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143472

Sigma-Aldrich

3,5-Di-tert-butyl-4-hydroxybenzoic acid

98%

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About This Item

Linear Formula:
[(CH3)3C]2C6H2(OH)CO2H
CAS Number:
1421-49-4
Molecular Weight:
250.33
Beilstein/REAXYS Number:
2216948
EC Number:
215-823-2
MDL number:
MFCD00008827
UNSPSC Code:
12352100
PubChem Substance ID:
24848587
NACRES:
NA.22

Quality Level

100

assay

98%

form

solid

mp

206-209 °C (lit.)

SMILES string

CC(C)(C)c1cc(cc(c1O)C(C)(C)C)C(O)=O

InChI

1S/C15H22O3/c1-14(2,3)10-7-9(13(17)18)8-11(12(10)16)15(4,5)6/h7-8,16H,1-6H3,(H,17,18)

InChI key

YEXOWHQZWLCHHD-UHFFFAOYSA-N

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General description

3,5-Di-tert-butyl-4-hydroxybenzoic acid is a metabolite of butylated hydroxytoluene.

Application

3,5-Di-tert-butyl-4-hydroxybenzoic acid was used in the synthesis of antistress agents.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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K Yamamoto et al.
Chemical & pharmaceutical bulletin, 39(2), 512-514 (1991-02-01)
The metabolic pathway of butylated hydroxytoluene (BHT) to the ring-oxygenated metabolites 2,6-di-tert-butylhydroquinone (BHQ) and 2,6-di-tert-butyl-p-benzoquinone (BBQ) was examined in rats. After intraperitoneal administration of 3,5-di-tert-butyl-4-hydroxybenzoic acid (BHT-acid), which had been regarded as one of the major metabolic end-products of BHT
B Spinnewyn et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 19(2), 139-143 (1999-02-23)
Both nitric oxide synthase (NOS) inhibitors and free radical scavengers have been shown to protect brain tissue in ischemia-reperfusion injury. Nitric oxide and superoxide anion act via distinct mechanisms and react together to form the highly deleterious peroxynitrite. Therefore the
C Park et al.
Biochemistry, 35(36), 11895-11900 (1996-09-10)
Vitreoscilla cytochrome bo ubiquinol oxidase is similar in some properties to the Escherichia coli enzyme, but unlike the latter, the Vitreoscilla oxidase functions as a primary Na+ pump. When purified Vitreoscilla cytochrome bo is incorporated into liposomes made from Vitreoscilla
H Verhagen et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 27(12), 765-772 (1989-12-01)
The kinetics and metabolism of butylated hydroxytoluene (BHT) in man and rats have been compared. Single oral doses of 200, 63 or 20 mg BHT/kg body weight were administered to rats and a single oral dose of 0.5 mg/kg body
Rosario Rodil et al.
Journal of chromatography. A, 1217(41), 6428-6435 (2010-09-08)
The development and performance evaluation of an analytical method dedicated to the comprehensive determination of the most relevant antioxidants and their metabolites in aqueous environmental samples is presented. This was achieved by a miniaturised solid-phase extraction (SPE) with 10mg Oasis
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