4-Iodobenzaldehyde
- CAS NO.:15164-44-0
- Empirical Formula: C7H5IO
- Molecular Weight: 232.02
- MDL number: MFCD00039576
- EINECS: 627-186-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-01-27 09:38:02

What is 4-Iodobenzaldehyde ?
Chemical properties
Yellow crystals
The Uses of 4-Iodobenzaldehyde
4-Iodobenzaldehyde is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N?-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.
The Uses of 4-Iodobenzaldehyde
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
What are the applications of Application
4-Iodobenzaldehyde is a synthesis reagent
Synthesis
A mixture of 10.0g p-bromobenzaldehyde (54mmol), 81.1gKI (488mmol, 9.0eq), 31.7gCuI (166mmol, 3.1eq) and 150ml freshly distilled DMI was placed in a 500ml three-neck flask. The mixture was purged with nitrogen and heated at 200°C with vigorous stirring for 6 hours. After cooling to room temperature, add salt water and ice. The reaction vessel was placed in an ice bath for several hours and precipitated inorganic salts were removed by filtration. After the filtrate was extracted with diethyl ether, the extracts were combined and washed with brine. Removal of the solvent under reduced pressure gave the product 4-Iodobenzaldehyde.
Properties of 4-Iodobenzaldehyde
Melting point: | 78-82 °C (lit.) |
Boiling point: | 265°C(lit.) |
Density | 1.8576 (estimate) |
storage temp. | 2-8°C |
form | Crystals |
color | Yellow |
Water Solubility | Insoluble in water. |
Sensitive | Air & Light Sensitive |
BRN | 636101 |
InChI | InChI=1S/C7H5IO/c8-7-3-1-6(5-9)2-4-7/h1-5H |
CAS DataBase Reference | 15164-44-0(CAS DataBase Reference) |
Safety information for 4-Iodobenzaldehyde
Signal word | Warning |
Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 4-Iodobenzaldehyde
InChIKey | NIEBHDXUIJSHSL-UHFFFAOYSA-N |
SMILES | C(=O)C1=CC=C(I)C=C1 |
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