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252123

Sigma-Aldrich

4-Iodobenzoyl chloride

97%

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About This Item

Linear Formula:
IC6H4COCl
CAS Number:
1711-02-0
Molecular Weight:
266.46
EC Number:
216-974-7
MDL number:
MFCD00001058
UNSPSC Code:
12352100
PubChem Substance ID:
24855184
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

bp

120-121 °C/1 mmHg (lit.)

mp

63-65 °C (lit.)

functional group

acyl chloride
iodo

SMILES string

ClC(=O)c1ccc(I)cc1

InChI

1S/C7H4ClIO/c8-7(10)5-1-3-6(9)4-2-5/h1-4H

InChI key

NJAKCIUOTIPYED-UHFFFAOYSA-N

Application

4-Iodobenzoyl chloride has been used in:
  • modification of poly(allylamine), to make the polymer x-ray visible
  • preparation of series of N-(1-benzylpyrrolidin-3-yl)arylbenzamides, potential human dopamine D4 antagonists
  • preparation of [2] rotaxane monomer, for poly [2] rotaxane synthesis
  • synthesis of pyrroles from imines and acetylenes mediated by isocyanides versus palladium catalysis

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1805
STBL1257
STBK4971
STBJ0821
STBH8710

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Daniel J St Cyr et al.
Organic letters, 9(3), 449-452 (2007-01-26)
[reaction: see text] A direct synthesis of pyrroles from imines, acid chlorides, and alkynes mediated by isocyanides is reported. This reaction proceeds with a range of each of these three substrates, providing a method to generate families of pyrroles in
Damia Mawad et al.
Nanotechnology, 21(33), 335603-335603 (2010-07-27)
Contrast agents are currently used in a variety of diagnostic imaging techniques, including computer tomography for early cancer detection. Radiopaque nanoparticles have recently been proposed as an alternative method to traditional contrast agents that may allow for long-term image tracking.
Synthesis of poly [2] rotaxane by Sonogashira polycondensation.
Sasabe H, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 45(17), 4154-4160 (2007)
Ian Egle et al.
Bioorganic & medicinal chemistry letters, 14(19), 4847-4850 (2004-09-03)
A series of N-(1-benzylpyrrolidin-3-yl)arylbenzamides 8 has been prepared, and their structure-activity relationships studied. Potent ligands selective for human D(4) (hD(4)) over hD(2) and alpha(1) have been identified. One example was determined to be an antagonist in a cAMP assay, with
Ni Chen et al.
Journal of Asian natural products research, 22(5), 444-451 (2019-03-20)
A series of aromatic or long-chain chrysin derivatives (1-10) were synthesized by esterification of chrysin and acyl chloride. The chemical structures of these compounds were determined by mass spectrum (MS), 1H NMR, and 13C NMR spectra. Though aromatic chrysin derivatives
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