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263826

Sigma-Aldrich

4-Iodobenzaldehyde

96%

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About This Item

Linear Formula:
IC6H4CHO
CAS Number:
Molecular Weight:
232.02
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

mp

78-82 °C (lit.)

storage temp.

2-8°C

SMILES string

Ic1ccc(C=O)cc1

InChI

1S/C7H5IO/c8-7-3-1-6(5-9)2-4-7/h1-5H

InChI key

NIEBHDXUIJSHSL-UHFFFAOYSA-N

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General description

4-Iodobenzaldehyde participates in Suzuki–Miyaura coupling reaction to produce Metal–Organic Framework catalyst.

Application

4-Iodobenzaldehyde has been used in the preparation of:
  • benzaldimine monolayers
  • 4-[2-(trimethylsilyl)ethynyl]benzaldehyde
  • 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin
  • 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N′-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin, multipigment building block

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Trans-Substituted porphyrin building blocks bearing iodo and ethynyl groups for applications in bioorganic and materials chemistry.
Ravikanth M, et al.
Tetrahedron, 54(27), 7721-7734 (1998)
Selective cleavage of the carbon-halide bond in substituted benzaldimine monolayers by synchrotron soft X-ray: Anomalously large cleavage rate of the carbon-bromide bond.
Moon JH, et al.
Langmuir, 16(6), 2981-2984 (2000)
Abel T Demissie et al.
Journal of the American Chemical Society, 137(27), 8819-8828 (2015-06-23)
We report the systematic characterization of anisotropic, π-conjugated oligophenyleneimine (OPI) films synthesized using stepwise imine condensation, or "click" chemistry. Film synthesis began with a self-assembled monolayer (SAM) of 4-formylthiophenol or 4-aminothiophenol on Au, followed by repetitive, alternate addition of terephthalaldehyde

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