Product Name

  • Name

    DIINDENO[1,2,3-C,D-1',2',3'-I,M]PERYLENE

  • EINECS 205-875-4
  • CAS No. 188-94-3
  • Article Data8
  • CAS DataBase
  • Density 1.467 g/cm3
  • Solubility
  • Melting Point >400 °C
  • Formula C32H16
  • Boiling Point
  • Molecular Weight 400.479
  • Flash Point 6 °C
  • Transport Information
  • Appearance orange solid
  • Safety 36/37-62
  • Risk Codes 11-38-48/20-63-65-67
  • Molecular Structure Molecular Structure of 188-94-3 (DIINDENO[1,2,3-C,D-1',2',3'-I,M]PERYLENE)
  • Hazard Symbols FlammableFHarmfulXn
  • Synonyms NSC 87529;Periflanthen;Periflanthene;
  • PSA 0.00000
  • LogP 9.03200

Synthetic route

fluoranthene
206-44-0

fluoranthene

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene
188-94-3

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene

Conditions
ConditionsYield
With sodium amide In N,N-dimethyl acetamide at 162.5 - 165.5℃; for 10h; Temperature; Solvent; Inert atmosphere;46.7%
With sodium amide; decalin at 200℃;
With sodium amide; decalin at 200℃;
PERYLENE
198-55-0

PERYLENE

benzene
71-43-2

benzene

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene
188-94-3

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene

Conditions
ConditionsYield
With aluminium trichloride zuletzt bei Siedetemperatur;
fluoranthene
206-44-0

fluoranthene

sodium amide

sodium amide

decalin
91-17-8

decalin

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene
188-94-3

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene

Conditions
ConditionsYield
at 200℃;
at 200℃;
...Expand
bifluoranthenyl-(3.3')

bifluoranthenyl-(3.3')

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene
188-94-3

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene

Conditions
ConditionsYield
With sodium amide; decalin at 200℃;
With sodium amide; decalin at 200℃;
Diindeno<1,2,3-c,d:1',2',3'-lm>perylene
188-94-3

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene

1,2,3,4,4a,8b,9,10,11,12,12a,16b-dodecahydro-diindeno[1,2,3-cd;1',2',3'-lm]perylene

1,2,3,4,4a,8b,9,10,11,12,12a,16b-dodecahydro-diindeno[1,2,3-cd;1',2',3'-lm]perylene

Conditions
ConditionsYield
With nickel at 270℃; under 183877 Torr; Hydrogenation;
Multi-step reaction with 2 steps
1: nickel; decalin / 270 °C / Hydrogenation
2: selenium / 300 °C
View Scheme
Diindeno<1,2,3-c,d:1',2',3'-lm>perylene
188-94-3

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene

1,2,3,4,4a,4b,5,6,6a,8b,9,10,11,12,12a,16b-hexadecahydro-diindeno[1,2,3-cd;1',2',3'-lm]perylene
860549-06-0

1,2,3,4,4a,4b,5,6,6a,8b,9,10,11,12,12a,16b-hexadecahydro-diindeno[1,2,3-cd;1',2',3'-lm]perylene

Conditions
ConditionsYield
With nickel; decalin at 270℃; Hydrogenation;
Diindeno<1,2,3-c,d:1',2',3'-lm>perylene
188-94-3

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene

diindeno[1,2,3-cd;1',2',3'-lm]perylene-6,7-dione
103283-39-2

diindeno[1,2,3-cd;1',2',3'-lm]perylene-6,7-dione

Conditions
ConditionsYield
With sodium dichromate; acetic acid; nitrobenzene
Diindeno<1,2,3-c,d:1',2',3'-lm>perylene
188-94-3

Diindeno<1,2,3-c,d:1',2',3'-lm>perylene

decalin
91-17-8

decalin

nickel

nickel

A

1,2,3,4,4a,4b,5,6,6a,8b,9,10,11,12,12a,16b-hexadecahydro-diindeno[1,2,3-cd;1',2',3'-lm]perylene
860549-06-0

1,2,3,4,4a,4b,5,6,6a,8b,9,10,11,12,12a,16b-hexadecahydro-diindeno[1,2,3-cd;1',2',3'-lm]perylene

B

1.2.3.4.4a.8b.9.10.11.12.12a.16b-dodecahydro-diindeno<1.2.3-cd:1'.2'.3'-lm>perylene (?)

1.2.3.4.4a.8b.9.10.11.12.12a.16b-dodecahydro-diindeno<1.2.3-cd:1'.2'.3'-lm>perylene (?)

Conditions
ConditionsYield
at 270℃; under 183877 Torr; Hydrogenation;
...Expand

Diindeno[1,2,3-cd:1',2',3'-lm]perylene Specification

The Diindeno[1,2,3-cd:1',2',3'-lm]perylene, with the CAS registry number 188-94-3, is also known as Periflanthene. Its EINECS registry number is 205-875-4. This chemical's molecular formula is C32H16 and molecular weight is 400.47. What's more, its systematic name is Diindeno[1,2,3-cd:1',2',3'-lm]perylene also. It is orange solid. This chemical is an organic semiconductor which receives attention because of its potential application in optoelectronics and electronics.

Physical properties about Diindeno[1,2,3-cd:1',2',3'-lm]perylene: (1)ACD/LogP: 9.85; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.85; (4)ACD/LogD (pH 7.4): 9.85; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 5407511; (8)ACD/KOC (pH 7.4): 5407511; (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: 2.122; (14)Molar Volume: 272.9 cm3; (15)Surface Tension: 85.7 dyne/cm; (16)Density: 1.467 g/cm3.

When you are dealing with this chemical, you should be very careful. This chemical is irritating to skin and may cause lung damage if swallowed. It may cause damage to health by prolonged exposure through inhalation and its vapours may cause drowsiness and dizziness. What's more, it risks the unborn child possibly. Therefore, you should wear suitable protective clothing and gloves. And if swallowed, do not induce vomiting and you should seek medical advice immediately. In addition, This chemical is highly flammable, it may catch fire in contact with air and only need briefly contact with an ignition source. And its flash point is very low. In case of contacting with water, it could evolve highly flammable gas also.

You can still convert the following datas into molecular structure:
(1) SMILES: c59c3ccc2c1ccccc1c4c2c3c(cc4)c6c5c8c(cc6)c7ccccc7c8cc9
(2) InChI: InChI=1/C32H16/c1-2-6-18-17(5-1)21-9-13-25-27-15-11-23-19-7-3-4-8-20(19)24-12-16-28(32(27)30(23)24)26-14-10-22(18)29(21)31(25)26/h1-16H
(3) InChIKey: BKMIWBZIQAAZBD-UHFFFAOYAB

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