ChemicalBook--->CAS DataBase List--->13329-40-3

13329-40-3

13329-40-3 Structure

13329-40-3 Structure
IdentificationMore
[Name]

4'-Iodoacetophenone
[CAS]

13329-40-3
[Synonyms]

1-(4-IODOPHENYL)ETHANONE
4'-IODOACETOPHENONE
4-IODOACETOPHENONE
Ethanone, 1-(4-iodophenyl)-
p-Iodoacetophenone
(4-Acetylphenyl) iodide
4-Acetylphenyl iodide
Methyl(4-iodophenyl) ketone
[EINECS(EC#)]

236-372-8
[Molecular Formula]

C8H7IO
[MDL Number]

MFCD00045320
[Molecular Weight]

246.05
[MOL File]

13329-40-3.mol
Chemical PropertiesBack Directory
[Appearance]

Pale brown to brown crystalline powder
[Melting point ]

82-84 °C(lit.)
[Boiling point ]

142-144 °C(Press: 12 Torr)
[density ]

1.7411 (estimate)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

Crystalline Powder
[color ]

Pale brown to brown
[Water Solubility ]

Easily soluble in water.
[Sensitive ]

Light Sensitive
[BRN ]

1857412
[InChI]

InChI=1S/C8H7IO/c1-6(10)7-2-4-8(9)5-3-7/h2-5H,1H3
[InChIKey]

JZJWCDQGIPQBAO-UHFFFAOYSA-N
[SMILES]

C(=O)(C1=CC=C(I)C=C1)C
[CAS DataBase Reference]

13329-40-3(CAS DataBase Reference)
[NIST Chemistry Reference]

4-Iodoacetophenone(13329-40-3)
[Storage Precautions]

Light sensitive
Questions And AnswerBack Directory
[Synthesis]

Synthesis of 13329-40-3
2-(4-iodophenyl)propan-2-ol (81 mg, 0.3 mmol), AgNO3 (1.6 mg, 3 mol%), Bi(OTf)3 (6 mg, 3 mol%) and K2S2O8 (245.8 mg, 3 eq) were added to a 2 ml reaction flask. Finally, 2 wt% DAPGS-750-M aqueous solution (0.6 ml, 0.5 M) was added, and the reaction flask was then capped and stirred. After stirring, the reaction mixture was extracted three times with ethyl acetate. The organic phases from the extractions were combined into a 50 mL round-bottom flask and evaporated using a Heidolph rotary evaporator at 120 rpm, 38 °C, and 0.1 MPa for approximately 5 min. Then, column chromatography was performed using 200-mesh silica gel with a petroleum ether:ethyl acetate ratio of approximately 20:1 as the developing solvent. The target compound, 4-iodoacetophenone, was obtained (52.4 mg, yield 71%, purity 98% as determined by HPLC, and its high purity was also reflected in the appearance, signal, and noise of the NMR spectrum). ¹H NMR (400 MHz, CDCl₃) δ 7.86–7.81 (m, 2H), 7.69–7.63 (m, 2H), 2.57 (s, 3H).

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 .
S37/39:Wear suitable gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

29147090
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium nitrite-->Diethylamine-->Potassium iodide-->Chlorotrimethylsilane-->4-Aminoacetophenone
[Preparation Products]

4-IODPHENYLACETIC ACID METHYL ESTER-->4'-PIPERIDINOACETOPHENONE-->4-ACETYLBENZALDEHYDE-->Ethanone, 1-[4-(methylamino)phenyl]- (9CI)-->(4-ACETYLPHENYL)PHENYLMETHANE-->4-Ethylacetophenone-->4'-(IMIDAZOL-1-YL)ACETOPHENONE-->ETHYL 4-ACETYLBENZOATE-->Acetophenone-->tert-butyl 2-(4-acetylphenyl)acetate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4'-Iodoacetophenone(13329-40-3).msds
Hazard InformationBack Directory
[Chemical Properties]

Pale brown to brown crystalline powder
[Uses]

Synthesis of quinoline-based potential anticancer agents. Substrate for palladium-catalyzed coupling reactions
[Synthesis Reference(s)]

Journal of the American Chemical Society, 94, p. 5106, 1972 DOI: 10.1021/ja00769a066
The Journal of Organic Chemistry, 48, p. 4394, 1983 DOI: 10.1021/jo00171a050
[General Description]

Pd(0)-catalyzed cross coupling reaction of 4′-iodoacetophenone with siloxane has been reported. Heck-Mizoroki reactions of 4′-iodoacetophenone with styrene catalyzed by Pd nanoparticles in the flow reactor has been reported.
Spectrum DetailBack Directory
[Spectrum Detail]

4'-Iodoacetophenone(13329-40-3)MS
4'-Iodoacetophenone(13329-40-3)1HNMR
4'-Iodoacetophenone(13329-40-3)13CNMR
4'-Iodoacetophenone(13329-40-3)IR1
4'-Iodoacetophenone(13329-40-3)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4'-Iodoacetophenone, 98%(13329-40-3)
[Alfa Aesar]

4'-Iodoacetophenone, 98%(13329-40-3)
[Sigma Aldrich]

13329-40-3(sigmaaldrich)
[TCI AMERICA]

4'-Iodoacetophenone,>97.0%(GC)(13329-40-3)
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