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Merck

344281

Sigma-Aldrich

2,4,6-Trichlorobenzoic acid

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About This Item

Fórmula lineal:
Cl3C6H2CO2H
Número de CAS:
Peso molecular:
225.46
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

mp

160-164 °C (lit.)

grupo funcional

carboxylic acid
chloro

cadena SMILES

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)

Clave InChI

RAFFVQBMVYYTQS-UHFFFAOYSA-N

Descripción general

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

Aplicación

2,4,6-Trichlorobenzoic acid may be employed as sole carbon and energy supplement for a microbial community. It may be used in the synthesis of (+)-methynolide, the aglycon of a macrolide antibiotic, methymycin.
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

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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
Kevin X Zhang et al.
Nature, 585(7825), 420-425 (2020-09-04)
The opsin family of G-protein-coupled receptors are used as light detectors in animals. Opsin 5 (also known as neuropsin or OPN5) is a highly conserved opsin that is sensitive to visible violet light1,2. In mice, OPN5 is a known photoreceptor

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