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140406

Sigma-Aldrich

3,5-Ditert-butyl-4-hydroxybenzaldehyde

99%

Synonym(s):

2,6-Di-tert-Butyl-4-formylphenol, 3,5-Di-tert-butyl-4-hydroxybenzaldehyde

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About This Item

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.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

140406-VAR:
140406-25G:
140406-100G:
140406-5G:
140406-5KG:
140406-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
STBH6360
S20946V
07914BX
05321BW
02115AX

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Highly stabilized phenoxyl radicals with hydrogen-bonding capability.
Xie C 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)
Hitoshi Hori et al.
Bioorganic & medicinal chemistry, 10(10), 3257-3265 (2002-08-02)
A series of 2-hydroxyarylidene-4-cyclopentene-1,3-diones were designed, synthesized, and evaluated with respect to protein tyrosine kinase (PTK) inhibition, mitochondrial toxicity, and antitumor activity. Our results show that the cyclopentenedione-derived TX-1123 is a more potent antitumor tyrphostin and also shows lower mitochondrial
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)
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