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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

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.
  • 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

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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(19), 10111-10121 (2012-09-12)
A diphenoxido-bridged dinuclear copper(II) complex, [Cu(2)L(2)(ClO(4))(2)] (1), has been synthesized using a tridentate reduced Schiff base ligand, 2-[[2-(diethylamino)ethylamino]methyl]phenol (HL). The addition of triethylamine to the methanolic solution of this complex produced a novel triple bridged (double phenoxido and single hydroxido)
Christopher Grieco et al.
Nature communications, 11(1), 4569-4569 (2020-09-13)
Eumelanin is a brown-black biological pigment with sunscreen and radical scavenging functions important to numerous organisms. Eumelanin is also a promising redox-active material for energy conversion and storage, but the chemical structures present in this heterogeneous pigment remain unknown, limiting
Vasiliki Lykourinou et al.
Journal of the American Chemical Society, 133(27), 10382-10385 (2011-06-21)
Microperoxidase-11 has for the first time been successfully immobilized into a mesoporous metal-organic framework (MOF) consisting of nanoscopic cages and it demonstrates superior enzymatic catalysis performances compared to its mesoporous silica counterpart.
Michael U Triller et al.
Inorganic chemistry, 42(20), 6274-6283 (2003-09-30)
The manganese compounds [Mn(bpia)(OAc)(OCH(3))](PF(6)) (1), [Mn(bipa)(OAc)(OCH(3))](PF(6)) (2), [Mn(bpia)(Cl)(2)](ClO(4)) (3), [Mn(bipa)(Cl)(2)](ClO(4)) (4), [Mn(Hmimppa)(Cl)(2)] x CH(3)OH (5), and [Mn(mimppa)(TCC)] x 2CHCl(3) (6) (bpia = bis(picolyl)(N-methylimidazole-2-yl)amine; bipa = bis(N-methylimidazole-2-yl)(picolyl)amine; Hmimppa = ((1-methylimidazole-2-yl)methyl)((2-pyridyl)methyl)(2-hydroxyphenyl)amine; TCC = tetrachlorocatechol) were synthesized and characterized by various techniques such
Karin Born et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 12(1), 36-48 (2006-09-12)
A mechanism for the oxidation of 3,5-di-tert-butylcatechol (dtbc) with dioxygen to the corresponding quinone (dtbq), catalyzed by bispidine-dicopper complexes (bispidines are various mono- and dinucleating derivatives of 3,7-diazabicyclo[3.3.1]nonane with bis-tertiary-amine-bispyridyl or bis-tertiary-amine-trispyridyl donor sets), is proposed on the basis of
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