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B1378

Sigma-Aldrich

2,6-Di-tert-butyl-4-methylphenol

≥99.0% (GC), powder

Synonyme(s) :

Butylhydroxytoluène, Hydroxytoluène butylé

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About This Item

Formule linéaire :
[(CH3)3C]2C6H2(CH3)OH
Numéro CAS:
128-37-0
Poids moléculaire :
220.35
Numéro Beilstein :
1911640
Numéro CE :
204-881-4
Numéro MDL:
MFCD00011644
Code UNSPSC :
12352100
ID de substance PubChem :
57653920
Nomenclature NACRES :
NA.22

Densité de vapeur

7.6 (vs air)

Niveau de qualité

200

Pression de vapeur

<0.01 mmHg ( 20 °C)

Pureté

≥99.0% (GC)

Forme

powder

Température d'inflammation spontanée

878 °F

Point d'ébullition

265 °C (lit.)

Pf

69-73 °C (lit.)

Solubilité

ethanol: 100 mg/mL
vegetable oils: soluble

Chaîne SMILES 

Cc1cc(c(O)c(c1)C(C)(C)C)C(C)(C)C

InChI

1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3

Clé InChI

NLZUEZXRPGMBCV-UHFFFAOYSA-N

Informations sur le gène

human ... CAPN1(823)
rat ... Capn1(29153) , Nos1(24598)

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Application

  • Thermal decomposition characteristics of BHT and its peroxide (BHTOOH): BHT is highlighted for its excellent antioxidant properties, which degrade into BHTOOH under specific conditions (S Dai, et al., 2024).
  • Relaxation mechanisms in low-stress polymer networks: BHT is utilized in polymer networks to assess its effects on the mechanical properties and durability of dental composites (SH Lewis, et al., 2024).
  • Compatibility and safety of labels for pharmaceutical packaging: The study found BHT in labels, indicating its widespread use in pharmaceutical packaging due to its stabilizing properties (C Fu, et al., 2023).

Actions biochimiques/physiologiques

Butylated hydroxytoluene (BHT) is a phenolic antioxidant. It has been shown to inhibit lipid peroxidation. It causes lung injury and promotes tumors in mice, but this may be due to a metabolite of BHT, 6-tert-butyl-2-[2′-(2′-hydroxymethyl)-propyl]-4-methylphenol. Metabolites of BHT have also been reported to induce DNA strand breaks and internucleosomal DNA fragmentation (a characteristic of apoptosis) in cultured cells. In rats, a single intraperitoneal injection of BHT (60 mg/kg body mass) results in a significant increase in nuclear DNA methyl transferase activity in the liver, kidneys, heart, spleen, brain and lungs. Incubation of alveolar macrophages with BHT significantly reduced the level of TNF-α which may explain the mechanism by which this antioxidant reduces inflammation. Preincubation of aspirin-treated platelets with BHT inhibits the secretion, aggregation, and protein phosphorylation induced by protein kinase C activators. BHT was also found to inhibit the initiation of hepatocarcinogenesis by aflatoxin B1.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

912395

NaBHT

Pictogrammes

Environment
GHS09

Mention d'avertissement

Warning

Mentions de danger

H410

Conseils de prudence

P273 - P391 - P501

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

260.6 °F - open cup

Point d'éclair (°C)

127 °C - open cup

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Sara Wilhelmina Erasmus et al.
Foods (Basel, Switzerland), 9(8) (2020-08-17)
Alternative protein sources are gaining increasing global attention as a solution to address future protein demands. Determining the chemical composition of meat alternatives is vital to confirm that it is nutritious, but also to increase product value and promote its
Nadja S Sieber-Ruckstuhl et al.
Scientific reports, 9(1), 6015-6015 (2019-04-14)
Glucocorticoids (GCs) are critical regulators of metabolic control in mammals and their aberrant function has been linked to several pathologies. GCs are widely used in human and veterinary clinical practice as potent anti-inflammatory and immune suppressive agents. Dyslipidaemia is a
A M Vijesh et al.
European journal of medicinal chemistry, 46(11), 5591-5597 (2011-10-05)
In the present study two new series of Hantzsch 1,4-dihydropyridine derivatives (1,4-DHPs) containing substituted pyrazole moiety (4a-f and 5a-f) were synthesized by the reaction of 3-aryl-1H-pyrazole-4-carbaldehydes with 1,3-dicarbonylcompounds (ethylacetoacetate and methylacetoacetate) and ammonium acetate. The newly synthesized compounds were characterized
Gen-ichiro Arimura et al.
Plant physiology, 146(3), 965-973 (2008-01-01)
Continuous mechanical damage initiates the rhythmic emission of volatiles in lima bean (Phaseolus lunatus) leaves; the emission resembles that induced by herbivore damage. The effect of diurnal versus nocturnal damage on the initiation of plant defense responses was investigated using
Stefanie Engleitner et al.
International journal of oncology, 56(4), 1034-1044 (2020-04-23)
Metastatic cancer cells cross endothelial barriers and travel through the blood or lymphatic fluid to pre‑metastatic niches, leading to their colonisation. 'S' stereoisomer 12S‑hydroxy‑5Z,8Z,10E,14Z‑eicosatetraenoic acid [12(S)‑HETE] is secreted by a variety of cancer cell types and has been indicated to
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