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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

Product Name

Butylated hydroxyanisole, ≥98.5%

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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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).

General description

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000496908
0000496908
0000482461
0000482461
MKCZ1466

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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)
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
Bhupendra Singh et al.
Carcinogenesis, 33(12), 2601-2610 (2012-10-03)
Epidemiological data and studies in rodent models strongly support the role of estrogens in the development of breast cancers. Oxidative stress has been implicated in this carcinogenic process. We have recently demonstrated that antioxidants vitamin C or butylated hydroxyanisole (BHA)
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