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213-46-7

213-46-7 Structure

213-46-7 Structure
IdentificationBack Directory
[Name]

PICENE
[CAS]

213-46-7
[Synonyms]

Pycene
PICENE
Picene 
Picene (purity)
3,4-Benzchrysene
Benzo(a)chrysene
benzo[a]chrysene
39453, Picene (purity)
Dibenzo(a,i)phenanthrene
1,2:7,8-Dibenzphenanthrene
1,2,7,8-Dibenzphenanthrene
1,2:7,8-Dibenzophenanthrene
beta,beta-Binaphthyleneethene
Picene (purified by sublimation)
Picene (purified by sublimation) (>99.9%)
[EINECS(EC#)]

205-918-7
[Molecular Formula]

C22H14
[MDL Number]

MFCD00215857
[MOL File]

213-46-7.mol
[Molecular Weight]

278.35
Chemical PropertiesBack Directory
[Melting point ]

366-367°
[Boiling point ]

bp 518-520°
[density ]

1.1489 (estimate)
[refractive index ]

1.8120 (estimate)
[storage temp. ]

2-8°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

White to Bight Beige
[Water Solubility ]

2.5ug/L(27 ºC)
[λmax]

285nm(CH2Cl2)(lit.)
[Merck ]

14,7396
[Major Application]

environmental
pharmaceutical (small molecule)
[InChI]

1S/C22H14/c1-3-7-17-15(5-1)9-11-21-19(17)13-14-20-18-8-4-2-6-16(18)10-12-22(20)21/h1-14H
[InChIKey]

GBROPGWFBFCKAG-UHFFFAOYSA-N
[SMILES]

c1ccc2c(c1)ccc3c2ccc4c5ccccc5ccc34
[IARC]

3 (Vol. 92) 2010
[EPA Substance Registry System]

Picene (213-46-7)
[Absorption]

λmax?285 nm in DCM (lit.)
Questions And AnswerBack Directory
[Uses]

PICENE is an organic intermediate that can be used to prepare luminescent materials.
Hazard InformationBack Directory
[Definition]

ChEBI: An ortho-fused polycyclic arene consisting of five fused benzene rings. It is obtained during the distillation of petroleum.
[Synthesis]

Perylene (Picene) is a polycyclic aromatic hydrocarbon with the chemical formula C22H14, obtained by distilling peat tar or the residue of petroleum distillation to dryness and recrystallizing it repeatedly with p-isopropyltoluene.

[Carcinogenicity]

Dermal application of picene in an early design limited study on mice gave negative results for carcinogenicity. More recently, picene gave positive results when tested in three dermal application studies on mice, two of which were initiation–promotion experiments. Subcutaneous injection into newborn and adult mice and young rats gave positive results in mice but negative results in rats.
Safety DataBack Directory
[RIDADR ]

2811
[WGK Germany ]

WGK 3
[RTECS ]

TJ3700000
[HS Code ]

2902.90.9000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Carc. 2
Questions and Answers (Q&A)Back Directory
[Description]

Picene, a polycyclic aromatic hydrocarbon (PAH) of environmental relevance has recently been predicted to be carcinogenic, based on quantum mechanical calculation, although in several animal studies no carcinogenicity could be detected.
Picene, a hydrocarbon found in the pitchy residue obtained in the distillation of peat-tar and of petroleum. This is distilled to dryness and the distillate repeatedly recrystallized from cymene It may be synthetically prepared by the action of anhydrous aluminium chloride on a mixture of naphthalene and ethylene dibromide, or by distilling α-dinaphthostilbene. It crystallizes in large colourless plates which possess a blue fluorescence It is soluble in concentrated sulphuric acid with a green colour. Chromic acid in glacial acetic acid solution oxidizes it to picene-quinone, picene-quinone carboxylic acid, and finally to phthalic acid. When heated with hy driodic acid and phosphorus it forms hydrides of composition C22H34 and C22H36.
Spectrum DetailBack Directory
[Spectrum Detail]

PICENE(213-46-7)MS
PICENE(213-46-7)1HNMR
PICENE(213-46-7)IR1
PICENE(213-46-7)IR2
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