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T2207

Sigma-Aldrich

Terephthalaldehyde

ReagentPlus®, 99%

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Synonym(s):
Benzene-1,4-dicarboxaldehyde, Terephthaldicarboxaldehyde
Linear Formula:
C6H4(CHO)2
CAS Number:
Molecular Weight:
134.13
Beilstein:
385863
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

product line

ReagentPlus®

Assay

99%

bp

245-248 °C (lit.)

mp

114-116 °C (lit.)

SMILES string

[H]C(=O)c1ccc(cc1)C([H])=O

InChI

1S/C8H6O2/c9-5-7-1-2-8(6-10)4-3-7/h1-6H

InChI key

KUCOHFSKRZZVRO-UHFFFAOYSA-N

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Application

Terephthalaldehyde can be used as a starting material for:
  • The synthesis of fused bis-benzoquinoline derivatives on reacting with arylamines and cyclic ketones through one pot three component reaction.
  • The photochemical synthesis of 5,10-disubstituted[5]helicenes by reacting with benzyl cyanide via Knoevenagel reaction.
  • The synthesis of a nitronyl nitroxide (NIT) radical with a pyrimidiniumolate unit, which are useful precursors for building molecular magnets.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

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Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Camphorsulfonic acid catalyzed one-pot three-component reaction for the synthesis of fused quinoline and benzoquinoline derivatives
Gattu R, et al.
The Journal of Organic Chemistry, 82(23), 12416-12429 (2017)
Synthesis of dipolar nitronyl nitroxides
Greve S, et al.
Organic Letters, 2(15), 2269-2270 (2000)
Facile photochemical synthesis of 5, 10-disubstituted [5] Helicenes by removing molecular orbital degeneracy
Ito N, et al.
Organic Letters, 16(9), 2502-2505 (2014)
Niklas Keller et al.
Nanoscale, 11(48), 23338-23345 (2019-12-04)
Covalent organic frameworks (COFs), consisting of covalently connected organic building units, combine attractive features such as crystallinity, open porosity and widely tunable physical properties. For optoelectronic applications, the incorporation of heteroatoms into a 2D COF has the potential to yield
Chenyu Lin et al.
BMC chemistry, 14(1), 66-66 (2020-12-10)
For analysis of weak π-π complexes proton-nuclear magnetic resonance (proton-NMR) simultaneously provides information of stacking configurations and association constants [Formula: see text] However, an apparent issue for this approach is inconsistent/impossible constant estimation which often leads to unreasonable interpretation for

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