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13329-40-3

Basic Information
CAS No.: 13329-40-3
Name: Ethanone,1-(4-iodophenyl)-
Article Data: 85
Cas Database
Molecular Structure:
Molecular Structure of 13329-40-3 (Ethanone,1-(4-iodophenyl)-)
Formula: C8H7IO
Molecular Weight: 246.047
Synonyms: Acetophenone,4'-iodo- (6CI,7CI,8CI);Acetophenone, p-iodo- (3CI);1-(4-Iodophenyl)-1-ethanone;1-(4-Iodophenyl)ethanone;1-Acetyl-4-iodobenzene;1-Iodo-4-acetylbenzene;4-Acetyl-1-iodobenzene;4-Acetylphenyl iodide;4-Iodoacetophenone;4-Iodophenyl methyl ketone;4'-Iodoacetophenone;Methyl4-iodophenyl ketone;NSC 97396;p-Acetylphenyl iodide;p-Iodoacetophenone;p-Iodophenyl methyl ketone;
EINECS: 236-372-8
Density: 1.72 g/cm3
Melting Point: 82-84 °C(lit.)
Boiling Point: 279.9 °C at 760 mmHg
Flash Point: 123.1 °C
Solubility: solubile in methanol
Appearance: brown crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39-24/25
Transport Information: N/A
PSA: 17.07000
LogP: 2.49380
Synthetic route
13329-40-3

4-Iodoacetophenone

Conditions
ConditionsYield
With silica-supported Jones reagent In dichloromethane for 0.00269444h;99.6%
With 1,10-Phenanthroline; iron(III)-acetylacetonate; potassium carbonate In toluene for 48h; Reflux; Green chemistry;94%
With [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](borohydride)(carbonyl)(hydride)iron(II) In toluene at 120℃; for 12h; Glovebox; Schlenk technique; Inert atmosphere;94%
766-99-4

1-ethynyl-4-iodobenzene

13329-40-3

4-Iodoacetophenone

Conditions
ConditionsYield
With tetrakis(p-sulfonatophenyl)porphyrin cobalt(III) trisodium salt hexahydrate; water; bis(trifluoromethanesulfonyl)amide In methanol at 80℃; for 12h; Sealed tube;97%
99-92-3

4-Aminoacetophenone

13329-40-3

4-Iodoacetophenone

Conditions
ConditionsYield
Stage #1: p-aminobenzophenone With hydrogenchloride In water at 0 - 5℃; for 0.166667h;
Stage #2: With 1-methyl-3-(2-[2-(1-methyl-1H-imidazol-3-ium-3-yl)ethyloxy]ethyl)-1H-imidazol-3-ium dinitrite In water for 0.166667h;
Stage #3: With potassium iodide In water at 20℃; for 0.166667h; Ionic liquid;
95%
With toluene-4-sulfonic acid; sodium iodide In water; acetonitrile at 10 - 20℃; for 2h; Inert atmosphere;94%
With N-iodo-succinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 4h; Reagent/catalyst; Temperature; Solvent;92%
86452-55-3

1-(p-acetophenyl)-3,3-diethyl-1-triazene

A

13329-40-3

4-Iodoacetophenone

B

71-43-2

benzene

Conditions
ConditionsYield
With sulfonic acid resin (H+ form, Bio-Rad AG 50W-12); sodium iodide In acetonitrile at 75℃; for 0.133333h;A 95%
B n/a
85972-28-7

1-(3,4-Diiodocyclohexa-1,3-dienyl)ethanone

13329-40-3

4-Iodoacetophenone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene95%
22021-09-6

1,2,2-triphenyl-1-iodoethylene

4,5-dimethoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate

13329-40-3

4-Iodoacetophenone

Conditions
ConditionsYield
With thallium(I) acetate; cesium fluoride; bis(dibenzylideneacetone)-palladium(0) In toluene; acetonitrile at 90℃; for 8h;95%
109613-00-5

