ChemicalBook--->CAS DataBase List--->696-41-3

696-41-3

696-41-3 Structure

696-41-3 Structure
IdentificationMore
[Name]

3-Iodobenzaldehyde
[CAS]

696-41-3
[Synonyms]

3-IODOBENZALDEHYDE
3-IODOBENZALDEHYDE, 99+%
[EINECS(EC#)]

626-706-4
[Molecular Formula]

C7H5IO
[MDL Number]

MFCD00039573
[Molecular Weight]

232.02
[MOL File]

696-41-3.mol
Chemical PropertiesBack Directory
[Appearance]

Pale yellow crystalline powder
[Melting point ]

57-60 °C (lit.)
[Boiling point ]

124-125°C 13mm
[density ]

1.8576 (estimate)
[Fp ]

124-125°C/13mm
[storage temp. ]

Keep Cold
[form ]

Crystalline Powder, Crystals or Needles
[color ]

White to pale yellow
[Water Solubility ]

Slightly soluble in water.
[Sensitive ]

Air & Light Sensitive
[BRN ]

1854653
[InChIKey]

RZODAQZAFOBFLS-UHFFFAOYSA-N
[CAS DataBase Reference]

696-41-3(CAS DataBase Reference)
Safety DataBack 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
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT, AIR SENSITIVE, KEEP COLD
[HS Code ]

29130000
Hazard InformationBack Directory
[Chemical Properties]

Pale yellow crystalline powder
[Uses]

3-Iodobenzaldehyde is used as an organic reagent.
[General Description]

3-Iodobenzaldehyde can be prepared by the iodination of benzaldehyde using 1,3-diiodo-5,5-dimethylhydantoin in sulfuric acid.
[Synthesis]

3-IODOBENZYL ALCOHOL

57455-06-8

3-Iodobenzaldehyde

696-41-3

3-Iodobenzaldehyde (12) was synthesized as follows: pyridinium chlorochromate (2.45 g, 11.4 mmol) and dry diatomaceous earth (about 2.00 g) were suspended in anhydrous dichloromethane (20 ml) at room temperature and stirred for 15 minutes. Subsequently, a solution of 3-iodobenzyl alcohol (11) (1.02 g, 4.35 mmol) in anhydrous dichloromethane (5 ml) was added to this suspension. The reaction mixture was protected from light and stirring was continued for 2 hours at room temperature. After completion of the reaction, the reaction solution was diluted with ether and filtered through diatomaceous earth. The resulting turbid brown filtrate was concentrated to a reddish brown gelatinous paste, which was redissolved in dichloromethane and purified by short silica gel column chromatography using dichloromethane as eluent. A clarified colorless solution was finally obtained, and 3-iodobenzaldehyde (12) was concentrated to give 3-iodobenzaldehyde (12) as a white solid (0.953 g, 95% yield).1H NMR (400 MHz, CDCl3) data were as follows: δ 7.29 (t, J = 7.8 Hz, 1H, H5); 7.85 (br d, J = 7.8 Hz, 1H, H6); 7.96 (br d, J =7.8 Hz, 1H, H4); 8.21 (br s, 1H, H2); 9.93 (s, 1H, CHO).

[References]

[1] Advanced Synthesis and Catalysis, 2004, vol. 346, # 7, p. 767 - 776
[2] Patent: WO2005/82894, 2005, A1. Location in patent: Page/Page column 41-42
[3] Bulletin of the Chemical Society of Ethiopia, 2013, vol. 27, # 1, p. 131 - 136
[4] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 20, p. 3047 - 3052
[5] Tetrahedron Asymmetry, 2001, vol. 12, # 4, p. 585 - 596
Spectrum DetailBack Directory
[Spectrum Detail]

3-Iodobenzaldehyde(696-41-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3-Iodobenzaldehyde,99+%(696-41-3)
[Alfa Aesar]

3-Iodobenzaldehyde, 98%(696-41-3)
[Sigma Aldrich]

696-41-3(sigmaaldrich)
[TCI AMERICA]

3-Iodobenzaldehyde,>95.0%(GC)(696-41-3)
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