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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

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
R Malli et al.
Cell calcium, 41(1), 63-76 (2006-07-11)
In this study the relationship between the efficiency of endoplasmic reticulum (ER) Ca2+ refilling and the extent of Ca2+ entry was investigated in endothelial cells. ER and mitochondrial Ca2+ concentration were measured using genetically encoded Ca2+ sensors, while the amount
Paloma González-Sánchez et al.
Scientific reports, 7, 42993-42993 (2017-02-22)
GDAP1 is an outer mitochondrial membrane protein involved in Charcot-Marie-Tooth (CMT) disease. Lack of GDAP1 gives rise to altered mitochondrial networks and endoplasmic reticulum (ER)-mitochondrial interactions resulting in a decreased ER-Ca
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