benzene

1,4-bis-(2-methyl-[1]naphthoyl)-benzene

A

1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

B

dibenzo[c,m]dibenzo[d,d’]phenanthrene
222-51-5

dibenzo[c,m]dibenzo[d,d’]phenanthrene

Conditions
ConditionsYield
Erhitzen auf Siedetemperatur unter Abdestillieren des entstehenden Wassers;
1.3-bis-<2-methyl-naphthoyl-(1)>-benzene

1.3-bis-<2-methyl-naphthoyl-(1)>-benzene

A

1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

B

dibenzo[c,m]dibenzo[d,d’]phenanthrene
222-51-5

dibenzo[c,m]dibenzo[d,d’]phenanthrene

1.4-bis-<2-methyl-naphthoyl-(1)>-benzene

1.4-bis-<2-methyl-naphthoyl-(1)>-benzene

A

1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

B

dibenzo[c,m]dibenzo[d,d’]phenanthrene
222-51-5

dibenzo[c,m]dibenzo[d,d’]phenanthrene

7.9.16.18-tetraoxo-7.9.16.18-tetrahydro-dibenzopentacene

7.9.16.18-tetraoxo-7.9.16.18-tetrahydro-dibenzopentacene

A

1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

B

8,17-dihydro-dibenzo[a,l]pentacene

8,17-dihydro-dibenzo[a,l]pentacene

Conditions
ConditionsYield
With sodium chloride; zinc(II) chloride; zinc at 210 - 310℃;
dibenzo[a,l]pentacene-7,9,16,18-tetraone
81682-86-2

dibenzo[a,l]pentacene-7,9,16,18-tetraone

zinc-powder

zinc-powder

NaCl

NaCl

ZnCl2

ZnCl2

A

1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

B

8,17-dihydro-dibenzo[a,l]pentacene

8,17-dihydro-dibenzo[a,l]pentacene

Conditions
ConditionsYield
at 310℃;
19,19-dimethoxy-8,17-dihydro-8,17-methanodibenzo[a,l]pentacene

19,19-dimethoxy-8,17-dihydro-8,17-methanodibenzo[a,l]pentacene

1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trimethylsilyl iodide / dichloromethane / 3 h / 20 - 45 °C / Schlenk technique; Inert atmosphere
2: neat (no solvent) / 0.25 h / 200 °C / Inert atmosphere
View Scheme
maleic anhydride
108-31-6

maleic anhydride

1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

(+/-)-8,17-dihydro-8,17-ethano-dibenzo[a,l]pentacene-19r,20c-dicarboxylic acid-anhydride

(+/-)-8,17-dihydro-8,17-ethano-dibenzo[a,l]pentacene-19r,20c-dicarboxylic acid-anhydride

Conditions
ConditionsYield
With 1,2,4-Trimethylbenzene
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

dibenzo[a,l]pentacene-8,17-dione
65492-98-0

dibenzo[a,l]pentacene-8,17-dione

Conditions
ConditionsYield
With air; xylene Einwirkung von Sonnenlicht;
With selenium(IV) oxide; nitrobenzene
maleic anhydride
108-31-6

maleic anhydride

1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

C34H20O3

C34H20O3

Conditions
ConditionsYield
In various solvent(s) at 91.5℃; Mechanism; Rate constant; analogous reaction of other polycyclic aromatic hydrocarbons; structure/reactivity correlations, application of theoretical models;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,7,8-tetrachlorodibenzofuran
58802-20-3

1,2,7,8-tetrachlorodibenzofuran

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

2,4,6,8-tetrachlorodibenzofuran
58802-19-0

2,4,6,8-tetrachlorodibenzofuran

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

2,3,7,8-Tetrachlorodibenzofuran
51207-31-9

2,3,7,8-Tetrachlorodibenzofuran

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,3,4-tetrachlorodibenzofuran
24478-72-6

1,2,3,4-tetrachlorodibenzofuran

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,3,4-tetrachloronaphthalene
20020-02-4

1,2,3,4-tetrachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,3,5,8-tetrachloronaphthalene
31604-28-1

1,3,5,8-tetrachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,3,5-tetrachloronaphthalene
53555-63-8

1,2,3,5-tetrachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,4-trichloronaphthalene
50402-51-2

1,2,4-trichloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,3-trichloro-naphthalene
50402-52-3

1,2,3-trichloro-naphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,6-trichloronaphthalene
51570-44-6

1,2,6-trichloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,4,6,7-tetrachloronaphthalene
55720-43-9

1,4,6,7-tetrachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,7-trichloronaphthalene
55720-34-8

1,2,7-trichloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,6,7-trichloronaphthalene
55720-39-3

1,6,7-trichloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,5-trichloronaphthalene
55720-33-7

1,2,5-trichloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,8-trichloronaphthalene
55720-35-9

1,2,8-trichloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,3,6,7-tetrachloronaphthalene
55720-42-8

1,3,6,7-tetrachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,3,7-Tetrachloronaphthalene
55720-41-7

1,2,3,7-Tetrachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,4,6-tetrachloronaphthalene
51570-45-7

1,2,4,6-tetrachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,3,5,7-pentachloronaphthalene
53555-65-0

1,2,3,5,7-pentachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,5,7-tetrachloro-naphthalene
67922-23-0

1,2,5,7-tetrachloro-naphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,4,8-tetrachloronaphthalene
6529-87-9

1,2,4,8-tetrachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,4,7-tetrachloronaphthalene
67922-21-8

1,2,4,7-tetrachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,5,6-tetrachloronaphthalene
67922-22-9

1,2,5,6-tetrachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;
1,2:8,9-dibenzopentacene
227-09-8

1,2:8,9-dibenzopentacene

1,2,3,4,6-Pentachloronaphthalene
67922-26-3

1,2,3,4,6-Pentachloronaphthalene

Conditions
ConditionsYield
With oxygen; pyrographite; copper(l) chloride at 400℃; for 2h; Oxidation; chlorination; Formation of xenobiotics;

227-09-8Relevant articles and documents

A Practical General Method for the Preparation of Long Acenes

Jancarik, Andrej,Levet, Gaspard,Gourdon, André

, p. 2366 - 2374 (2019)

The field of long acenes, the narrowest of the zig-zag graphene nanoribbons, has been an area of significant interest in the past decade because of its potential applications in organic electronics, spintronics and plasmonics. However the low solubility and high reactivity of these compounds has so far hindered their preparation on large scales. We report here a concise strategy for the synthesis of higher acenes through Diels–Alder condensation of arynes with a protected tetraene ketone. After deprotection by cleavage of the ketal, the obtained monoketone precursors cleanly yield the corresponding acenes through quantitative cheletropic thermal decarbonylation in the solid state, at moderate temperatures of 155 to 205 °C. This approach allows the preparation of heptacene, benzo[a]hexacene, cis- and trans-dibenzopentacene and offers a valuable new method for the synthesis of even larger acenes.

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