- Synthesis of Dihydrobenzofurans via Palladium-Catalyzed Annulation of 1,3-Dienes by o-Iodoaryl AcetatesRozhkov, Roman V.; Larock, Richard C., Journal of Organic Chemistry, 2010, 75(12), 4131-4134
Cas no 89487-91-2 (2-Iodo-4-nitrophenol)
2-Iodo-4-nitrophenol structure
Product Name:2-Iodo-4-nitrophenol
CAS No:89487-91-2
MF:C6H4INO3
MW:265.005333900452
MDL:MFCD01165664
CID:724622
PubChem ID:329761286
Update Time:2024-10-26
2-Iodo-4-nitrophenol Chemical and Physical Properties
Names and Identifiers
-
- 2-Iodo-4-nitrophenol
- Phenol, 2-iodo-4-nitro-
- 2-Iodo-4-nitro-phenol
- 4-Hydroxy-3-iodonitrobenzene
- 4-nitro-iodophenol
- NSC141347
- zlchem 895
- 2-iodanyl-4-nitro-phenol
- 4hydroxy-3-iodo-nitrobenzene
- 4-hydroxy-3-iodo-nitrobenzene
- ZLD0357
- BKQFOYCEUMVWOW-UHFFFAOYSA-N
- VZ24790
- AB1006753
- X6896
- ST45008475
- R4260
- BB 0259
- 2-Iodo-4-nitrophenol (ACI)
- NSC 141347
- Y11306
- DS-12994
- DB-021225
- ALBB-024694
- DTXSID00301140
- SCHEMBL482237
- SY047543
- MFCD01165664
- NSC-141347
- F0243-0017
- AKOS005207513
- CS-0186653
- 89487-91-2
- 2-Iodo-4-nitrophenol, >=98.0%, >=98.0% (HPLC)
-
- MDL: MFCD01165664
- Inchi: 1S/C6H4INO3/c7-5-3-4(8(10)11)1-2-6(5)9/h1-3,9H
- InChI Key: BKQFOYCEUMVWOW-UHFFFAOYSA-N
- SMILES: [O-][N+](C1C=C(I)C(O)=CC=1)=O
Computed Properties
- Exact Mass: 264.92400
- Monoisotopic Mass: 264.92359g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 11
- Rotatable Bond Count: 0
- Complexity: 158
- 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: 66
- XLogP3: 2
Experimental Properties
- Melting Point: 89-94?°C
- PSA: 66.05000
- LogP: 2.42820
2-Iodo-4-nitrophenol Customs Data
- HS CODE:2908999090
- Customs Data:
China Customs Code:
2908999090Overview:
2908999090 Halogenated derivatives of other phenols and phenolic alcohols(Including its sulfonation\Nitrosative or nitrosative derivatives). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%
Declaration elements:
Product Name, component content, use to
Summary:
2908999090 halogenated, sulphonated, nitrated or nitrosated derivatives of phenols or phenol-alcohols.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%
2-Iodo-4-nitrophenol Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Fluorochem | 225242-250mg |
2-Iodo-4-nitrophenol |
89487-91-2 | 95% | 250mg |
£73.00 | 2022-02-28 | |
| Fluorochem | 225242-1g |
2-Iodo-4-nitrophenol |
89487-91-2 | 95% | 1g |
£180.00 | 2022-02-28 | |
| Alichem | A014003482-250mg |
2-Iodo-4-nitrophenol |
89487-91-2 | 97% | 250mg |
$504.00 | 2023-08-31 | |
| Alichem | A014003482-500mg |
2-Iodo-4-nitrophenol |
89487-91-2 | 97% | 500mg |
$839.45 | 2023-08-31 | |
| Alichem | A014003482-1g |
2-Iodo-4-nitrophenol |
89487-91-2 | 97% | 1g |
$1549.60 | 2023-08-31 | |
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | 689742-1G |
2-Iodo-4-nitrophenol |
89487-91-2 | ≥98.0% | 1G |
¥2869.19 | 2022-02-24 | |
| TRC | I202621-100mg |
2-Iodo-4-nitrophenol |
89487-91-2 | 100mg |
$ 50.00 | 2022-06-04 | ||
| TRC | I202621-500mg |
2-Iodo-4-nitrophenol |
89487-91-2 | 500mg |
$ 160.00 | 2022-06-04 | ||
| TRC | I202621-1g |
2-Iodo-4-nitrophenol |
89487-91-2 | 1g |
$ 230.00 | 2022-06-04 | ||
| Apollo Scientific | OR45113-250mg |
2-Iodo-4-nitrophenol |
89487-91-2 | 95% | 250mg |
£22.00 | 2025-02-20 |
2-Iodo-4-nitrophenol Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: Iodine , Ammonia , Potassium iodide Solvents: Water ; 0 - 5 °C; 2 h, 0 - 5 °C; overnight, cooled
1.2 Reagents: Hydrochloric acid Solvents: Water ; pH 4 - 5
