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106518

Dodecahydrotriphenylene

Name: Dodecahydrotriphenylene
Brand: ALDRICH

99%

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₂₄

CAS Number:

1610-39-5

Molecular Weight:

240.38

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24846736

EC Number:

216-550-1

Beilstein/REAXYS Number:

2051002

MDL number:

MFCD00001109

Assay:

99%

Form:

solid

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Properties

Quality Level

100

assay

99%

form

solid

mp

231-233 °C (lit.)

solubility

hexane: soluble

SMILES string

C1CCc2c(C1)c3CCCCc3c4CCCCc24

InChI

1S/C18H24/c1-2-8-14-13(7-1)15-9-3-4-11-17(15)18-12-6-5-10-16(14)18/h1-12H2

InChI key

ODHYDPYRIQKHCI-UHFFFAOYSA-N

Description

General description

Dodecahydrotriphenylene forms metal-carbonyl complexes. It undergoes hydrogenation and rearrangement by action of AlCl₃ in inert atmosphere conditions at 20°C (hexane solution) or 70°C (heptane solution). It is formed by trimerization of cyclohexanone. It undergoes oxidation by peroxytrifluoroacetic acid and boron fluoride etherate at 0°C to form cross-conjugated cyclohexadieone.

Application

Dodecahydrotriphenylene was used to develop a set of new bacterial bioreporters and assays for detection of long chain alkanes based on the marine bacterium Alcanivorax borkumensis strain SK2.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Metal-carbonyl complexes of dodecahydrotriphenylene; a comparison of the structures of iso-electronic [(η⁶C₁₈H₂₄) Mn (CO)₃]⁺ and (η⁶C₁₈H₂₄) Cr (CO)₃.

Gommans LHP, et al.

Journal of Organometallic Chemistry, 346(3), 385-395 (1988)

Hydrogenation and rearrangement of coal-related aromatic and hydroaromatic molecules promoted under mild conditions by aluminium trichloride.

Stobart SR and Zaworotko MJ.

Fuel: The Science and Technology of Fuel and Energy, 64(11), 1623-1624 (1985)

Oxidations with peroxytrifluoracetic acid-boron fluoride. X. Oxidation of s-dodecahydrotriphenylene with peroxytrifluoracetic acid-boron fluoride and the photoisomerization of the resulting cyclohexadienones.

Hart H and Lankin DC.

The Journal of Organic Chemistry, 33(12), 4398-4402 (1968)

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Global Trade Item Number

SKU	GTIN
106518-10G	04061833431436