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Sigma-Aldrich

1,3,5-Benzenetricarbonyl trichloride

98%

Synonym(s):

Benzene-1,3,5-tricarbonyl chloride, Trimesic acid trichloride, Trimesoyl chloride

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About This Item

Linear Formula:
C6H3(COCl)3
CAS Number:
4422-95-1
Molecular Weight:
265.48
Beilstein:
2940936
EC Number:
224-594-8
MDL number:
MFCD00000679
UNSPSC Code:
12352100
PubChem Substance ID:
24848560
NACRES:
NA.23

Quality Level

200

Assay

98%

form

solid

bp

180 °C/16 mmHg (lit.)

mp

32-38 °C (lit.)

solubility

chloroform: soluble 10%, clear to very slightly hazy, colorless to faintly yellow

density

1.487 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)c1cc(cc(c1)C(Cl)=O)C(Cl)=O

InChI

1S/C9H3Cl3O3/c10-7(13)4-1-5(8(11)14)3-6(2-4)9(12)15/h1-3H

InChI key

UWCPYKQBIPYOLX-UHFFFAOYSA-N

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General description

1,3,5-Benzenetricarbonyl trichloride reacts with propargyl alcohol to yield triprop-2-ynyl benzene-1,3,5-tricarboxylate.

Application

1,3,5-Benzenetricarbonyl trichloride was used in the synthesis of chiral azoaromatic dendrimeric systems. It was used to study the structure of activated composite membranes containing organophosphorus extractants as carriers. It was the starting material for two tritopic amides derived from 3- and 4-methylaminopyridine which self-assembled into nanoballs on treatment with palladium(II) nitrate in DMSO.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H317

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Zhe Yang et al.
Environmental science & technology, 52(16), 9341-9349 (2018-07-26)
Conventional thin-film composite (TFC) membranes suffer from the trade-off relationship between permeability and selectivity, known as the "upper bound". In this work, we report a high performance thin-film composite membrane prepared on a tannic acid (TA)-Fe nanoscaffold (TFCn) to overcome
Behnam Khorshidi et al.
Scientific reports, 8(1), 784-784 (2018-01-18)
The development of nano-enabled composite materials has led to a paradigm shift in the manufacture of high-performance nanocomposite membranes with enhanced permeation, thermo-mechanical, and antibacterial properties. The major challenges to the successful incorporation of nanoparticles (NPs) to polymer films are
Sushobhan Ghosh et al.
The Journal of organic chemistry, 71(22), 8412-8416 (2006-10-27)
The design and self-assembly of two new flexible supramolecular nanoballs are described. These assemblies incorporate two flexible tritopic amide and ester building blocks and were prepared in excellent yields (96-97%) via coordination driven self-assembly. The first resulted from the reaction
Luigi Angiolini et al.
Chirality, 22(1), 99-109 (2009-04-24)
New chiral azoaromatic dendrimeric systems have been synthesized starting from 1,3,5-benzenetricarbonyl trichloride as the core molecule. The simultaneous presence of the (S)-3-hydroxy pyrrolidinyl ring as the optically active moiety and the azobenzene donor-acceptor conjugated system as the photochromic group with
Kranthikumar Tungala et al.
Carbohydrate polymers, 95(1), 295-298 (2013-04-27)
Triprop-2-ynyl benzene-1,3,5-tricarboxylate (A) is synthesized by the reaction of 1,3,5-benzenetricarbonyl trichloride with propargyl alcohol and (A) is clicked with mono-6-deoxy-6-azido-β-cyclodextrin (N3-β-CD) in the presence of copper(I) bromide catalyst. N3-β-CD has been prepared from β-cyclodextrin (β-CD) on treatment with toluenesulfonyl chloride
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