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T2207

Sigma-Aldrich

Terephthalaldehyde

ReagentPlus®, 99%

Synonym(s):

Benzene-1,4-dicarboxaldehyde, Terephthaldicarboxaldehyde

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About This Item

Linear Formula:
C6H4(CHO)2
CAS Number:
623-27-8
Molecular Weight:
134.13
Beilstein:
385863
EC Number:
210-784-8
MDL number:
MFCD00006949
UNSPSC Code:
12352100
PubChem Substance ID:
57654660
NACRES:
NA.22

Quality Level

200

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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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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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)
Camphorsulfonic acid catalyzed one-pot three-component reaction for the synthesis of fused quinoline and benzoquinoline derivatives
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The Journal of Organic Chemistry, 82(23), 12416-12429 (2017)
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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
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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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