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344281

Sigma-Aldrich

2,4,6-三氯苯甲酸

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About This Item

线性分子式:
Cl3C6H2CO2H
CAS号:
50-43-1
分子量:
225.46
MDL编号:
MFCD00060699
UNSPSC代码:
12352100
PubChem化学物质编号:
24861240
NACRES:
NA.22

mp

160-164 °C (lit.)

官能团

carboxylic acid
chloro

SMILES字符串

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)

InChI key

RAFFVQBMVYYTQS-UHFFFAOYSA-N

一般描述

2,4,6-三氯苯甲酸的结构和氢键模式已经报道。[1]

应用

2,4,6-三氯苯甲酸可用作微生物群落的唯一碳源和能量补充剂。[2]它可用于合成 (+)-酒霉内酯，即大环内酯类抗生素酒霉素的糖苷配基。[3]
作为反应物，参与以下反应：
  • 活性钠促进卤代苯甲酸的还原裂解
  • 用作非甾体选择性糖皮质激素受体激动剂的芳基氨基吡唑苯甲酰胺合成
  • 阻燃剂单体合成
  • 用作抗真菌剂的 3,4,7-三取代香豆素合成
  • 具有抗菌活性的山芬霉素类似物的固相合成

烯烃的顺式双羟基化和环氧化的助催化剂

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCJ9680
MKBC2764V
MKBB5024V
MKBG4851V
MKBF4205

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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
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)
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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