Hexa-cata-hexabenzocoronene

Hexa-*cata*-hexabenzocoronene
Names
	Preferred IUPAC name Trinaphtho[1,2,3,4-fgh:1′,2′,3′,4′-pqr:1′′,2′′,3′′,4′′-za1b1]trinaphthylene
	Other names Hexabenzo[a,d,g,j,m,p]coronene
Identifiers
CAS Number	1065-80-1;
3D model (JSmol)	Interactive image;
ChemSpider	59495;
ECHA InfoCard	100.012.641
PubChem CID	66107;
UNII	7M3LAB7SKL ;
CompTox Dashboard (EPA)	DTXSID50147616 ;
	InChI InChI=1S/C48H24/c1-2-14-26-25(13-1)37-27-15-3-4-16-28(27)39-31-19-7-8-20-32(31)41-34-22-10-12-24-36(34)42-35-23-11-9-21-33(35)40-30-18-6-5-17-29(30)38(26)44-43(37)45(39)47(41)48(42)46(40)44/h1-24H Key: XHJPOZDMDBETDO-UHFFFAOYSA-N;
	SMILES C1=CC=C2C(=C1)C3=C4C5=C2C6=CC=CC=C6C7=C5C8=C(C9=CC=CC=C97)C1=CC=CC=C1C1=C8C4=C(C2=CC=CC=C23)C2=CC=CC=C21;
Properties
Chemical formula	C48H24
Molar mass	600.720 g·mol−1
Appearance	Yellow–orange solid
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Hexa-cata-hexabenzocoronene (hexabenzo[a,d,g,j,m,p]coronene) is a polycyclic aromatic hydrocarbon with the molecular formula C₄₈H₂₄. It consists of a central coronene molecule, with an additional benzene ring fused onto each ring around the periphery.

Hexa-cata-hexabenzocoronene has a contorted structure due to steric crowding among the benzene rings around the edge,^[2] analogous to the situation in benzo[c]phenanthrene.

References[edit]

^ Xiao, Shengxiong; Myers, Matthew; Miao, Qian; Sanaur, Sébastien; Pang, Keliang; Steigerwald, Michael L.; Nuckolls, Colin (2005). "Molecular Wires from Contorted Aromatic Compounds". Angew. Chem. Int. Ed. Engl. 44 (45): 7390–7394. doi:10.1002/anie.200502142. PMID 16173105.
^ Chiu, Chien-Yang; Kim, Bumjung; Gorodetsky, Alon A.; Sattler, Wesley; Wei, Sujun; Sattler, Aaron; Steigerwald, Michael; Nuckolls, Colin (2011). "Shape-shifting in contorted dibenzotetrathienocoronenes". Chem. Sci. 2: 1480–1486. doi:10.1039/C1SC00156F.

External links[edit]

Media related to Hexabenzocoronene at Wikimedia Commons

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[1] Xiao, Shengxiong; Myers, Matthew; Miao, Qian; Sanaur, Sébastien; Pang, Keliang; Steigerwald, Michael L.; Nuckolls, Colin (2005). "Molecular Wires from Contorted Aromatic Compounds". Angew. Chem. Int. Ed. Engl. 44 (45): 7390–7394. doi:10.1002/anie.200502142. PMID 16173105.

[2] Chiu, Chien-Yang; Kim, Bumjung; Gorodetsky, Alon A.; Sattler, Wesley; Wei, Sujun; Sattler, Aaron; Steigerwald, Michael; Nuckolls, Colin (2011). "Shape-shifting in contorted dibenzotetrathienocoronenes". Chem. Sci. 2: 1480–1486. doi:10.1039/C1SC00156F.

[1]

[2]

v t e Polycyclic aromatic hydrocarbons
2 rings	Butalene Azulene Naphthalene
3 rings	Acenaphthene Acenaphthylene Anthracene Fluorene Phenalene Phenanthrene
4 rings	Benz[a]anthracene Benzo[a]fluorene Benzo[c]fluorene Benzo[c]phenanthrene Chrysene Fluoranthene Pyrene Tetracene Triphenylene Tricyclobutabenzene
5 rings	Benz[e]acephenanthrylene Benzopyrene Benzo[a]pyrene Benzo[e]pyrene 6H-Benzo[cd]pyrene(Olympicene) Benzo[a]fluoranthene Benzo[b]fluoranthene Benzo[j]fluoranthene Benzo[k]fluoranthene trans-Bicalicene Dibenz[a,h]anthracene Dibenz[a,j]anthracene Pentacene Perylene Picene Tetraphenylene
6 rings	Anthanthrene Benzo[ghi]perylene Corannulene Dibenzopyrenes Hexacene Triangulene Zethrene
7+ rings	Coronene Dicoronylene Diindenoperylene Heptacene Hexabenzocoronene (Hexa-cata-) Kekulene Ovalene Rubicene Rubrene Sumanene Superphenalene Trinaphthylene Truxene
General classes	Acene Circulene Cyclacene Helicene Phenacene

Names

Preferred IUPAC name Trinaphtho[1,2,3,4-fgh:1′,2′,3′,4′-pqr:1′′,2′′,3′′,4′′-za₁b₁]trinaphthylene
Other names Hexabenzo[a,d,g,j,m,p]coronene
Identifiers
CAS Number	1065-80-1
3D model (JSmol)	Interactive image
ChemSpider	59495
ECHA InfoCard	100.012.641
PubChem CID	66107
UNII	7M3LAB7SKL^Y
CompTox Dashboard (EPA)	DTXSID50147616
InChI InChI=1S/C48H24/c1-2-14-26-25(13-1)37-27-15-3-4-16-28(27)39-31-19-7-8-20-32(31)41-34-22-10-12-24-36(34)42-35-23-11-9-21-33(35)40-30-18-6-5-17-29(30)38(26)44-43(37)45(39)47(41)48(42)46(40)44/h1-24H Key: XHJPOZDMDBETDO-UHFFFAOYSA-N
SMILES C1=CC=C2C(=C1)C3=C4C5=C2C6=CC=CC=C6C7=C5C8=C(C9=CC=CC=C97)C1=CC=CC=C1C1=C8C4=C(C2=CC=CC=C23)C2=CC=CC=C21
Properties
Chemical formula	C₄₈H₂₄
Molar mass	600.720 g·mol⁻¹
Appearance	Yellow–orange solid^[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Hexa-cata-hexabenzocoronene

See also[edit]

References[edit]

External links[edit]

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