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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About This Item
Empirical Formula (Hill Notation):
C11H16O2
CAS Number:
Molecular Weight:
180.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-442-7
Beilstein/REAXYS Number:
1867499
MDL number:
Assay:
≥98% (sum of isomers, GC)
Form:
solid
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
InChI key
MRBKEAMVRSLQPH-UHFFFAOYSA-N
General description
The voltammetric behavior of 3-tert-butyl-4-hydroxyanisole at a polymer electrode modified with nickel phthalocyanine (as electron mediator) was studied.
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).
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hcodes
pcodes
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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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
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
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