4-AMINO-2-IODOBENZONITRILE 98
- Product Name
- 4-AMINO-2-IODOBENZONITRILE 98
- CAS No.
- 33348-34-4
- Chemical Name
- 4-AMINO-2-IODOBENZONITRILE 98
- Synonyms
- 4-amino-2-iodobenzonitrile;3-Iodo-4-aMinobenzonitrile;1-Amino-2-iodo-4-cyanobenzene;Benzonitrile, 4-amino-3-iodo-;4-AMINO-2-IODOBENZONITRILE 98;4-AMino-3-iodobenzonitrile 98%;4-AMINO-2-IODOBENZONITRILE 98%
- CBNumber
- CB3498631
- Molecular Formula
- C7H5IN2
- Formula Weight
- 244.03
- MOL File
- 33348-34-4.mol
4-AMINO-2-IODOBENZONITRILE 98 Property
- Melting point:
- 112-115 °C (lit.)
- Boiling point:
- 328.3±37.0 °C(Predicted)
- Density
- 1.98±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- form
- powder to crystal
- pka
- -0.34±0.10(Predicted)
- color
- White to Amber
- Sensitive
- Light Sensitive
- InChI
- InChI=1S/C7H5IN2/c8-6-3-5(4-9)1-2-7(6)10/h1-3H,10H2
- InChIKey
- UOWVTQFTEAYDLM-UHFFFAOYSA-N
- SMILES
- C(#N)C1=CC=C(N)C(I)=C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 657123
- Product name
- 4-Amino-3-iodobenzonitrile
- Purity
- 98%
- Packaging
- 5g
- Price
- $80.5
- Updated
- 2025/07/31
- Product number
- 657123
- Product name
- 4-Amino-3-iodobenzonitrile
- Purity
- 98%
- Packaging
- 1g
- Price
- $32.5
- Updated
- 2023/06/20
- Product number
- A2747
- Product name
- 4-Amino-3-iodobenzonitrile
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $80
- Updated
- 2025/07/31
- Product number
- A2747
- Product name
- 4-Amino-3-iodobenzonitrile
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $249
- Updated
- 2025/07/31
- Product number
- A577275
- Product name
- 4-Amino-3-Iodobenzonitrile
- Packaging
- 500mg
- Price
- $60
- Updated
- 2021/12/16
4-AMINO-2-IODOBENZONITRILE 98 Chemical Properties,Usage,Production
Chemical Properties
Off-white crystalline
Uses
Reactant involved in:
- Hydroamination-double hydroarylation for synthesis of fuzed carbazoles
- Cycloisomerizations of aromatic homo- and bis-homopropargylic amine / amide intermediates
- Asymmetric organocatalytic condensation and cycloaddition
- Regioselective aryl C-H bond functionalization
- Synthesis of [(triisopropylsilyl)ethynyl]indole derivatives
- Domino condensation / S-arylation / heterocyclization reactions
Uses
Palladium-catalyzed carbonylation of iodoanilines provides ketoamides in the presence of primary and secondary amines.8
Synthesis
873-74-5
33348-34-4
General procedure for the synthesis of 4-amino-3-iodobenzonitrile from 4-aminobenzonitrile: To a methanol (30 mL) solution of 4-aminobenzonitrile (2.4 g, 20 mmol) and 30% H2O2 (not titrated prior to use), a methanol (50 mL) solution of iodine (5.05 g, 12 mmol) was added at room temperature. The reaction mixture was stirred at room temperature for 48 hours, during which time it was replenished daily with fresh H2O2 (2 mL). Upon completion of the reaction, the mixture was concentrated under reduced pressure and treated with saturated Na2S2O3 solution until most of the color disappeared. The precipitated solid was collected by filtration, and the filtrate was diluted to 300 mL with ethyl acetate, washed sequentially with saturated aqueous NaHCO3 solution, brine, and dried with anhydrous MgSO4. After filtration, the filtrate was concentrated to dryness under reduced pressure. The crude product was initially purified by crystallization from ethanol to give 4-amino-3-iodobenzonitrile (3 g). The residue was further recrystallized from dichloromethane/hexane mixed solvent to give additional 4-amino-3-iodobenzonitrile (1.4 g). The total yield was 4.4 g (88%). The structure of the product was confirmed by 1H NMR (CDCl3): δ 7.87 (d, 1H, J = 1.8 Hz), 7.37 (dd, 1H, J = 1.8, 8.4 Hz), 6.68 (d, 1H, J = 8.4 Hz), 4.62 (br s, 2H).
References
[1] Journal of the American Chemical Society, 2008, vol. 130, # 43, p. 14339 - 14345
[2] European Journal of Organic Chemistry, 2001, # 24, p. 4607 - 4613
[3] Organic Letters, 2005, vol. 7, # 13, p. 2543 - 2546
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 9, p. 2722 - 2725
[5] Patent: WO2014/63199, 2014, A1. Location in patent: Page/Page column 56
4-AMINO-2-IODOBENZONITRILE 98 Preparation Products And Raw materials
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View Lastest Price from 4-AMINO-2-IODOBENZONITRILE 98 manufacturers
- Product
- 4-AMINO-2-IODOBENZONITRILE 33348-34-4
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 mt
- Release date
- 2024-11-12
- Product
- 4-AMINO-2-IODOBENZONITRILE 98 33348-34-4
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2024-08-01
- Product
- 4-AMINO-2-IODOBENZONITRILE 98 33348-34-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2019-12-25