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Tetraphenylmethane

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Tetraphenylmethane Basic information

Product Name:
Tetraphenylmethane
Synonyms:
  • methane,tetraphenyl-
  • Tetraphenylmethane,96%
  • Tri(phenyl)methylbenzene
  • Tetraphenylmethane,97%
  • 1,1’,1’’,1’’’-methanetetrayltetrakisbenzene
  • 1,1’,1’’,1’’’-methanethetrayltetrakis-benzen
  • Benzene, 1,1',1'',1'''-methanetetrayltetrakis-
  • benzene,1,1’,1’’,1’’’-methanetetrayltetrakis-
CAS:
630-76-2
MF:
C25H20
MW:
320.43
EINECS:
211-144-0
Product Categories:
  • Miscellaneous
Mol File:
630-76-2.mol
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Tetraphenylmethane Chemical Properties

Melting point:
281-286 °C
Boiling point:
431 °C
Density 
1.0992 (estimate)
refractive index 
1.8430 (estimate)
Flash point:
431°C
storage temp. 
2-8°C
solubility 
insoluble in Ether,Alcohol
form 
powder to crystal
color 
Light yellow to Brown
Water Solubility 
Insoluble in water.
BRN 
1913557
InChI
InChI=1S/C25H20/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20H
InChIKey
PEQHIRFAKIASBK-UHFFFAOYSA-N
SMILES
C(C1=CC=CC=C1)(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
CAS DataBase Reference
630-76-2(CAS DataBase Reference)
NIST Chemistry Reference
Tetraphenylmethane(630-76-2)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
40
Safety Statements 
45
RTECS 
PB4050000
HazardClass 
IRRITANT
HS Code 
29029090

MSDS

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Tetraphenylmethane Usage And Synthesis

Background

Molecules of tetrahedral symmetry, such as tetraphenylmethane (TPM) and its various analogues (sometimes quite distant) over the years, were amongst the most exploited models in crystal engineering. For example, phenyl embraces, which are cooperative supramolecular motifs composed by set of Csingle bondH ⋯ π attractive interactions have been recognized as fundamental interactions responsible for dense crystal packing of tetrahedrally-shaped species such as tetraphenylphosphonium, tetraphenylarsonium, and tetraphenylborate compounds. Another example of the significant role of TPM-like molecules is the introduction and development of molecular tectonics. Molecular tectonics is a strategy for the predictable construction of crystalline arrays from molecules called tectons. An inextricable feature of any tecton molecule is its shape and binding abilities enforce specific and directional arrangements of the same or complementary molecules[1].

Chemical Properties

white to pink powder or needles

Uses

Tetraphenylmethane is used to prepare a tetrapyridone tecton, which forms a diamondoid network with large internal chambers. It is also used in the preparation of 1-{4-[tris-(4-acetyl-phenyl)-methyl]-phenyl}-ethanone by Friedel-Crafts acylation reaction with acetyl chloride using aluminum chloride as catalyst.

References

[1] Zar?ba, Jan K. “Tetraphenylmethane and tetraphenylsilane as building units of coordination polymers and supramolecular networks – A focus on tetraphosphonates.” Inorganic Chemistry Communications 86 (2017): Pages 172-186.

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