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Sigma-Aldrich

4-tert-Butylcatechol

≥99.0%

Synonym(s):

4-(1,1-Dimethylethyl)benzene-1,2-diol, 4-tert-Butylcatechin, 4-tert-Butylpyrocatechol, 4-TBC, p-tert-Butylcatechol

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100 G
$278.00

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100 G
$278.00

About This Item

Linear Formula:
(CH3)3CC6H3-1,2-(OH)2
CAS Number:
98-29-3
Molecular Weight:
166.22
Beilstein/REAXYS Number:
2043335
EC Number:
202-653-9
MDL number:
MFCD00002201
UNSPSC Code:
12352100
PubChem Substance ID:
57647804
NACRES:
NA.22

$278.00

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Quality Level

100

assay

≥99.0%

form

powder

bp

285 °C (lit.)

mp

52-55 °C (lit.)
56-58 °C

solubility

methanol: soluble 1 g/10 mL, clear, colorless

SMILES string

CC(C)(C)c1ccc(O)c(O)c1

InChI

1S/C10H14O2/c1-10(2,3)7-4-5-8(11)9(12)6-7/h4-6,11-12H,1-3H3

InChI key

XESZUVZBAMCAEJ-UHFFFAOYSA-N

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General description

4-tert-Butylcatechol,in the presence of O2 catalyzed by tyrosinase, yields 4-tert-butyl-o-benzoquinone[1]. Electrochemical oxidation of 4-tert-Butylcatechol in the presence of 4-hydroxycoumarin as nucleophile has been studied using cyclic voltammetry and controlled-potential coulometry[2]. It undergoes electrochemical trimerization via anodic oxidation and mechanism of trimerization has been studied using cyclic voltammetry and controlled-potential coulometry[3].

Application

  • Antioxidant source for radical reactions: Research identified 4-tert-Butylcatechol as a viable source of hydrogen atoms in radical reactions, specifically in deiodination processes, expanding its utility in synthetic organic chemistry (Povie et al., 2016).

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ7181
BCCJ7180
BCCJ7041
BCCG4553
BCCF3805

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Mechanistic study of electrochemical oxidation of 4-tert-butylcatechol: A facile electrochemical method for the synthesis of new trimer of 4-tert-butylcatechol.
Nematollahi D, et al.
Electrochimica Acta, 49(15), 2495-2502 (2004)
Electrochemical study of 3, 4-dihydroxybenzoic acid and 4-tert-butylcatechol in the presence of 4-hydroxycoumarin application to the electro-organic synthesis of coumestan derivatives.
Golabi SM and Nematollahi D.
Journal of Electroanalytical Chemistry, 430(1), 141-146 (1997)
Martín A Fernández-Baldo et al.
Talanta, 79(3), 681-686 (2009-07-07)
Botrytis cinerea is a plant-pathogenic fungus that produces the disease known as grey mould in a wide variety of agriculturally important hosts in many countries. This paper describes the development of an immunosensor coupled to carbon-based screen-printed electrodes (SPCE) modified
María José Peñalver et al.
Biochimica et biophysica acta, 1597(1), 140-148 (2002-05-16)
The stoichiometry of oxygen consumption during tyrosinase-catalyzed oxidation of an o-diphenol (4-tert-butylcatechol, TBC) and a monophenol (4-tert-butylphenol, TBP) has been determined. At high [substrate]/[enzyme] ratios, in the case of o-diphenols, the stoichiometry of the enzyme-catalyzed reaction was always 1 O(2)/2
T Kawashima et al.
The Journal of investigative dermatology, 82(1), 53-56 (1984-01-01)
4-Tertiary butyl catechol (TBC) causes depigmentation in humans and animals and stimulates formation of pheomelanosomes. In this study, we investigated the effects of noncytotoxic doses of TBC on glutathione S-transferase (GST) activity in the skin of Uscd strain mice and
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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