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Merck
CN

20021

Sigma-Aldrich

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
¥514.25
500 G
¥1,923.20

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Available to ship on2025年4月27日Details


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100 G
¥514.25
500 G
¥1,923.20

About This Item

Empirical Formula (Hill Notation):
C11H16O2
CAS Number:
Molecular Weight:
180.24
Beilstein:
1867499
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

¥514.25


Available to ship on2025年4月27日Details


Request a Bulk Order

Quality Level

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

SMILES string

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

InChI

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

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Show Differences

1 of 4

This Item
PHR130634750B1253
assay

≥98% (sum of isomers, GC)

assay

-

assay

≥99.0% (GC)

assay

≥98.5%

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

solubility

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

solubility

-

solubility

methanol: 0.1 g/mL, clear, colorless, methanol: soluble 100 mg/mL, clear, colorless

solubility

-

mp

48-63 °C

mp

-

mp

68-72 °C, 69-73 °C (lit.)

mp

58-60 °C (lit.)

form

solid

form

-

form

-

form

powder

composition

2-BHA, ≤10% GC

composition

-

composition

-

composition

-

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].

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).

Pictograms

Environment

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
K Morimoto et al.
Carcinogenesis, 12(4), 703-708 (1991-04-01)
DNA damage in the forestomach epithelium of male F344 rats was tested by alkaline elution assay following oral administration of 3-tert-butyl-4-hydroxyanisole (3-BHA) and its free metabolites. Although 1% 3-BHA and 0.001% tert-butylhydroquinone (BHQ) caused no detectable DNA damage, a tert-butylquinone
M Hirose et al.
Toxicology, 43(2), 139-147 (1987-02-01)
The mechanism of the carcinogenic or toxic action of BHA on rat forestomach was examined by studies on the excretion and tissue distribution of radioactivity in F344 male rats given tert-butyl- or methoxy-labelled 3-BHA orally. Within 2 days after a

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