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112976

Sigma-Aldrich

2,5-Di-tert-butylhydroquinone

99%

Synonym(s):

1,4-Dihydroxy-2,5-di-tert-butylbenzene, 2,5-Bis(1,1-dimethylethyl)-1,4-benzenediol, 2,5-Di-tert-butyl-1,4-benzenediol, 2,5-Di-tert-butyl-1,4-benzohydroquinone, 2,5-Di-tert-butyl-1,4-dihydroxybenzene, 2,5-Di-tert-butylquinol, 2,5-Dihydroxy-1,4-di-tert-butylbenzene, 2,5-Ditert-butylbenzene-1,4-diol, 3,6-Di-tert-butylhydroquinone

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About This Item

Linear Formula:
[(CH3)3C]2C6H2-1,4-(OH)2
CAS Number:
88-58-4
Molecular Weight:
222.32
Beilstein:
2049542
EC Number:
201-841-8
MDL number:
MFCD00008825
UNSPSC Code:
12352100
PubChem Substance ID:
24847124
NACRES:
NA.22

Assay

99%

form

solid

autoignition temp.

790 °F

mp

216-218 °C (lit.)

SMILES string

CC(C)(C)c1cc(O)c(cc1O)C(C)(C)C

InChI

1S/C14H22O2/c1-13(2,3)9-7-12(16)10(8-11(9)15)14(4,5)6/h7-8,15-16H,1-6H3

InChI key

JZODKRWQWUWGCD-UHFFFAOYSA-N

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Application

2,5-Di-tert-butylhydroquinone is the oxidation substrate used to measure the catalytic activity of the copper(II) enzyme-like catalysts.

Biochem/physiol Actions

2,5-Di-tert-butylhydroquinone specifically inhibits the sarcoplasmic reticulum (SR) Ca2+ uptake in the rat ventricle.
Blocks calcium-dependent insulin signaling in human beta cells

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301,H317,H335,H410

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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Salvatore Nesci et al.
Biochimie, 140, 73-81 (2017-06-28)
The mitochondrial F-ATPase can be activated either by the classical cofactor Mg
Catalytic Activity of Copper(II) Enzyme-like Catalysts, Prepared by Molecular Imprinting Technique in Oxidation of Phenols.
Jakubiak A, et al.
Macromolecular Symposia, 235(1), 127-135 (2006)
A A Kabbara et al.
The American journal of physiology, 272(2 Pt 2), H1001-H1010 (1997-02-01)
The effects of 2,5-di-tert-butylhydroquinone (TBQ) on cardiac muscle contractility were investigated using cardiac preparations from the right ventricle of the rat. In saponin-skinned preparations, TBQ (50 and 100 microM) did not significantly affect the maximal isometric Ca2+-activated force or the
N Subramanian et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 83(1), 165-174 (2011-09-10)
The purpose of finding conformer among six different possible conformers of 2,5-di-tert-butyl-hydroquinone (DTBHQ), its equilibrium geometry and harmonic wavenumbers were calculated by the B3LYP/6-31G(d,p) method. The infrared and Raman spectra of DTBHQ were recorded in the region 400-4000 cm(-1) and
Elizabeth Hughes et al.
Endocrinology, 147(3), 1396-1407 (2005-12-13)
The exocytosis of insulin-containing granules from pancreatic beta-cells is tightly regulated by changes in cytosolic Ca2+ concentration ([Ca2+]i). We investigated the role of the sarcoendoplasmic reticulum Ca2+-ATPase (SERCA) pump, Na+/Ca2+ exchanger, and plasma membrane Ca2+-ATPase pump in the Ca2+ dynamics
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