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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/REAXYS Number:
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.

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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)
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)

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