1.2 Reagents: Hydrochloric acid Solvents: Water ; pH 4 - 5
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Sodium nitrite , Sulfuric acid Solvents: Dimethyl sulfoxide , Water ; 0 °C
1.2 Reagents: Potassium iodide ; rt
1.2 Reagents: Potassium iodide ; rt
Reference
- Chemistry of aminophenols. Part 3: First synthesis of nitrobenzo[b]furans via a coupling-cyclization approachDai, Wei-Min; Lai, Kwong Wah, Tetrahedron Letters, 2002, 43(51), 9377-9380
Production Method 3
Reaction Conditions
1.1 Reagents: Hydrochloric acid , Sodium iodide , Sodium chlorite Solvents: Methanol , Water ; 0 °C; 0 °C → rt; 18 h, rt
Reference
- Increased endothelial cell selectivity of triazole-bridged dihalogenated A-ring analogues of combretastatin A-1Beale, Thomas M.; Bond, Peter J.; Brenton, James D.; Charnock-Jones, D. Stephen; Ley, Steven V.; et al, Bioorganic & Medicinal Chemistry, 2012, 20(5), 1749-1759
Production Method 4
Reaction Conditions
1.1 Reagents: Potassium iodide , Potassium bromate Catalysts: Hydrochloric acid Solvents: Methanol , Water ; 2 h, 60 °C
Reference
- A convenient procedure for the iodination of arenesSathiyapriya, R.; Karunakaran, R. Joel, Journal of Chemical Research, 2006, (9), 575-576
Production Method 5
Reaction Conditions
1.1 Reagents: Potassium carbonate , Morpholine, compd. with iodine (1:1) Solvents: Water ; 15 min, rt; 15 min, rt; 15 min, rt; 15 min, rt; 15 min, rt; 15 min, rt; 15 min, rt; 15 min, rt
1.2 Reagents: Phosphoric acid Solvents: Water ; pH 2, cooled; 24 h, cooled
1.2 Reagents: Phosphoric acid Solvents: Water ; pH 2, cooled; 24 h, cooled
Reference
- Iodination of phenols in water using easy to handle amine-iodine complexesda Frota, Livia C. R. M.; Canavez, Raquel C. P.; da Silva Gomes, Sara L.; Costa, Paulo R. R.; da Silva, Alcides J. M., Journal of the Brazilian Chemical Society, 2009, 20(10), 1916-1920
Production Method 6
Reaction Conditions
1.1 Reagents: Potassium bisulfate , Potassium iodide Catalysts: Chromate(1-), chlorotrioxo-, (T-4)-, hydrogen, compd. with isoquinoline (1:1:1) Solvents: 1,2-Dichloroethane , Water ; 30 - 40 min, rt
Reference
- Isoquinolinium Dichromate and Chlorochromate as Efficient Catalysts for Oxidative Halogenation of Aromatic Compounds Under Acid-Free ConditionsRao, A. Sambashiva; Rajanna, K. C.; Reddy, K. Rajendar; Kulkarni, Subhash, Synthesis and Reactivity in Inorganic, 2016, 46(6), 832-837
Production Method 7
Reaction Conditions
1.1 Reagents: Iodine , Sodium nitrite Solvents: Methanol , Water ; 0.5 h, rt
1.2 5 - 10 °C; 6.0 h, rt
1.3 Reagents: Sodium thiosulfate Solvents: Water ; rt
1.2 5 - 10 °C; 6.0 h, rt
1.3 Reagents: Sodium thiosulfate Solvents: Water ; rt
Reference
- A green reagent for the iodination of phenolsKiran, Y. B.; Konakahara, Takeo; Sakai, Norio, Synthesis, 2008, (15), 2327-2332
Production Method 8
Reaction Conditions
1.1 Reagents: Iodine , Hydrochloric acid , Ammonia , Potassium iodide Solvents: Water ; 24 h, 0 - 5 °C
Reference
- A facile and efficient synthesis of dronedarone hydrochlorideLi, Feng; Jin, Chunhua; Zou, Jianwei; Wu, Jun, Bulletin of the Korean Chemical Society, 2014, 35(7), 1970-1972
Production Method 9
Reaction Conditions
1.1 Reagents: Iodine , Selectfluor Solvents: 1-Butyl-3-methylimidazolium hexafluorophosphate ; rt; 24 h, 80 °C
Reference
- Regioselective iodination of arenes in ionic liquids mediated by the Selectfluor reagent F-TEDA-BF4Chiappe, Cinzia; Pieraccini, Daniela, ARKIVOC (Gainesville, 2002, (11), 249-255
Production Method 10
Reaction Conditions
