| Identification | More | [Name]
2-IODOBENZALDEHYDE | [CAS]
26260-02-6 | [Synonyms]
2-IODOBENZALDEHYDE
2-Iodobenzaldehyde o-Iodobenzaldehyde
2-Iodobenzaldehyde,98%
o-Iodobenzaldehyde | [Molecular Formula]
C7H5IO | [MDL Number]
MFCD00039570 | [Molecular Weight]
232.02 | [MOL File]
26260-02-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige low melting crystalline | [Melting point ]
36-39 °C (lit.) | [Boiling point ]
129 °C (14 mmHg)
| [density ]
1.8576 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Store Cold | [solubility ]
soluble in Methanol | [form ]
Low Melting Crystalline Mass or Powder | [color ]
White to light beige | [Sensitive ]
Light Sensitive | [BRN ]
1927296 | [InChI]
InChI=1S/C7H5IO/c8-7-4-2-1-3-6(7)5-9/h1-5H | [InChIKey]
WWKKTHALZAYYAI-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=CC=C1I | [CAS DataBase Reference]
26260-02-6(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 .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT, AIR SENSITIVE, KEEP COLD | [HS Code ]
29130000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light beige low melting crystalline | [Uses]
2-Iodo-benzaldehyde is a very useful synthetic intermediate. It is halogenated Benzaldehyde (B119740) which is mainly used as a precursor to other organic compounds, such as pharmaceuticals, and plastic additives. | [General Description]
2-Iodobenzaldehyde (o-iodobenzaldehyde) is a 2-halobenzaldehyde derivative. Its crystals belong to the orthorhombic crystal system and P212121 space group. | [Synthesis]
General procedure for the synthesis of 2-iodobenzaldehyde from 2-formylphenylboronic acid: 2-formylphenylboronic acid (0.067 g, 0.4 mmol), copper powder (0.0052 g, 0.08 mmol), (CF3)2CFI (0.178 g, 0.6 mmol) and DMF (2 mL) were added to a closed tube with a rubber stopper. The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the resulting suspension was poured into water and extracted with ethyl acetate. The organic layers were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography using petroleum ether/ethyl acetate (20:1, v/v) as eluent to give 0.086 g of 2-iodobenzaldehyde as a light yellow solid (0.35 mmol, 87% yield). | [References]
[1] Journal of Fluorine Chemistry, 2016, vol. 189, p. 59 - 67 |
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