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Merck

B1253

Butylated hydroxyanisole

≥98.5%

Synonym(s):

2(3)-t-Butyl-4-hydroxyanisole, 2(3)-t-Butylhydroquinone monomethyl ether, BHA

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About This Item

Linear Formula:
(CH3)3CC6H3(OCH3)OH
CAS Number:
25013-16-5
Molecular Weight:
180.24
UNSPSC Code:
12352100
NACRES:
NA.22
EC Number:
246-563-8
MDL number:
MFCD01779059
Assay:
≥98.5%
Form:
powder

Key Documents

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SMILES string

O(C)c1cc(c(cc1)O)C(C)(C)C

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

vapor density

6.2 (vs air)

assay

≥98.5%

form

powder

autoignition temp.

599 °F

mp

58-60 °C (lit.)

Quality Level

200

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General description

Butylated hydroxyanisole is mainly used as a synthetic antioxidant in food and cosmetics. It is being extensively studied for potential toxicity.

Application

  • Antioxidant peptides from silk protein: Research explores the purification of novel antioxidant peptides derived from Bombyx mori pupae, identifying potential antioxidant applications for butylated hydroxyanisole in the food and cosmetic industries (Chukiatsiri et al., 2024).
  • Industrial lubricant additive: The performance of olive oil-based blended esters with butylated hydroxyanisole is evaluated, showcasing its efficacy as an industrial lubricant additive and its optimization using response surface methodology (Thangaraj et al., 2024).
  • Environmental degradation studies: Investigates the degradation of butylated hydroxyanisole using advanced oxidation processes, providing insights into environmental safety and the compound′s stability in pharmaceutical and industrial applications (Shi et al., 2024).

Other Notes

Mixed isomers (minimum 90% 3-isomer/9% 2-isomer)

pictograms

Environment
GHS09

hcodes

H411

Hazard Classifications

Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

241.9 °F - Pensky-Martens closed cup

flash_point_c

116.6 °C - Pensky-Martens closed cup

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

B1253-5G: + B1253-BULK: + B1253-500G: + B1253-100G: + B1253-VAR:

jan

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Cytotoxicity of butylated hydroxyanisole and butylated hydroxytoluene in isolated rat hepatocytes
Thompson, David and Moldeus, Peter
Biochemical Pharmacology, 37(11), 2201-2207 (1988)
Toxicology and biochemistry of butylated hydroxyanisole and butylated hydroxytoluene.
A L Branen
Journal of the American Oil Chemists' Society, 52(2), 59-63 (1975-02-01)
Behrouz Hassannia et al.
The Journal of clinical investigation, 128(8), 3341-3355 (2018-06-26)
High-risk neuroblastoma is a devastating malignancy with very limited therapeutic options. Here, we identify withaferin A (WA) as a natural ferroptosis-inducing agent in neuroblastoma, which acts through a novel double-edged mechanism. WA dose-dependently either activates the nuclear factor-like 2 pathway
Stefanie D Roth et al.
PloS one, 7(9), e44505-e44505 (2012-09-14)
Inefficient intracellular protein trafficking is a critical issue in the pathogenesis of a variety of diseases and in recombinant protein production. Here we investigated the trafficking of factor VIII (FVIII), which is affected in the coagulation disorder hemophilia A. We
Bhupendra Singh et al.
Carcinogenesis, 33(1), 156-163 (2011-11-11)
Exact mechanisms underlying the initiation and progression of estrogen-related cancers are not clear. Literature, evidence and our studies strongly support the role of estrogen metabolism-mediated oxidative stress in estrogen-induced breast carcinogenesis. We have recently demonstrated that antioxidants vitamin C and
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