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D209317

Sigma-Aldrich

Diphenylmethane

99%

Synonym(s):

Benzylbenzene, Methylenedibenzene

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About This Item

Linear Formula:
(C6H5)2CH2
CAS Number:
Molecular Weight:
168.23
Beilstein/REAXYS Number:
1904982
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

5.79 (vs air)

vapor pressure

<1 mmHg ( 77 °C)

assay

99%

form

liquid

autoignition temp.

905 °F

refractive index

n20/D 1.577 (lit.)

bp

264 °C (lit.)

mp

22-24 °C (lit.)

density

1.006 g/mL at 25 °C (lit.)

SMILES string

C(c1ccccc1)c2ccccc2

InChI

1S/C13H12/c1-3-7-12(8-4-1)11-13-9-5-2-6-10-13/h1-10H,11H2

InChI key

CZZYITDELCSZES-UHFFFAOYSA-N

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General description

Diphenylmethane is an aromatic compound used as a key building block in the synthesis of elastase inhibitors.

Application

  • Diphenylmethane is widely used in the synthesis of luminogens for aggregation-induced emission (AIE).
  • It is used in the preparation of a polymerization initiator, diphenylmethyl potassium (DPMK).
  • It is one of the precursors in the synthesis of a dendrimeric polycyclic aromatic hydrocarbon (PAH), hexakis[4-(1,1,2-triphenyl-ethenyl)phenyl]benzene.

pictograms

Environment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

266.0 °F

flash_point_c

130 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Synthesis and surface properties of amphiphilic star-shaped and dendrimer-like copolymers based on polystyrene core and poly (ethylene oxide) corona.
Francis R, et al.
Macromolecules, 36(22), 8253-8259 (2003)
Hopping of a single hole in hexakis [4-(1, 1, 2-triphenyl-ethenyl) phenyl] benzene cation radical through the hexaphenylbenzene propeller.
Rathore R, et al.
Organic Letters, 6(11), 1689-1692 (2004)
Real-time monitoring of cell apoptosis and drug screening using fluorescent light-up probe with aggregation-induced emission characteristics.
Shi H, et al.
Journal of the American Chemical Society, 134(43), 17972-17981 (2012)
Shinnosuke Hosoda et al.
Bioorganic & medicinal chemistry letters, 19(12), 3157-3161 (2009-05-19)
Based on antiviral screening of our diphenylmethane derivatives prepared as steroid substitutes, we identified a 1,1-diphenylcyclobutane analog (9) and two diethyldiphenylsilane analogs (12 and 13) as superior lead compounds with potent anti-bovine viral diarrhea virus (BVDV) activity, having 50% effective
Toshiki Nokami et al.
Journal of the American Chemical Society, 130(33), 10864-10865 (2008-07-30)
An iterative method for molecular assembly has been developed based on the cation-pool method using (trimethylsilyl)diphenylmethane as a building block. The silyl group works as both an activating group of the benzene ring in the Friedel-Crafts type reaction and an

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