1.1 Reagents: Montmorillonite ((Al1.33-1.67Mg0.33-0.67)(Ca0-1Na0-1)0.33Si4(OH)2O10.xH2O) , Iodine , Potassium ferrate (K2FeO4) Solvents: Hexane ; 150 min, rt → reflux
Reference
- Efficient iodination of aromatic compounds using potassium ferrate supported on montmorilloniteKeipour, Hoda; Khalilzadeh, Mohammad A.; Mohtat, Bita; Hosseini, Abolfazl; Zareyee, Daryoush, Chinese Chemical Letters, 2011, 22(12), 1427-1430
Production Method 11
Reaction Conditions
1.1 Reagents: Potassium iodide , Phosphonium, (2-methylphenyl)triphenyl-, perchlorate (1:1) Solvents: Acetonitrile ; 4.5 h, reflux
Reference
- Regioselective iodination of aromatic compounds with potassium iodide in the presence of benzyltriphenylphosphonium perchlorateAlbadi, Jalal; Abedini, Masoumeh; Iravani, Nasir, Chinese Chemical Letters, 2012, 23(3), 261-264
Production Method 12
Reaction Conditions
1.1 Reagents: Potassium iodide , Phosphonium, triphenyl(phenylmethyl)-, peroxymonosulfate (1:1) Solvents: Acetonitrile ; 6 h, rt
Reference
- Highly selective iodination of phenols using potassium iodide and benzyltriphenylphosphonium peroxymonosulfateHajipour, Abdol Reza; Adibi, Hadi, Journal of Chemical Research, 2004, (4), 294-295
Production Method 13
Reaction Conditions
1.1 Reagents: Chloramine-T , Sodium iodide Solvents: Dimethylformamide ; rt
Reference
- A simple acromelic acid analog potentially useful for receptor photoaffinity labeling and biochemical studiesFuruta, Kyoji; Wang, Guang Xing; Minami, Toshiaki; Nishizawa, Mikio; Ito, Seiji; et al, Tetrahedron Letters, 2004, 45(20), 3933-3936
Production Method 14
Reaction Conditions
1.1 Reagents: Iodine , Ammonia , Potassium iodide Solvents: Water ; 0 °C; 0 °C → rt; 4 d, rt; rt; 2 d, rt; rt; 17 d, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; pH 3
1.2 Reagents: Hydrochloric acid Solvents: Water ; pH 3
Reference
- What Is the Structure of the Antitubercular Natural Product Eucapsitrione?Pullella, Glenn A.; Wild, Duncan A.; Nealon, Gareth L.; Elyashberg, Mikhail; Piggott, Matthew J., Journal of Organic Chemistry, 2017, 82(14), 7287-7299
Production Method 15
Reaction Conditions
1.1 Reagents: Iodine , Silver nitrate ; 1 min, rt
1.2 10 min, rt; 10 - 30 min, rt
1.2 10 min, rt; 10 - 30 min, rt
Reference
- Solvent-free iodination of arenes using iodine-silver nitrate combinationYusubov, Mekhman S.; Tveryakova, Elena N.; Krasnokutskaya, Elena A.; Perederyna, Irina A.; Zhdankin, Viktor V., Synthetic Communications, 2007, 37(8), 1259-1265
Production Method 16
Reaction Conditions
1.1 Reagents: Iodine , Sodium nitrite Solvents: Methanol , Water ; 1.5 - 6 h, rt
Reference
- Sodium nitriteMcCullough, Kevin J., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2016, 1, 1-11
Production Method 17
Reaction Conditions
1.1 Reagents: tert-Butyl hydroperoxide , Potassium iodide Solvents: Methanol , Water ; 30 min, rt; 8 h, rt
1.2 Reagents: Sodium thiosulfate
1.2 Reagents: Sodium thiosulfate
Reference
- Mild and efficient oxy-iodination of alkynes and phenols with potassium iodide and tert-butyl hydroperoxideRajender Reddy, K.; Venkateshwar, M.; Uma Maheswari, C.; Santhosh Kumar, P., Tetrahedron Letters, 2010, 51(16), 2170-2173
2-Iodo-4-nitrophenol Preparation Products
2-Iodo-4-nitrophenol Related Literature
-
Luke L. Lairson,Warren W. Wakarchuk Chem. Commun., 2007, 365-367
-
Kaiyuan Huang,Wangkang Qiu,Meilian Ou,Xiaorui Liu,Zenan Liao,Sheng Chu RSC Adv., 2020,10, 18824-18829
-
Bo Cao,Yin Wei Chem. Commun., 2018,54, 2870-2873
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