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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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Related Categories

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5017V
WXBF4161V
WXBF2875V
WXBF4012V
WXBF1890V

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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
Salvatore Nesci et al.
Biochimie, 140, 73-81 (2017-06-28)
The mitochondrial F-ATPase can be activated either by the classical cofactor Mg
Francesco Tadini-Buoninsegni et al.
Molecular pharmacology, 73(4), 1134-1140 (2008-01-24)
The inhibitory effects of thapsigargin, cyclopiazonic acid, and 2,5-di(tert-butyl)hydroquinone, and 1,3-dibromo-2,4,6-tri(methylisothiouronium)benzene on the Ca(2+) ATPase were characterized by comparative measurements of sequential reactions of the catalytic and transport cycle, including biochemical measurements and detection of charge movements within a single
W A Macdonald et al.
The Journal of physiology, 573(Pt 1), 187-198 (2006-03-25)
Slow-twitch mechanically skinned fibres from rat soleus muscle were bathed in solutions mimicking the myoplasmic environment but containing different [ADP] (0.1 microm to 1.0 mm). The effect of ADP on sarcoplasmic reticulum (SR) Ca2+-content was determined from the magnitude of
Markus Keller et al.
Cardiovascular research, 74(1), 39-45 (2007-03-06)
Cellular Ca(2+) waves are understood as reaction-diffusion systems sustained by Ca(2+)-induced Ca(2+) release (CICR) from Ca(2+) stores. Given the recently discovered sensitization of Ca(2+) release channels (ryanodine receptors; RyRs) of the sarcoplasmic reticulum (SR) by luminal SR Ca(2+), waves could
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