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147532

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
Pricing and availability is not currently available.

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[1].

Application

1,3,5-Benzenetricarbonyl trichloride was used in the synthesis of chiral azoaromatic dendrimeric systems[2]. It was used to study the structure of activated composite membranes containing organophosphorus extractants as carriers[3]. 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.[4]

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H317

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR5629
SHBR5563
SHBR6448
SHBS2756
SHBR1712

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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
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
Machodi Mathaba et al.
Membranes, 10(3) (2020-03-28)
Acid mine drainage is an environmental problem associated with mining operations and activities. Its treatment is essential to achieving environmental sustainability. In this study, a polyethersulphone (PES) membrane infused with chitosan is proposed as a point-of-use material for treating acid
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Questions

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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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