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T2207

Sigma-Aldrich

Terephthalaldehyde

ReagentPlus®, 99%

Synonym(s):

Benzene-1,4-dicarboxaldehyde, Terephthaldicarboxaldehyde

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5 G
$37.71
100 G
$69.03
500 G
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About This Item

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

$37.71

List Price$41.90Save 10%

In StockDetails

Request a Bulk Order

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.[1]
  • The photochemical synthesis of 5,10-disubstituted[5]helicenes by reacting with benzyl cyanide via Knoevenagel reaction.[2]
  • The synthesis of a nitronyl nitroxide (NIT) radical with a pyrimidiniumolate unit, which are useful precursors for building molecular magnets.[3]

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000358501
WXBF3878V
WXBF4912V
WXBF2476V
0000358501

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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
Gattu R, et al.
The Journal of Organic Chemistry, 82(23), 12416-12429 (2017)
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
View All Related Papers

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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