- 2'-Iodoacetophenone
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- $2.00 / 100kg
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2025-06-24
- CAS:2142-70-3
- Min. Order: 1kg
- Purity: 99%
- Supply Ability: 100kg
- 2'-Iodoacetophenone
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- $7.00 / 1KG
-
2019-09-03
- CAS: 2142-70-3
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: JD 793
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| | 2'-Iodoacetophenone Basic information |
| | 2'-Iodoacetophenone Chemical Properties |
| Boiling point | 139-140°C 12mm | | density | 1.72 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.618(lit.) | | Fp | 218 °F | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | Liquid | | Specific Gravity | 1.720 | | color | Clear yellow | | Sensitive | Light Sensitive | | BRN | 2325078 | | InChI | InChI=1S/C8H7IO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,1H3 | | InChIKey | XDXCBCXNCQGZPG-UHFFFAOYSA-N | | SMILES | C(=O)(C1=CC=CC=C1I)C | | CAS DataBase Reference | 2142-70-3(CAS DataBase Reference) |
| Hazard Codes | C | | Risk Statements | 36/38 | | Safety Statements | 26-36-24/25 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29147000 |
| | 2'-Iodoacetophenone Usage And Synthesis |
| Chemical Properties | Clear yellow liquid | | Uses | 2′-Iodoacetophenone (2-Iodoacetophenone) may be used in the synthesis of:
indene derivatives
di-(o-acetylphenyl)acetylene
indenol derivative | | Preparation | 2'-Iodoacetophenone can be synthesized by diazotization of 2-acetylaniline.
To a solution of p-TsOH (22.80 g, 120 mmol) in CH3CN (160 mL) was added an aromatic amine (40 mmol). The resulting amine salt suspension was cooled to 0-5°C. A solution of NaNO2 (5.52 g, 80 mmol) in H2O (12 mL) and KI (16.6 g, 100 mmol) in H2O (12 mL) were added sequentially. The reaction mixture was stirred for 10 minutes, then allowed to warm to ambient temperature and stirred until all the amine was consumed. To the reaction mixture were then added H2O (700 mL), NaHCO3 (1M; until pH=9-10) and Na2S2O3 (2M, 80 mL). The reaction mixture was extracted with EtOAc and purified by column chromatography (hexanes:EtOAc, 9:1 v/v) to give 2'-iodoacetophenone:yellow oil in 94% yield. | | Reactions | 2'-Iodoacetophenone is a bioactive molecule that reacts with boronic acids to form aryl boronic acid derivatives. This reaction can be carried out in chlorobenzene or dihedral solvents, and it is scalable and applicable to a variety of boronic acids. The product of this reaction is an organocatalyst for the synthesis of bioactive molecules. 2'-Iodoacetophenone also reacts with dipole-containing additives to form dichlorodiphenyldichloroethane, which has been used as a fungicide, insecticide, and herbicide. | | General Description | 2′-Iodoacetophenone is a halogenated aromatic ketone. | | Synthesis | To a round bottom flask were added phenylethanol (2 mmol), cuprous trifluoromethanesulfonate (CuOTf, 0.1 mmol, 0.05 eq.), (S)-5-(pyrrolidin-2-yl)-1H-tetrazole (0.1 mmol, 0.05 eq.), 2,2,6,6-tetramethylpiperidin-1-oxyl radical (TEMPO, 0.1 mmol, 0.05 eq.), potassium tert-butoxide (t-BuOK, 2 mmol, 1 eq.) and N,N-dimethylformamide (DMF, 5 ml). The reaction mixture was stirred and exposed to air at 25 °C until the reaction was complete (monitored by thin layer chromatography (TLC)). After completion of the reaction, the mixture was diluted with dichloromethane (CH2Cl2, 20 ml), washed with water, dried over anhydrous sodium sulfate (Na2SO4), and the solvent was evaporated in vacuum to give the crude product. The crude product was purified by column chromatography to give pure 2-iodoacetophenone. | | References | [1] Tetrahedron, 2014, vol. 70, # 52, p. 9791 - 9796
[2] Journal of the American Chemical Society, 1996, vol. 118, # 25, p. 5904 - 5918
[3] Journal of Organic Chemistry, 2017, vol. 82, # 1, p. 372 - 381 |
| | 2'-Iodoacetophenone Preparation Products And Raw materials |
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