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Sigma-Aldrich

Terephthaloyl chloride

≥99%, flakes

Synonym(s):

Terephthalic acid chloride, Terephthaloyl dichloride

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$37.50
250 G
$51.60
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$143.00

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5 G
$37.50
250 G
$51.60
1 KG
$143.00

About This Item

Linear Formula:
C6H4-1,4-(COCl)2
CAS Number:
100-20-9
Molecular Weight:
203.02
Beilstein/REAXYS Number:
607796
EC Number:
202-829-5
MDL number:
MFCD00000693
UNSPSC Code:
12352100
eCl@ss:
39050525
PubChem Substance ID:
24847435
NACRES:
NA.22

$37.50

Available to ship onApril 22, 2025Details

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vapor density

7 (vs air)

Quality Level

200

vapor pressure

0.02 mmHg ( 25 °C)

assay

≥99%

form

flakes

bp

266 °C (lit.)

mp

79-81 °C (lit.)

solubility

ethanol: soluble 100 mg/mL, clear, colorless

functional group

acyl chloride

SMILES string

ClC(=O)c1ccc(cc1)C(Cl)=O

InChI

1S/C8H4Cl2O2/c9-7(11)5-1-2-6(4-3-5)8(10)12/h1-4H

InChI key

LXEJRKJRKIFVNY-UHFFFAOYSA-N

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General description

Terephthaloyl chloride is a highly reactive acid chloride derived from terephthalic acid. It is used as a cross-linking agent in polymer synthesis. Terephthaloyl chloride undergoes condensation reaction with difunctional α,ω-diaminopolystyrene to yield chain-extended polystyrene containing amide bonds along the polymer backbone[1]. It undergoes interfacial reaction with bovine serum albumin to form thin cross-linked films[2].

Application

Terephthaloyl chloride was used in the synthesis of liquid crystalline thermosets by thermal cyclotrimerization of dicyanate compounds of ring substituted bis(4-hydroxyphenyl) terepthalates[3].

Legal Information

DuPont product

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Eye Dam. 1 - Skin Corr. 1A - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 1

flash_point_f

356.0 °F - closed cup

flash_point_c

180 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB0186
STBL4186
SDBB0343
STBL1682
STBG9848

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Maruti Hegde et al.
Nature communications, 11(1), 830-830 (2020-02-13)
Combining polymers with small amounts of stiff carbon-based nanofillers such as graphene or graphene oxide is expected to yield low-density nanocomposites with exceptional mechanical properties. However, such nanocomposites have remained elusive because of incompatibilities between fillers and polymers that are
Rigid-rod thermosets based on 1, 3, 5-triazine-linked aromatic ester segments.
Barclay GG, et al.
Macromolecules, 25(11), 2947-2954 (1992)
Kyounghwan Oh et al.
ACS omega, 5(28), 17463-17470 (2020-07-28)
We devised a novel strategy of two-stage anionic polymerization of (ε-caprolactam) in a twin screw extruder to control the generation of branched structures. Long-living anions of nylon 6 prepared in the first extrusion gave rise to a change in the
Yuushou Nakayama et al.
International journal of molecular sciences, 21(10) (2020-05-28)
Poly(ester amide)s are attracting attention because they potentially have excellent thermal and mechanical properties as well as biodegradability. In this study, we synthesized a series of novel poly(ester amide)s by introducing γ-aminobutyric acid (GABA) regularly into polyesters, and investigated their
Kathryn E O'Harra et al.
Membranes, 10(3) (2020-04-03)
Here, we report the synthesis and thermophysical properties of seven primarily aromatic, imidazolium-based polyamide ionenes. The effects of varied para-, meta-, and ortho-connectivity, and spacing of ionic and amide functional groups, on structural and thermophysical properties were analyzed. Suitable, robust
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Questions

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  1. 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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  2. 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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