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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

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.
  • A polymerization inhibitor in the production of monomers such as styrene and butadiene.
  • An additive in the synthesis of enantioselective 1,2-oxazinanes, and isoxazolidines via asymmetric nitroso aldol reaction using L-proline as a catalyst.

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

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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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
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
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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