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Merck

20021

3-tert-Butyl-4-hydroxyanisole

≥98% (sum of isomers, GC), ≤10% 2-BHA basis (GC)

Synonym(s):

2-tert-Butyl-4-methoxyphenol, 3-BHA, BHA

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100 G

CZK 1,390.00

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About This Item

Empirical Formula (Hill Notation):
C11H16O2
CAS Number:
121-00-6
Molecular Weight:
180.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57647769
EC Number:
204-442-7
Beilstein/REAXYS Number:
1867499
MDL number:
MFCD00040484

Key Documents

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Product Name

3-tert-Butyl-4-hydroxyanisole, ≥98% (sum of isomers, GC), ≤10% 2-BHA basis (GC)

InChI key

MRBKEAMVRSLQPH-UHFFFAOYSA-N

InChI

1S/C11H16O2/c1-11(2,3)9-7-8(13-4)5-6-10(9)12/h5-7,12H,1-4H3

SMILES string

COc1ccc(O)c(c1)C(C)(C)C

assay

≥98% (sum of isomers, GC)

form

solid

composition

2-BHA, ≤10% GC
3-BHA, ≥90% GC

impurities

≤1% 4-hydroxyanisole

ign. residue

≤0.05%

mp

48-63 °C

solubility

ethanol: soluble 1 g/10 mL, clear, colorless to faint yellow or tan

Quality Level

200

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1 of 4

This Item
PHR1306PHR23361083100
3-tert-Butyl-4-hydroxyanisole ≥98% (sum of isomers, GC), ≤10% 2-BHA basis (GC)

Sigma-Aldrich

20021

3-tert-Butyl-4-hydroxyanisole

3-tert-Butyl-4-hydroxyanisole Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1306

3-tert-Butyl-4-hydroxyanisole

2-tert-Butyl-4-hydroxyanisole

Supelco

PHR2336

2-tert-Butyl-4-hydroxyanisole

3-tert-Butyl-4-hydroxyanisole United States Pharmacopeia (USP) Reference Standard

USP

1083100

3-tert-Butyl-4-hydroxyanisole

assay

≥98% (sum of isomers, GC)

assay

-

assay

-

assay

-

Quality Level

200

Quality Level

300

Quality Level

300

Quality Level

-

solubility

ethanol: soluble 1 g/10 mL, clear, colorless to faint yellow or tan

solubility

-

solubility

-

solubility

-

mp

48-63 °C

mp

-

mp

-

mp

-

form

solid

form

-

form

powder

form

-

composition

2-BHA, ≤10% GC

composition

-

composition

-

composition

-

Application

  • Regulation of Smad signaling in mesenchymal stem cells: 3-tert-Butyl-4-hydroxyanisole disrupts the differentiation of C3H10T1/2 mesenchymal stem cells into brown adipocytes by modulating Smad signaling pathways, with potential implications for obesity and metabolic syndrome research (Wang et al., 2023).

General description

The voltammetric behavior of 3-tert-butyl-4-hydroxyanisole at a polymer electrode modified with nickel phthalocyanine (as electron mediator) was studied[1].

pictograms

Environment
GHS09

hcodes

H411

Hazard Classifications

Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6118V
BCCJ6531
BCCK5134
BCCG8386
BCCF3767

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C de la Fuente et al.
Talanta, 49(2), 441-452 (2008-10-31)
The voltammetric behaviour of the antioxidants 3-tert-butyl-4-hydroxyanisole (BHA) and tert-butylhydroquinone (TBHQ), at a polymer electrode modified with nickel phthalocyanine as electron mediator, is described, and an electroanalytical method for the determination of these antioxidants based on their electrochemical oxidation on
A Matsuoka et al.
Mutation research, 241(2), 125-132 (1990-06-01)
The mutagenicity of 3-tert-butyl-4-hydroxyanisole (BHA) and its metabolites was investigated in the reverse mutation assay using S. typhimurium strains and the chromosomal aberration test in vitro using a Chinese hamster fibroblast cell line, CHL. BHA, tert-butylhydroquinone (BHQ), tert-butylquinone (BQ) and
K Tajima et al.
Drug metabolism and disposition: the biological fate of chemicals, 20(6), 816-820 (1992-11-01)
3-Tert-butyl-4-hydroxyanisole (3-BHA) was metabolized in the presence of horseradish peroxidase and hydrogen peroxide to 2-tert-butyl-p-benzoquinone (TBQ), 2,3-epoxy-5-tert-butyl-1,4-benzoquinone (TBQ-epoxide), and two known dimers. The formation of TBQ from 3-BHA required both horseradish peroxidase and hydrogen peroxide. When 2.5 mM 3-BHA was
Mengxiao Xie et al.
Journal of autoimmunity, 102, 96-113 (2019-05-28)
The subset of regulatory T (Treg) cells, with its specific transcription Foxp3, is a unique cell type for the maintenance of immune homeostasis by controlling effector T (Teff) cell responses. Although it is common that a defect in Treg cells
L K Lam et al.
Carcinogenesis, 12(12), 2311-2315 (1991-12-01)
Carcinogen-induced aberrant crypts (AC) of the colon are a precancerous state that leads to malignancy. The inhibition of AC formation by chemopreventive agents was evaluated in this study. Colon AC were induced by 1,2-dimethylhydrazine (DMH) in 3 weeks in CF1
View All Related Papers

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/418/501/product-dating-information-06-25-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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