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Merck

344281

Sigma-Aldrich

2,4,6-Trichlorbenzoesäure

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About This Item

Lineare Formel:
Cl3C6H2CO2H
CAS-Nummer:
Molekulargewicht:
225.46
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

mp (Schmelzpunkt)

160-164 °C (lit.)

Funktionelle Gruppe

carboxylic acid
chloro

SMILES String

OC(=O)c1c(Cl)cc(Cl)cc1Cl

InChI

1S/C7H3Cl3O2/c8-3-1-4(9)6(7(11)12)5(10)2-3/h1-2H,(H,11,12)

InChIKey

RAFFVQBMVYYTQS-UHFFFAOYSA-N

Allgemeine Beschreibung

Structure and hydrogen bonding pattern in 2,4,6-trichlorobenzoic acid is reported.[1]

Anwendung

2,4,6-Trichlorobenzoic acid may be employed as sole carbon and energy supplement for a microbial community.[2] It may be used in the synthesis of (+)-methynolide, the aglycon of a macrolide antibiotic, methymycin.[3]
Reactant involved in:
  • Active-sodium-promoted reductive cleavage of halogenated benzoic acids
  • Synthesis of aryl aminopyrazole benzamides for use as non-steroidal selective glucocorticoid receptor agonists
  • Flame retardant monomer synthesis
  • Synthesis of 3,4,7-trisubstituted coumarins for use as antifungals
  • Solid-phase synthesis of saphenamycin analogs with antimicrobial activity

Cocatalyst for cis-dihydroxylation and epoxidation of alkenes

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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2, 4, 6-Trichlorobenzoic acid: Structure and hydrogen-bonding pattern.
Lalancette RA, et al.
Acta Crystallographica Section C, Structural Chemistry, 52(7), 1801-1804 (1996)
S Moller et al.
Applied and environmental microbiology, 63(6), 2432-2438 (1997-06-01)
A microbial community was cultivated in flow cells with 2,4,6-trichlorobenzoic acid (2,4,6-TCB) as sole carbon and energy source and was examined with scanning confocal laser microscopy and fluorescent molecular probes. The biofilm community which developed under these conditions exhibited a
F R Johannsen et al.
Journal of applied toxicology : JAT, 7(1), 67-70 (1987-02-01)
The acute rat oral LD50 of 2,4,6-Trichlorobenzyl chloride (TCBC) was determined to be 3075 mg/kg. When male and female rats were administered 1500 and 3000 ppm TCBC in the diet for 3 weeks, marked retardation in weight gain was observed.
Hong-Se Oh et al.
Organic & biomolecular chemistry, 7(21), 4458-4463 (2009-10-16)
Methynolide and 10-epi-methynolide were synthesized from the necessary segments, which were prepared by the addition of Grignard reagents to the corresponding alpha-alkoxyketones utilizing 1,2-stereochemical selection based on Cram chelation control. Ring-closing metathesis, as the key reaction, was carried out to
Jin-Fan Zhang et al.
STAR protocols, 3(1), 101071-101071 (2022-01-18)
Fluorescent protein (FP)-based kinase activity biosensors are powerful tools for probing the spatiotemporal dynamics of signaling pathways in living cells. Yet, the limited sensitivity of most kinase biosensors restricts their reliable application in high-throughput detection modalities. Here, we report a

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