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117617

Sigma-Aldrich

Triptycene

98%

Synonym(s):

9,10-o-Benzeno-9,10-dihydroanthracene

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About This Item

Empirical Formula (Hill Notation):
C20H14
CAS Number:
477-75-8
Molecular Weight:
254.33
EC Number:
207-519-3
MDL number:
MFCD00003813
UNSPSC Code:
12352100
PubChem Substance ID:
24847337
NACRES:
NA.22

assay

98%

form

solid

mp

252-254 °C (lit.)

SMILES string

c1ccc2C3c4ccccc4C(c2c1)c5ccccc35

InChI

1S/C20H14/c1-2-8-14-13(7-1)19-15-9-3-5-11-17(15)20(14)18-12-6-4-10-16(18)19/h1-12,19-20H

InChI key

NGDCLPXRKSWRPY-UHFFFAOYSA-N

General description

Triptycene is the structural building block for triptycene-based polymer of intrinsic microporosity due to its rigid, fused-ring skeleton and three-fold symmetry. Triptycene-based cylindrical macrotricyclic polyether containing two dibenzo[24]crown-8 cavities has been synthesized and proved to be a highly efficient host for the complexation with paraquat derivatives.

Application

Triptycene was used in determination of diffusion coefficients of radical ions of hexafluorobenzene, diphenylacetylene, triptycene and tetraphenylnapthalene in liquid n-hexane and n-hexadecane.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ1649
MKCM0620
MKCJ8443
MKCH8066
MKCC3377

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Bader S Ghanem et al.
Chemical communications (Cambridge, England), (1)(1), 67-69 (2007-02-07)
A novel triptycene-based polymer of intrinsic microporosity (Trip-PIM) displays enhanced surface area (1065 m2 g(-1)) and reversibly adsorbs 1.65% hydrogen by mass at 1 bar/77 K and 2.71% at 10 bar/77 K.
On the question of the ratio between diffusion coefficients of radical ions and their parent molecules in solution.
Borovkov VI.
Chemical Physics Letters, 435(1), 69-73 (2007)
Qian-Shou Zong et al.
Organic letters, 8(2), 211-214 (2006-01-18)
[reaction: see text] A novel triptycene-based cylindrical macrotricyclic polyether containing two dibenzo[24]crown-8 cavities has been synthesized and proved to be a highly efficient host for the complexation with paraquat derivatives. Consequently, a new kind of very stable pseudorotaxane-type complex was

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