Skip to Content
Merck
All Photos(3)

Key Documents

413135

Sigma-Aldrich

2,2′-Methylenebis(6-tert-butyl-4-methylphenol)

Synonym(s):

2,2′-Methylenebis(4-methyl-6-tert-butylphenol), 2,2′-Methylenebis(6-tert-butyl-p-cresol), 6,6-Methylenebis(2-tert-butyl-4-methylphenol)

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH2[C6H2[C(CH3)3](CH3)OH]2
CAS Number:
Molecular Weight:
340.50
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
Pricing and availability is not currently available.

form

powder

mp

123-127 °C (lit.)

SMILES string

Cc1cc(Cc2cc(C)cc(c2O)C(C)(C)C)c(O)c(c1)C(C)(C)C

InChI

1S/C23H32O2/c1-14-9-16(20(24)18(11-14)22(3,4)5)13-17-10-15(2)12-19(21(17)25)23(6,7)8/h9-12,24-25H,13H2,1-8H3

InChI key

KGRVJHAUYBGFFP-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

2,2′-Methylenebis(6-tert-butyl-4-methylphenol) is a phenolic antioxidant commonly used in increasing the oxidation stability in rubber and plastic industries.[1]

Application

It may be incorporated into the bromobutyl rubber(BIIR) matrix to enhance the overall thermo-reversibility of dicyclopentadiene dicarboxylic acid (DCPDCA) cross-linked BIIR.[2] It may also be used as an antioxidant which shows a higher oxidation stability in distilled biodiesel.[2][3]

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Investigation of thermo-reversibility of polymer crosslinked by reversible covalent bonds through torque measurement.
Lv W, et al.
Polymer Testing, 32(2), 353-358 (2013)
S Tanaka et al.
Eisei Shikenjo hokoku. Bulletin of National Institute of Hygienic Sciences, (108)(108), 52-57 (1990-01-01)
2,2'-Methylenebis (4-methyl-6-tert-butylphenol), an antioxidant, was given orally to pregnant Wistar rats by stomach intubation at the dose levels of 93.5, 187 or 375 mg/kg body weight during days 7 to 17 of pregnancy, and the effects of the compound on
Y K Kim et al.
The Journal of antibiotics, 49(1), 31-36 (1996-01-01)
A new inhibitor of acyl-CoA:cholesterol acyltransferase (ACAT), designated GERI-BP002-A, was isolated from the culture broth of Aspergillus fumigatus F93 by acetone extraction, EtOAc extraction, SiO2 column chromatography and reverse phase HPLC. Spectroscopic analyses of the compound identified bis (2-hydroxy-3-tert-butyl-5-methylphenyl) methane
Yuchao Wang et al.
Polymers, 12(1) (2020-01-08)
A stabilizer called 2-tert-butyl-6-(3-tert-butyl-2-hydroxy-5-methylbenzyl)-4-methylphenyl acrylate (GM) was mixed in acrylonitrile butadiene styrene (ABS) with the same amount of 9-bis(octadecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane (DSPDP), octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate (Irganox 1076) and tris(3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate (Irganox 3114) to investigate the influence of additives on the antiaging effect of
G R Brown et al.
Biochimica et biophysica acta, 1195(2), 252-258 (1994-11-02)
Bis-phenol, a phenolic antioxidant, is an inhibitor of sarcoplasmic reticulum (SR), endoplasmic reticulum (ER) and plasma membrane Ca2+ ATPases. The concentration of bis-phenol giving half-maximal inhibition of the SR Ca(2+)-ATPase is 2 microM. On binding to the SR Ca(2+)-ATPase it

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service