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120871

Sigma-Aldrich

Terephthaloyl chloride

≥99%, flakes

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Synonym(s):
Terephthalic acid chloride, Terephthaloyl dichloride
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

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

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. It undergoes interfacial reaction with bovine serum albumin to form thin cross-linked films.

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.

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

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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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
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
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
S Alexandridou et al.
Journal of microencapsulation, 18(6), 767-781 (2001-11-07)
Oil-containing polyterephthalamide microcapsules were synthesized by the interfacial polymerization of an oil-soluble monomer (terephthaloyl dichloride, TDC) and a mixture of two water-soluble monomers (diethylenetriamine, DETA, and 1, 6-hexamethylenediamine, HMDA). The influence of several synthesis parameters (e.g. concentration ratio of the
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
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