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D45800

Sigma-Aldrich

3,5-Di-tert-butylcatechol

98%

Synonym(s):

3,5-Bis(1,1-dimethylethyl)-1,2-benzenediol, 3,5-Di-tert-Butyl-1,2-Hydroxybenzene, 3,5-Di-tert-butyl-1,2-benzenediol, 3,5-Di-tert-butyl-1,2-dihydroxybenzene, 3,5-Di-tert-butyl-o-hydroquinone, 3,5-Di-tert-butylpyrocatechol, 3,5-Ditert-butylbenzene-1,2-diol, 4,6-Di-tert-butyl-1,2-benzenediol, 4,6-Di-tert-butylpyrocatechol

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About This Item

Linear Formula:
[(CH3)3C]2C6H2-1,2-(OH)2
CAS Number:
1020-31-1
Molecular Weight:
222.32
Beilstein:
1370212
EC Number:
213-816-9
MDL number:
MFCD00008819
UNSPSC Code:
12352100
PubChem Substance ID:
24893886
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

Assay

98%

form

crystals

mp

95-100 °C (lit.)

SMILES string

CC(C)(C)c1cc(O)c(O)c(c1)C(C)(C)C

InChI

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

InChI key

PJZLSMMERMMQBJ-UHFFFAOYSA-N

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Application

3,5-Di-tert-butylcatechol can be used as:
  • A reactant to prepare 3,5-di-tert-butylquinone via catalytic oxidation.[1][2]
  • A polymerization inhibitor in the production of monomers such as styrene and butadiene.[3]
  • An additive in the synthesis of enantioselective 1,2-oxazinanes, and isoxazolidines via asymmetric nitroso aldol reaction using L-proline as a catalyst.[4]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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
0000325019
0000325019
MKCW1998
MKCT8359
MKCS8254

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Apurba Biswas et al.
Inorganic chemistry, 51(15), 7993-8001 (2012-07-05)
Three double phenoxido-bridged dinuclear nickel(II) complexes, namely [Ni(2)(L(1))(2)(NCS)(2)] (1), [Ni(2)(L(2))(2)(NCS)(2)] (2), and [Ni(2)(L(3))(2)(NCS)(2)] (3) have been synthesized using the reduced tridentate Schiff-base ligands 2-[1-(3-methylamino-propylamino)-ethyl]-phenol (HL(1)), 2-[1-(2-dimethylamino-ethylamino)-ethyl]-phenol (HL(2)), and 2-[1-(3-dimethylamino-propylamino)-ethyl]-phenol (HL(3)), respectively. The coordination compounds have been characterized by X-ray structural
Christopher Grieco et al.
Faraday discussions, 216(0), 520-537 (2019-04-24)
Eumelanin is a natural pigment with photoprotective and radical scavenging characteristics, which are vital for a multitude of living organisms. However, the molecular mechanisms behind these functions remain obscure, in part because eumelanin is a heterogeneous polymer composed of a
C H Kao et al.
Journal of inorganic biochemistry, 84(3-4), 171-178 (2001-05-26)
Eight oxy-bridged dinuclear copper(II) complexes with catecholase-like sites, [Cu(L1)X]2 (HL1 = 1-diethylaminopropan-2-ol, X=N3- 1, NCO- 2, and NO2- 3), [Cu(L2)X]2 (HL2=N-ethylsalicylaldimine, X=NO3- 4, Cl- 5, N3- 6, NCS- 7), and [Cu(L3)]2(ClO4)2, 8 (HL3=N-(salicylidene)-N'-(2-pyridylaldene)propanediamine) have been prepared and characterized. The single
Mehmet Tümer et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 67(3-4), 916-929 (2006-10-19)
In this study, we synthesized the amine compound 2-(2-aminoethyliminomethyl)phenol (H(3)A) as the starting material, and then we prepared the polydentate Schiff base ligands from the reactions of the amine compound (H(3)A) with phtaldialdehyde (H(2)L), 4-methyl-2,6-di-formlyphenol (H(3)L(1)) and 4-t-butyl-2,6-di-formylphenol (H(3)L(2)) in
S Torelli et al.
Inorganic chemistry, 39(16), 3526-3536 (2001-02-24)
The dinucleating ligand 2,6-bis[(bis(2-pyridylmethyl)amino)methyl]-4-methylphenol (H-BPMP) has been used to synthesize the three dinuclear Cu(II) complexes [Cu2(BPMP)(OH)][ClO4](2).0.5C4H8O (1), [Cu2(BPMP)(H2O)2](ClO4)(3).4H2O (2), and [Cu2(H-BPMP)][(ClO4)4].2CH3CN (3). X-ray diffraction studies reveal that 1 is a mu-hydroxo, mu-phenoxo complex, 2 a diaqua, mu-phenoxo complex, and 3
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    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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