| Identification | More | [Name]
4-IODOBENZALDEHYDE | [CAS]
15164-44-0 | [Synonyms]
4-IODOBENZALDEHYDE
P-IODOBENZALDEHYDE
NSC 84301
4-IODOBENZALDEHYDE 98+%
4-IODOBENZALDEHYDE, 97+% | [EINECS(EC#)]
627-186-1 | [Molecular Formula]
C7H5IO | [MDL Number]
MFCD00039576 | [Molecular Weight]
232.02 | [MOL File]
15164-44-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow crystals | [Melting point ]
78-82 °C (lit.) | [Boiling point ]
265°C(lit.) | [density ]
1.8576 (estimate) | [storage temp. ]
Keep Cold | [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 | [InChIKey]
NIEBHDXUIJSHSL-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=C(I)C=C1 | [CAS DataBase Reference]
15164-44-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT, AIR SENSITIVE, KEEP COLD | [HS Code ]
29130000 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow crystals | [Uses]
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. | [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.
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