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413283

Sigma-Aldrich

1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene

99%

Synonym(s):

2,4,6-Tris(3,5-di-tert -butyl-4-hydroxybenzyl)mesitylene, 3,3′,3′′,5,5′,5′′-Hexa-tert -butyl-α,α′,α′′-(mesitylene-2,4,6-triyl)tri-p -cresol, 4,4′,4′′-[(2,4,6-Trimethyl-1,3,5-benzenetriyl)tris(methylene)]tris[2,6-bis(1,1-dimethylethyl)phenol

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About This Item

Linear Formula:
(CH3)3C6[CH2C6H2[C(CH3)3]2OH]3
CAS Number:
1709-70-2
Molecular Weight:
775.20
EC Number:
216-971-0
MDL number:
MFCD00026284
UNSPSC Code:
12162002
PubChem Substance ID:
24865854
NACRES:
NA.23

Quality Level

100

Assay

99%

form

powder

mp

248-250 °C (lit.)

SMILES string

Cc1c(Cc2cc(c(O)c(c2)C(C)(C)C)C(C)(C)C)c(C)c(Cc3cc(c(O)c(c3)C(C)(C)C)C(C)(C)C)c(C)c1Cc4cc(c(O)c(c4)C(C)(C)C)C(C)(C)C

InChI

1S/C54H78O3/c1-31-37(22-34-25-40(49(4,5)6)46(55)41(26-34)50(7,8)9)32(2)39(24-36-29-44(53(16,17)18)48(57)45(30-36)54(19,20)21)33(3)38(31)23-35-27-42(51(10,11)12)47(56)43(28-35)52(13,14)15/h25-30,55-57H,22-24H2,1-21H3

InChI key

VSAWBBYYMBQKIK-UHFFFAOYSA-N

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General description

1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene(HEMA) is an antioxidant that can be used to prevent the oxidative degradation of plastics.

Application

HEMA can be used as an antioxidant in the polycondensation of poly(isosorbide maleate-co-succinate) and poly(isosorbide maleate) to prepare biobased based unsaturated polyester. It may also be used in the preparation of water soluble polyesters which can potentially be used as in drug delivery and industrial coatings.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

609.8 °F

Flash Point(C)

321 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM8673
MKBW7797V
MKBF6188V
13729CQ
05928TI

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Identification of antioxidant and ultraviolet light stabilizing additives in plastics by liquid chromatography/mass spectrometry.
Vargo JD and Olson KL
Analytical Chemistry, 57(3), 672-675 (1985)
Simultaneous determination of antioxidants and ultraviolet absorbers by ultra-performance liquid chromatography in food simulants.
Li C, et al.
Food Analytical Methods, 7(9), 1755-1762 (2014)
Waterborne polyesters partially based on renewable resources.
Jasinska L and Koning CE
Journal of Polymer Science Part A: Polymer Chemistry, 48(24), 5907-5915 (2010)
E Dreassi et al.
Food additives and contaminants, 15(4), 466-472 (1998-10-09)
Irganox 1330 (1,3,5-trimethyl-2,4,5-tris(3',5'-ditert-butyl)-4'-hydroxybenzyl)- benzene) (I), an alkylphenol compound used as antioxdiant in the production of high density polyethylene (HDPE), was the subject of this study. The quantity of I given up by polyethylene samples of different thickness to aqueous and
Unsaturated, biobased polyesters and their cross-linking via radical copolymerization.
Jasinska L and Koning CE
Journal of Polymer Science Part A: Polymer Chemistry, 48(13), 2885-2895 (2010)

Protocols

HPLC Analysis of Phenolic Antioxidants on Ascentis® Express C18 2.7 μm

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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