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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:
Molecular Weight:
646.92
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
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 Code

13 - Non Combustible Solids

WGK

nwg

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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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 triaryl phosphite complexes as highly active catalysts in biaryl coupling reactions.
Albisson DA, et al.
Chemical Communications (Cambridge, England), 19, 2095-2096 (1998)
Orthopalladated triarylphosphite complexes as highly efficient catalysts in the Heck reaction.
Albisson DA
Tetrahedron Letters, 39(52), 9793-9796 (1998)
Taoufiq Mouhib et al.
Journal of the American Society for Mass Spectrometry, 21(12), 2005-2010 (2010-09-25)
The enhancement of the static secondary ion mass spectrometry (SIMS) signals resulting from the injection, closely to the sample surface, of H(2)O vapor at relatively high-pressure, was investigated for a set of organic materials. While the ion signals are generally
Yasuo Tanaka et al.
Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan, 44(4), 181-185 (2003-11-11)
Two peaks, A and B, detected in chromatograms of commercial frozen vegetable extracts during analysis of organophosphorus pesticide residues by GC-FPD, were identified as tris(2,4-ditert-butylphenyl)phosphite (Irgafos 168) and Irgafos 168 oxide, respectively, from their mass spectra. Irgafos 168 is used

Protocols

Phenolic Antioxidants are added to polyers for controlling their degradation process. Irgafos 168, Irganox 1010, Ethanox 330, Irganox 1076, BHT, and Irgafos 168 are often used as antioxidants to prevent the degradation of polypropylene polymer formulations. This HPLC method is for the quantitation of an additive or mix of additives in a polymeric material.

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