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107905

Sigma-Aldrich

2,5-Diiodobenzoic acid

97%

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About This Item

Linear Formula:
I2C6H3CO2H
CAS Number:
Molecular Weight:
373.91
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

183-187 °C (lit.)

functional group

carboxylic acid
iodo

SMILES string

OC(=O)c1cc(I)ccc1I

InChI

1S/C7H4I2O2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,(H,10,11)

InChI key

NSKPFWAAYDFCFS-UHFFFAOYSA-N

Application

2,5-Diiodobenzoic acid was used for detection and responses of divergent compounds which are strong electron absorbers by gas chromatography with electron capture detection.

Biochem/physiol Actions

2,5-Diiodobenzoic acid forms 1:1 complex with cycloheptaamylose. It undergoes palladium-catalyzed coupling reaction with terminal alkynes.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Highly regioselective palladium-catalyzed condensation of terminal acetylenes with 2, 5-diiodobenzoic acid.
Balavoine F, et al.
Tetrahedron Letters, 40(48), 8351-8354 (1999)
The crystal structure of a complex of cycloheptaamylose with 2,5-diiodobenzoic acid.
J A Hamilton et al.
Biochemical and biophysical research communications, 73(3), 659-664 (1976-12-06)
Attogram-level detection and relative sensitivity of strong electrophores by gas chromatography with electron capture detection.
Corkill JA, et al
Analytical Chemistry, 54(3), 481-485 (1982)

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