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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)

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About This Item

Linear Formula:
CH2[C6H2[C(CH3)3](CH3)OH]2
CAS Number:
119-47-1
Molecular Weight:
340.50
EC Number:
204-327-1
MDL number:
MFCD00043641
UNSPSC Code:
12162002
PubChem Substance ID:
24865552
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

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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
GHS08

Signal Word

Danger

Hazard Statements

H360F

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4510V
WXBF0817V
WXBF0257V
WXBF1764V
MKCQ9862

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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
A Takagi et al.
The Journal of toxicological sciences, 19(2), 77-88 (1994-05-01)
General toxicity studies on 2,2'-methylenebis(4-methyl-6-tert-butylphenol) (MBMBP) were conducted using male and female Wistar rats. LD50 values were greater than 5 g/kg BW by oral administration for both sexes. Diarrhea was observed until 5 days. In the subchronic test, rats were
Inhibition of the sarcoplasmic and endoplasmic calcium pump by bis(2-hydroxy-3-tert-butyl-5-methyl)methane, (bis-phenol).
G R Brown et al.
Biochemical Society transactions, 21(2), 106S-106S (1993-05-01)
Developmental toxicity of synthetic phenolic antioxidants to the early life stage of zebrafish.
Yang X, et al.
The Science of the Total Environment, 643, 559-568 (2018)
Rancimat and PetroOxy oxidation stability measurements of rapeseed oil methyl ester stabilized with hydrazides and antioxidants.
Bar F, et al.
Fuel: The Science and Technology of Fuel and Energy, 232(2), 108-113 (2018)
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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

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  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

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