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554154

Sigma-Aldrich

4-tert-Butyl-2,6-diformylphenol

96%

Synonym(s):

5-(1,1-Dimethylethyl)-2-hydroxy-1,3-benzenedicarboxaldehyde

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About This Item

Linear Formula:
(CH3)3CC6H2(CHO)2OH
CAS Number:
84501-28-0
Molecular Weight:
206.24
MDL number:
MFCD01567135
UNSPSC Code:
12352100
PubChem Substance ID:
24879380
NACRES:
NA.22

Assay

96%

mp

99-103 °C (lit.)

SMILES string

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

InChI

1S/C12H14O3/c1-12(2,3)10-4-8(6-13)11(15)9(5-10)7-14/h4-7,15H,1-3H3

InChI key

WQNTWZJPCLUXQC-UHFFFAOYSA-N

Related Categories

General description

4-tert-Butyl-2,6-diformylphenol can be prepared from 4-tert-butylphenol and hexamethylenetetramine.

Application

4-tert-Butyl-2,6-diformylphenol may be used to synthesize:
  • symmetrical macrocyclic Schiff′s base
  • 2,6-bis(N-(4′-methyl-2′-hydroxyphenyl)iminomethyl)-4-tert-butylphenol
  • isostructural C3-symmetrical triple stranded dinuclear lanthanide analogs
  • 5-tert-butyl-2 hydroxy-isophthalaldehyde-bis-2-pyridinehydrazone via reaction with 2-hydrazinopyridine
  • 5-tert-butyl-2-hydroxyisophthalaldehyde-bisphenylhydrazone via reaction with phenylhydrazine

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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Mono-and diformylation of 4-substituted phenols: a new application of the Duff reaction.
Lindoy LF, et al.
Synthesis, 07, 1029-1032 (1998)
Adam Gorczyński et al.
Dalton transactions (Cambridge, England : 2003), 44(38), 16833-16839 (2015-09-09)
A series of isostructural C3-symmetrical triple stranded dinuclear lanthanide [Ln2L3](NO3)3 molecules have been synthesized using subcomponent self-assembly of Ln(NO3)3 with 2-(methylhydrazino)benzimidazole and 4-tert-butyl-2,6-diformylphenol, where Ln = Tb (1), Dy (2), Ho (3), Er (4), Tm (5), and Yb (6). The
Alternating copolymerization of carbon dioxide and epoxide by dinuclear zinc Schiff base complex.
Sugimoto H and Ogawa A.
Reactive functional Polymers, 67(11), 1277-1283 (2007)
"A ?turn-on? fluorescent chemosensor for zinc ion with facile synthesis and application in live cell imaging"
Wang XLK and Tong A
Analytica Chimica Acta, 776, 69- 73 (2013)
Binuclear and polynuclear transition metal complexes with macrocyclic ligands. 2. New macrocyclic Schiff" s base in the reaction of 4-tert-butyl-2, 6-diformylphenol with 1, 2-diaminobenzene. Synthesis and structural, spectroscopic, and theoretical study.
Ustynyuk YA, et al.
Russian Chemical Bulletin, 51(3), 488- 498 (2002)
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