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120871

Sigma-Aldrich

Terephthaloyl chloride

≥99%, flakes

Synonym(s):

Terephthalic acid chloride, Terephthaloyl dichloride

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$283.00

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5 G
$49.60
250 G
$83.90
1 KG
$283.00

About This Item

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

$49.60

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vapor density

7 (vs air)

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

Signal Word

Danger

Hazard Statements

H314,H331,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

356.0 °F - closed cup

Flash Point(C)

180 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
M C Levy et al.
Journal of pharmaceutical sciences, 83(3), 419-422 (1994-03-01)
Microcapsules were prepared from human serum albumin (HSA) through interfacial cross-linking with terephthaloyl chloride (TC). Reaction times were increased from 2 to 60 min, while pH (9.8) and TC concentration (2.5% w/v) were kept constant. Fourier-transform infrared (FT-IR) spectra of
Zeynep Ekemen et al.
Biomacromolecules, 12(12), 4291-4300 (2011-11-03)
In this work, we utilize a recently developed microbubbling process to generate controlled protein (bovine serum albumin, BSA) coated bubbles and then manipulate these to fabricate a variety of structures suitable for several generic biomedical applications, tissue engineering, and biosensor
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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  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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