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B9807

Sigma-Aldrich

1,1,2,2-Tetraphenyl-1,2-ethanediol

99%

Synonym(s):

TPED, Benzopinacol

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About This Item

Linear Formula:
(C6H5)2C(OH)C(C6H5)2OH
CAS Number:
464-72-2
Molecular Weight:
366.45
Beilstein:
2061947
EC Number:
207-356-8
MDL number:
MFCD00004448
UNSPSC Code:
12352100
PubChem Substance ID:
24892159
NACRES:
NA.22

Quality Level

200

Assay

99%

form

crystals

mp

171-173 °C (lit.)

SMILES string

OC(c1ccccc1)(c2ccccc2)C(O)(c3ccccc3)c4ccccc4

InChI

1S/C26H22O2/c27-25(21-13-5-1-6-14-21,22-15-7-2-8-16-22)26(28,23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20,27-28H

InChI key

MFEWNFVBWPABCX-UHFFFAOYSA-N

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Application

  • 1,1,2,2-Tetraphenyl-1,2-ethanediol (TPED) is used as an active component of the initiation system in free radical polymerization.
  • It is used as a precursor to prepare 1-hydroxy-2-(p-tolylaminocarbonyloxy)-1,1,2,2-tetraphenylethane (HTTPE), a thermal iniferter for radical polymerization.
  • TPED can also be used as a protecting group for the boronic acids by converting them to stable boronic esters.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of well?defined polystyrene by radical polymerization using 1, 1, 2, 2?tetraphenyl?1, 2?ethanediol/feCl3/PPh3 initiation system.
Chen X P and Qiu K Y
Journal of Applied Polymer Science, 77(7), 1607-1613 (2000)
1, 1, 2, 2-Tetraphenyl-1, 2-ethanediol: A new protecting group for the synthesis of cyclopropylboronic esters.
Pietruszka J and Witt A
Synlett, 2003(01), 0091-0094 (2003)
A novel thermal iniferter for radical polymerization.
Chen X P, et al.
European Polymer Journal, 36(8), 1547-1554 (2000)
Synthesis of well-defined poly (methyl methacrylate) by radical polymerization with a new initiation system TPED/FeCl3/PPh3.
Chen X P and Qiu K Y
Macromolecules, 32(26), 8711-8715 (1999)

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