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Sigma-Aldrich

3,5-Ditert-butyl-4-hydroxybenzaldehyde

99%

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Synonym(s):
2,6-Di-tert-Butyl-4-formylphenol, 3,5-Di-tert-butyl-4-hydroxybenzaldehyde
Empirical Formula (Hill Notation):
C15H22O2
CAS Number:
1620-98-0
Molecular Weight:
234.33
EC Number:
216-592-0
MDL number:
MFCD00008826
UNSPSC Code:
12352100
PubChem Substance ID:
24848468
NACRES:
NA.22

Quality Level

200

Assay

99%

form

solid

solubility

ethanol: soluble 50 mg/mL, clear to slightly hazy (yellow to orange to light red-brown)

SMILES string

CC(C)(C)c1cc(C=O)cc(c1O)C(C)(C)C

InChI

1S/C15H22O2/c1-14(2,3)11-7-10(9-16)8-12(13(11)17)15(4,5)6/h7-9,17H,1-6H3

InChI key

DOZRDZLFLOODMB-UHFFFAOYSA-N

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Application

3,5-Di-tert-butyl-4-hydroxybenzaldehyde can be used as a starting material to synthesize:

  • Biodegradable polyazomethine hydrogels by reacting with melamine via oxidative polymerization reaction.
  • 4-(1H-benzimidazol-2-yl)-2,6-di-tert butyl-phenol by treating with 1,2-phenylenediamine in ethanol.
  • 2-{(3,5-di-tert-butyl-4-hydroxyphenyl)methylene}-4-cyclopentene-1,3-dione (TX-1123) as a potent protein tyrosine kinase inhibitor.
  • Polyazomethine and ascorbic acid-based selective and sensitive fluorescent chemosensor for the detection of Al and Fe metal ions.

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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A dual responsive colorimetric sensor based on polyazomethine and ascorbic acid for the detection of Al (III) and Fe (II) ions
Kamaci UD, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 254, 119650-119650 (2021)
TX-1123: an antitumor 2-hydroxyarylidene-4-cyclopentene-1, 3-dione as a protein tyrosine kinase inhibitor having low mitochondrial toxicity
Hori H, et al.
Bioorganic & Medicinal Chemistry Letters, 10(10), 3257-3265 (2002)
Highly stabilized phenoxyl radicals with hydrogen-bonding capability
Xie Chunping and Lahti PM
Tetrahedron Letters, 40(23), 4305-4308 (1999)
Melamine-based poly (azomethine) hydrogels: Mechanical, biodegradability, drug loading and antibacterial properties
Kamaci M and Kaya I
European Polymer Journal, 108, 107-115 (2018)
Highly stabilized phenoxyl radicals with hydrogen-bonding capability.
Xie C and Lahti PM.
Tetrahedron Letters, 40(23), 4305-4308 (1999)
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