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Merck
CN

345504

2,4,6-Trichlorobenzoyl chloride

97%

Synonym(s):

2,4,6-Trichlorobenzoyl chloride

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About This Item

Linear Formula:
Cl3C6H2COCl
CAS Number:
Molecular Weight:
243.90
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
liquid
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Quality Level

assay

97%

form

liquid

refractive index

n20/D 1.5754 (lit.)

bp

107-108 °C/6 mmHg (lit.)

density

1.561 g/mL at 25 °C (lit.)

functional group

acyl chloride, chloro

SMILES string

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

InChI

1S/C7H2Cl4O/c8-3-1-4(9)6(7(11)12)5(10)2-3/h1-2H

InChI key

OZGSEIVTQLXWRO-UHFFFAOYSA-N

Application

2,4,6-Trichlorobenzoyl chloride may be used in the preparation of:
  • γ-lactone and δ-lactone
  • aliphatic aromatic anhydrides, required for the synthesis of amphiphilic hyaluronan
  • mixed anhydride, required for the synthesis of angelate esters
  • synthesis of both spongistatin 1 and spongistatin 2
  • large-ring lactones in high yields.


pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter



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Fieser, M.
Reagents for Organic Synthesis, 16, 353-353 (1992)
Machiko Ono et al.
Chemical & pharmaceutical bulletin, 61(4), 464-470 (2013-04-03)
Alkaline hydrolysis of 4-hydroxy- or/and 5-hydroxy-(2E)-alkenoate followed by acid treatment gave the corresponding (2E)-alkenoic acids which were subjected to lactone formation reaction without further purification. The crude acids were treated with 2,4,6-trichlorobenzoyl chloride in pyridine to afford γ-lactone or δ-lactone
Improved preparation of angelate esters.
Hartmann B, et al.
Tetrahedron Letters, 32(38), 5077-5080 (1991)



Global Trade Item Number

SKUGTIN
345504-5G04061826760703