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| CAS No.: | 135-48-8 |
|---|---|
| Name: | Pentacene |
| Molecular Structure: | |
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| Formula: | C22H14 |
| Molecular Weight: | 278.353 |
| Synonyms: | 2,3:6,7-Dibenzanthracene;Benzo[b]naphthacene;Dibenz[b,i]anthracene;NSC 90784;lin-Dibenzanthracene;lin-Naphthoanthracene; |
| EINECS: | 205-193-7 |
| Density: | 1.232 g/cm3 |
| Melting Point: | >300 °C(lit.) |
| Boiling Point: | 524.67 °C at 760 mmHg |
| Flash Point: | 264.522 °C |
| Solubility: | Insoluble in water |
| Appearance: | solid |
| Safety: | 24/25 |
| PSA: | 0.00000 |
| LogP: | 6.29940 |
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6,13-dihydro-6,13-epithiomethanopentacen-16-one
- 135-48-8
pentacene
| Conditions | Yield |
|---|---|
| at 220℃; UV-irradiation; | 100% |
- 135-48-8
pentacene
| Conditions | Yield |
|---|---|
| In chloroform at 20℃; Irradiation; | 96% |
| In toluene at 20℃; Irradiation; | 74% |
| In toluene UV-irradiation; | |
| Neat (no solvent); Irradiation using laser light; | |
| for 0.0833333h; Neat (no solvent); Irradiation using xenon lamp; |
- 135-48-8
pentacene
| Conditions | Yield |
|---|---|
| With hydrogenchloride; tin(ll) chloride In water; N,N-dimethyl-formamide at 0℃; for 0.0291667h; Darkness; | 93% |
| With hydrogenchloride In tetrahydrofuran at -50℃; for 0.25h; Inert atmosphere; Reflux; |
- 20244-36-4
5,14-dihydro-pentacene
- 135-48-8
pentacene
| Conditions | Yield |
|---|---|
| palladium on activated charcoal In xylene for 72h; Heating; | 92% |
- 135-48-8
pentacene
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid at 20℃; for 5h; | 83% |
| Conditions | Yield |
|---|---|
| Stage #1: 6,13-pentacenequinone With sodium tetrahydroborate; water In tetrahydrofuran at 0 - 60℃; for 2h; Stage #2: With hydrogenchloride; tin(II) chloride dihdyrate In N,N-dimethyl-formamide at 0℃; for 0.0208333h; Darkness; | 79% |
| Multistep reaction.; | 54% |
| With lithium aluminium tetrahydride In tetrahydrofuran for 0.5h; Inert atmosphere; Cooling with ice; | 54% |
| With oxidizing agent; diborane 1.) diglyme; Multistep reaction; | |
| Multi-step reaction with 2 steps 1: 70 percent / KBH4 / methanol / several d 2: 67 percent / KI, sodium hyposulfite / acetic acid / 3 h / Heating View Scheme |
- 76727-08-7
dihydroxy-6,13 dihydro-6,13 pentacene cis
- 135-48-8
pentacene
| Conditions | Yield |
|---|---|
| With sodium thiosulfate; potassium iodide In acetic acid for 3h; Heating; | 67% |
- 104942-18-9
6,13-dihydro-14-hydroxy-6,13-ethenopentacene
- 135-48-8
pentacene
| Conditions | Yield |
|---|---|
| With 1,2,4,5-tetrazine-3,6-dicarboxylic acid dimethyl ester In dipentyl ether for 0.025h; Reflux; | 48% |
- 1671-87-0
3,6-di(2'-pyridyl)-1,2,4,5-tetrazine
- 104942-18-9
6,13-dihydro-14-hydroxy-6,13-ethenopentacene
A
- 135-48-8
pentacene
B
- 1370025-49-2
6,13-dihydro-6,13-[4',5']-3',6'-(di-2"-pyridyl)pyridazinopentacene
C
- 36901-11-8
3,6-di(pyridin-2'-yl)-s-tetrazine
D
- 1671-86-9
3,6-di(pyridin-2-yl)-1,4-dihydro-1,2,4,5-tetrazine
| Conditions | Yield |
|---|---|
| In dipentyl ether for 2h; Diels-Alder-retro-Diels-Alder; Reflux; | A 28% B n/a C n/a D n/a |
- 286-85-1
1H-cyclopropa[b]naphthalene
A
- 13579-08-3
6,13-dihydropentacene
B
- 21969-45-9
1,2-bis(2-naphthyl)ethane
C
- 135-48-8
pentacene
D
- 112223-66-2
6,7-dihydropentaphene
E
- 91-57-6
2-Methylnaphthalene
| Conditions | Yield |
|---|---|
| With potassium sand; cadmium(II) chloride In tetrahydrofuran at -40 - 0℃; Product distribution; Mechanism; multistep reaction; further temperatures, further metal surface; | A 2% B 2% C 2% D 4% E 24% |
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Chemistry
Molecular Structure of Pentacene (CAS NO.135-48-8):
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IUPAC Name: pentacene
Empirical Formula: C22H14
Molecular Weight: 278.3466
EINECS: 205-193-7
Flash Point: 264.5 °C
Storage temp: 0-6°C
Density: 1.232 g/cm3
Melting Point: >300 °C(lit.)
Water Solubility: insoluble
Index of Refraction: 1.811
Enthalpy of Vaporization: 76.86 kJ/mol
Boiling Point: 524.7 °C at 760 mmHg
Vapour Pressure: 1.41E-10 mmHg at 25°C
Appearance: solid Visual appearance of the given substance.
Stability: Stable, but air and light sensitive. Incompatible with strongoxidizing agents
Synonyms: Lin-dibenzanthracene ; Pentacene ; Lin-naphthoanthracene ; Benzo[b]naphthacene ; 2,3,6,7-Dibenzanthracene ; 2,3,6,7-Dibenzoanthracene ; Pentacene, sublimed ; Pentacene, for fluorescence
Product Categories: Miscellaneous;electronic; Electronic Chemicals; Functional Materials; Highly Purified Reagents; Organic Semiconducting Materials; Other Categories; Refined Products by Sublimation; Photoluminescent Materials > Light-Emitting Dopants and Fluorescent DyesOrganic Conductors and Photovoltaics
Uses
Pentacene (CAS NO.135-48-8) have been examined as potential dichroic dyes. The pentacenoquinone displayed below is fluorescent and when mixed with liquid crystal E7 mixture a dichroic ratio of 8 is reached. The longer the acene the better it is able to align itself in a nematic liquid crystal phase. Combined with buckminsterfullerene, pentacene is used in the development of organic photovoltaic devices. Pentacene is a promising candidate for the use in organic thin film transistors and OFETs. It is one of the most thoroughly investigated conjugated organic molecules with a high application potential due to a hole mobility in OFETs of up to 5.5 cm2V-1s-1, which is comparable to that of amorphous silicon.
Toxicity Data With Reference
| 1. | dnd-mam:lym 20 mg | BIPMAA Biopolymers. 4 (1966),409. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Information of Pentacene (CAS NO.135-48-8):
Safety Statements: 24/25
24/25: Avoid contact with skin and eyes
WGK Germany: 3
F:8-10-23
F8: Photosensitive
F10: Keep under argon.
F23: Sensitive to air.