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263826

Sigma-Aldrich

4-Iodobenzaldehyde

96%

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About This Item

Linear Formula:
IC6H4CHO
CAS Number:
15164-44-0
Molecular Weight:
232.02
MDL number:
MFCD00039576
UNSPSC Code:
12352100
PubChem Substance ID:
24855886
NACRES:
NA.22

Quality Level

100

Assay

96%

mp

78-82 °C (lit.)

functional group

aldehyde
iodo

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

263826-VAR:
263826-1G:4548173993300
263826-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK4138
MKCG0419
MKBV7467V
MKBS6081V
MKBJ5492V

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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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