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441791

Sigma-Aldrich

Tris(2,4-di-tert-butylphenyl) phosphite

Synonym(s):

2,4-Bis(1,1-dimethylethyl)phenol phosphite (3:1), Tri(2,4-di-tert -butylphenyl) phosphite, Tri(2,4-di-t -butylphenyl) phosphite

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About This Item

Linear Formula:
[[(CH3)3C]2C6H3O]3P
CAS Number:
31570-04-4
Molecular Weight:
646.92
EC Number:
250-709-6
MDL number:
MFCD00072706
UNSPSC Code:
12162002
PubChem Substance ID:
24867703
NACRES:
NA.23

mp

181-184 °C (lit.)

SMILES string

CC(C)(C)c1ccc(OP(Oc2ccc(cc2C(C)(C)C)C(C)(C)C)Oc3ccc(cc3C(C)(C)C)C(C)(C)C)c(c1)C(C)(C)C

InChI

1S/C42H63O3P/c1-37(2,3)28-19-22-34(31(25-28)40(10,11)12)43-46(44-35-23-20-29(38(4,5)6)26-32(35)41(13,14)15)45-36-24-21-30(39(7,8)9)27-33(36)42(16,17)18/h19-27H,1-18H3

InChI key

JKIJEFPNVSHHEI-UHFFFAOYSA-N

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General description

Tris(2,4-di-tert-butylphenyl) phosphite is a triaryl based phosphite that can be used in catalysis and metallation. Its characteristic to undergo metallation reaction and provide a cost effective synthetic processes allows it to be useful in biaryl coupling reactions.

Application

It may be used as a chain extender and a processing stabilizer that facilitate the production of stable polymeric materials, which include polylactic acid (PLA), polyolefins, etc.

Storage Class

13 - Non Combustible Solids

wgk_germany

nwg

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Study of the high temperature reactions of a hindered aryl phosphite (Hostanox PAR 24) used as a processing stabiliser in polyolefins.
Kriston I, et al.
Polymer Degradation and Stability, 95(9), 1883-1893 (2010)
Orthopalladated triarylphosphite complexes as highly efficient catalysts in the Heck reaction.
Albisson DA
Tetrahedron Letters, 39(52), 9793-9796 (1998)
Orthopalladated triaryl phosphite complexes as highly active catalysts in biaryl coupling reactions.
Albisson DA, et al.
Chemical Communications (Cambridge, England), 19, 2095-2096 (1998)
Structure effect of phosphite on the chain extension in PLA.
Meng X, et al.
Polymer Degradation and Stability, 120(52), 283-289 (2015)
Ebru Oral et al.
Journal of orthopaedic research : official publication of the Orthopaedic Research Society, 32(6), 757-761 (2014-02-19)
Antioxidant stabilization of radiation cross-linked ultrahigh molecular weight polyethylene (UHMWPE) has been introduced to improve the oxidative stability of total joint implant bearing surfaces. Blending of an antioxidant with UHMWPE resin powder followed by consolidation and radiation cross-linking has been
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