4-acetophenyl triflate

13329-40-3

4-Iodoacetophenone

Conditions
ConditionsYield
With [Cp*Ru(CH3CN)3]OTf; sodium iodide at 120℃; for 12h; Inert atmosphere;95%
With iodine; lithium fluoride; sodium iodide In acetonitrile at 25℃; for 24h; Inert atmosphere; UV-irradiation; Schlenk technique;20%
Multi-step reaction with 2 steps
1: KOAc / PdCl2(dppf) / dimethylsulfoxide / 3 h / 80 °C
2: 30 percent / aq. NaI; chloramine-T / tetrahydrofuran / 6 h
View Scheme
86452-55-3

1-(p-acetophenyl)-3,3-diethyl-1-triazene

A

13329-40-3

4-Iodoacetophenone

B

98-86-2

acetophenone

Conditions
ConditionsYield
With cation exchange resin BioRad AG 50W-X12 (H+); sodium iodide In acetonitrile at 75℃; Product distribution; further solvent: THF, DMSO;A 94%
B 6%
99-90-1

para-bromoacetophenone

13329-40-3

4-Iodoacetophenone

Conditions
ConditionsYield
With copper(I) oxide; L-proline; potassium iodide In ethanol at 110℃; for 30h; Schlenk technique; Inert atmosphere; Sealed tube;92%
With tributylphosphine; potassium iodide; nickel dibromide In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide at 50℃; for 1.5h;66%
With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; potassium iodide at 150 - 160℃; for 5h;60%
86452-55-3

1-(p-acetophenyl)-3,3-diethyl-1-triazene

13329-40-3

4-Iodoacetophenone

Conditions
ConditionsYield
With chloro-trimethyl-silane; sodium iodide In acetonitrile at 60℃; for 0.0833333h;92%
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Specification

The Ethanone,1-(4-iodophenyl)-, with CAS registry number 13329-40-3, belongs to the following product categories: (1)Aromatic Acetophenones & Derivatives (substituted); (2)API intermediates; (3)Adehydes, Acetals & Ketones; (4)Iodine Compounds; (5)C7 to C8; (6)Carbonyl Compounds; (7)Ketones. It has the systematic name of 1-(4-iodophenyl)ethanone. This chemical is a kind of pale brown to brown crystalline powder.

Physical properties of Ethanone,1-(4-iodophenyl)-: (1)ACD/LogP: 2.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.87; (4)ACD/LogD (pH 7.4): 2.87; (5)ACD/BCF (pH 5.5): 88.69; (6)ACD/BCF (pH 7.4): 88.69; (7)ACD/KOC (pH 5.5): 862.81; (8)ACD/KOC (pH 7.4): 862.81; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.603; (14)Molar Refractivity: 49.18 cm3; (15)Molar Volume: 143 cm3; (16)Polarizability: 19.49×10-24cm3; (17)Surface Tension: 43.8 dyne/cm; (18)Enthalpy of Vaporization: 51.86 kJ/mol; (19)Vapour Pressure: 0.0039 mmHg at 25°C.

Uses of Ethanone,1-(4-iodophenyl)-: it can be used to produce 4,4'-Diacetyl-biphenyl. This reaction will need reagent triethylamine, t-butylmethylbenzyl sulfide, phenyl halide and solvent dimethylformamide.  The reaction time is 24 hour(s) with reaction temperature of 130 ℃. The yield is about 82%.

When you are using this chemical, please be cautious about it as the following:
The Ethanone,1-(4-iodophenyl)- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1ccc(I)cc1)C
(2)InChI: InChI=1/C8H7IO/c1-6(10)7-2-4-8(9)5-3-7/h2-5H,1H3
(3)InChIKey: JZJWCDQGIPQBAO-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C8H7IO/c1-6(10)7-2-4-8(9)5-3-7/h2-5H,1H3
(5)Std. InChIKey: JZJWCDQGIPQBAO-UHFFFAOYSA-N