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Merck

D204803

Diphenylacetylene

98%

Synonym(s):

Tolan

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About This Item

Linear Formula:
C6H5C≡CC6H5
CAS Number:
Molecular Weight:
178.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-926-6
Beilstein/REAXYS Number:
606478
MDL number:
Assay:
98%
Form:
crystals
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InChI

1S/C14H10/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10H

InChI key

JRXXLCKWQFKACW-UHFFFAOYSA-N

SMILES string

c1ccc(cc1)C#Cc2ccccc2

assay

98%

form

crystals

bp

170 °C/19 mmHg (lit.)

mp

59-61 °C (lit.)

density

0.99 g/mL at 25 °C (lit.)

Quality Level

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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Anion-dependent switching: dynamically controlling the conformation of hydrogen-bonded diphenylacetylenes.
Ian M Jones et al.
Angewandte Chemie (International ed. in English), 50(20), 4597-4600 (2011-04-16)
Dai Nishimura et al.
The Journal of organic chemistry, 73(7), 2496-2502 (2008-03-14)
Novel [2]rotaxanes bearing alpha-cyclodextrin (alpha-CD) derivatives and a diphenylacetylene axis molecule with trinitrobenzene as a bulky stopper have been prepared to investigate the relative rotary movement of a ring relative to an axis molecule and that of an axis molecule
Kazuki Tainaka et al.
The journal of physical chemistry. B, 114(45), 14657-14663 (2010-06-01)
DNA-mediated charge transfer has recently received a substantial attention because of its biological relevance in the DNA damage and DNA repair as well as the potential applications to nanoscale electronic devices. In contrast to the numerous mechanistic studies on oxidative
Akihiro Yokoyama et al.
Organic letters, 10(15), 3207-3210 (2008-06-28)
Base-promoted self-condensation reactions of trans-stilbene and diphenylacetylene monomers bearing 4-alkylamino and 4'-methoxycarbonyl groups were investigated. Reactions of N-propyl monomers under pseudohigh-dilution conditions (a THF solution of monomer was added dropwise to a THF solution of LiHMDS) afforded the corresponding cyclic
Ian M Jones et al.
Angewandte Chemie (International ed. in English), 50(52), 12569-12571 (2011-12-17)
The conformational equilibrium of a pH-dependent switch based on an intramolecularly H-bonded diphenylacetylene can be predictably biased by using electron-donating or -withdrawing groups. Furthermore, protonation of the electron-donating dimethylamino group converts it into an electron-withdrawing dimethylammonium cation with a concomitant

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