| Identification | Back Directory | [Name]
3-IODO-4-METHOXY-BENZALDEHYDE | [CAS]
2314-37-6 | [Synonyms]
3-IODO-4-METHOXY-BENZALDEHYDE
Benzaldehyde, 3-iodo-4-methoxy-
3-Iodo-4-methoxybenzaldehyde 97%
3-Iodo-p-anisaldehyde, 4-Formyl-2-iodoanisole | [Molecular Formula]
C8H7IO2 | [MDL Number]
MFCD01009500 | [MOL File]
2314-37-6.mol | [Molecular Weight]
262.04 |
| Chemical Properties | Back Directory | [Melting point ]
107-112℃ | [Boiling point ]
325.0±32.0 °C(Predicted) | [density ]
1.780±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
Solid | [color ]
White to off-white/yellow | [Sensitive ]
Air & Light Sensitive | [InChI]
InChI=1S/C8H7IO2/c1-11-8-3-2-6(5-10)4-7(8)9/h2-5H,1H3 | [InChIKey]
RVWOHBWQJGLXIJ-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=C(OC)C(I)=C1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of compounds (CAS:2314-37-6) from p-methoxybenzaldehyde: To a solution (0.1 M) of dichloromethane (CH2Cl2) or 1,2-dichloroethane ((CH2Cl)2) in stirring (1 mmol) of the substrate (1 mmol), Ph3PAuNTf2 (0.025 mmol, 19 mg; if using the 2:1 complex of Ph3PAuNTf2 with toluene), followed by N-iodosuccinimide (1.1 mmol, 248 mg). The reaction mixture was stirred at room temperature or reacted under reflux conditions until complete conversion of the feedstock. Upon completion of the reaction, the solvent was removed under reduced pressure and the crude product was purified by fast column chromatography using different ratios of hexane and ethyl acetate (EtOAc) as eluents to give the final pure target product. | [References]
[1] European Journal of Organic Chemistry, 2000, # 8, p. 1527 - 1533
[2] European Journal of Organic Chemistry, 2012, # 30, p. 5935 - 5942,8
[3] Synthesis, 2010, # 16, p. 2776 - 2786
[4] Organic letters, 2003, vol. 5, # 4, p. 415 - 418
[5] Tetrahedron Letters, 1997, vol. 38, # 35, p. 6305 - 6306 |
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