Cas no 82504-06-1 (3-Iodo-4-methoxybenzonitrile)

3-Iodo-4-methoxybenzonitrile structure
3-Iodo-4-methoxybenzonitrile structure
Product Name:3-Iodo-4-methoxybenzonitrile
CAS No:82504-06-1
MF:C8H6INO
MW:259.043814182281
CID:2129905
PubChem ID:19895654
Update Time:2024-10-27

3-Iodo-4-methoxybenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-Iodo-4-methoxybenzonitrile
    • 3-Iodo-4-methoxy-benzonitrile
    • AS03753
    • 3-Iodo-4-methoxybenzonitrile (ACI)
    • CS-0117058
    • E76450
    • DTXSID10601087
    • DA-17397
    • BS-51038
    • 82504-06-1
    • AKOS000366010
    • SCHEMBL9627301
    • MFCD17010713
    • MDL: MFCD17010713
    • Inchi: 1S/C8H6INO/c1-11-8-3-2-6(5-10)4-7(8)9/h2-4H,1H3
    • InChI Key: DYNJBBWJVQMTNQ-UHFFFAOYSA-N
    • SMILES: IC1C=C(C#N)C=CC=1OC

Computed Properties

  • Exact Mass: 258.94941g/mol
  • Monoisotopic Mass: 258.94941g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 174
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 33
  • XLogP3: 2.3

3-Iodo-4-methoxybenzonitrile Pricemore >>

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3-Iodo-4-methoxybenzonitrile Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: N-Iodosuccinimide Catalysts: [1,1,1-Trifluoro-N-[(trifluoromethyl)sulfonyl]methanesulfonamidato-κN](triphenyl… Solvents: Dichloromethane ,  Toluene ;  14 h, 85 °C
Reference
Gold(I)-catalyzed iodination of arenes
Leboeuf, David; et al, Synlett, 2014, 25(3), 399-402

Production Method 2

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  3 h, rt
Reference
Pd-catalyzed cross-electrophile Coupling/C-H alkylation reaction enabled by a mediator generated via C(sp3)-H activation
Wu, Zhuo; et al, Chemical Science, 2021, 12(24), 8531-8536

Production Method 3

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  3 h, rt
Reference
Pd-Catalyzed ipso,meta-Dimethylation of ortho-Substituted Iodoarenes via a Base-Controlled C-H Activation Cascade with Dimethyl Carbonate as the Methyl Source
Wu, Zhuo; et al, Journal of the American Chemical Society, 2021, 143(12), 4524-4530

Production Method 4

Reaction Conditions
1.1 Reagents: Ammonium hydroxide ,  Iodine ,  Potassium iodide Solvents: Water ;  20 h, rt
2.1 Reagents: Potassium carbonate Solvents: Acetone ;  90 min, rt → 70 °C
Reference
Direct Cu-mediated aromatic 18F-labeling of highly reactive tetrazines for pretargeted bioorthogonal PET imaging
Garcia-Vazquez, Rocio; et al, Chemical Science, 2021, 12(35), 11668-11675

Production Method 5

Reaction Conditions
1.1 Solvents: Acetonitrile-d3 ,  Water-d2 ;  35 °C
Reference
The Element Effect in Nucleophilic Aromatic Photosubstitution (SN2Ar*)
Wubbels, Gene G.; et al, Organic Letters, 2007, 9(15), 2803-2806

Production Method 6

Reaction Conditions
1.1 Reagents: 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione Catalysts: S8 Solvents: Acetonitrile ;  24 h, rt
Reference
Elemental Sulfur-mediated Aromatic Halogenation
Matsuoka, Junpei; et al, Journal of Organic Chemistry, 2024, 89(1), 770-777

Production Method 7

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Acetone ;  90 min, rt → 70 °C
Reference
Direct Cu-mediated aromatic 18F-labeling of highly reactive tetrazines for pretargeted bioorthogonal PET imaging
Garcia-Vazquez, Rocio; et al, Chemical Science, 2021, 12(35), 11668-11675

Production Method 8

Reaction Conditions
1.1 Reagents: Trifluoromethanesulfonic anhydride ,  Phenoxathiin S-oxide Solvents: Dichloromethane ;  -78 °C; 15 min, -78 °C; -78 °C → rt; 1 h, rt
1.2 Reagents: Sodium acetate Catalysts: Tris(4-bromophenyl)amine ;  15 min, 30 °C
1.3 Solvents: Dimethyl sulfoxide ;  20 h, 60 °C
1.4 Solvents: Water
Reference
A general arene C-H functionalization strategy via electron donor-acceptor complex photoactivation
Dewanji, Abhishek; et al, Nature Chemistry, 2023, 15(1), 43-52

Production Method 9

Reaction Conditions
1.1 Reagents: Trifluoromethanesulfonic anhydride ,  Phenoxathiin S-oxide Solvents: Dichloromethane ;  -78 °C; 15 min, -78 °C; -78 °C → rt; 1 h, rt
1.2 Reagents: Sodium acetate Catalysts: Tris(4-bromophenyl)amine Solvents: Dimethyl sulfoxide ;  20 h, 60 °C
1.3 Reagents: Water
Reference
A general arene C-H functionalization strategy via electron donor-acceptor complex photoactivation
Dewanji, Abhishek; et al, ChemRxiv, 2021, 1, 1-9

Production Method 10

Reaction Conditions
1.1 Reagents: Ammonium hydroxide ,  Iodine Solvents: Methanol ,  Water ;  rt; 3 h, rt
1.2 Reagents: Sodium thiosulfate Solvents: Water ;  rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  < pH 2
2.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  3 h, rt
Reference
Pd-Catalyzed ipso,meta-Dimethylation of ortho-Substituted Iodoarenes via a Base-Controlled C-H Activation Cascade with Dimethyl Carbonate as the Methyl Source
Wu, Zhuo; et al, Journal of the American Chemical Society, 2021, 143(12), 4524-4530

Production Method 11

Reaction Conditions
1.1 Reagents: Ammonium hydroxide ,  Iodine Solvents: Methanol ;  rt; 3 h, rt
1.2 Reagents: Sodium thiosulfate Solvents: Water
1.3 Reagents: Hydrochloric acid Solvents: Water ;  < pH 2
2.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  3 h, rt
Reference
Pd-catalyzed cross-electrophile Coupling/C-H alkylation reaction enabled by a mediator generated via C(sp3)-H activation
Wu, Zhuo; et al, Chemical Science, 2021, 12(24), 8531-8536

3-Iodo-4-methoxybenzonitrile Raw materials

3-Iodo-4-methoxybenzonitrile Preparation Products

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