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CAS No. : | 22445-41-6 | MDL No. : | MFCD00060659 |
Formula : | C8H9I | Boiling Point : | - |
Linear Structure Formula : | IC6H3(CH3)2 | InChI Key : | ZLMKEENUYIUKKC-UHFFFAOYSA-N |
M.W : | 232.06 | Pubchem ID : | 140924 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
15%Chromat. | With N,N`-dimethylethylenediamine;copper(l) iodide; In toluene; at 110℃; for 24h; | Schlenk tube was charged with CuI (19.5 mg, 0.102 mmol, 20 mol%), KCN (78 mg, 1.20 mmol), evacuated, backfilled with Ar. N, N'-Dimethylethylenediamine (21. 5 [UL,] 0.202 mmol, 20 mol%), 5-bromo-m-xylene (136 [PL,] 1.00 mmol), and toluene (1.0 mL) were added under Ar. The Schlenk tube was sealed with a Teflon valve and the reaction mixture was stirred at 110 [C] for 24 h. Dodecane (internal GC standard, [230] [GEL),] ethyl acetate (2 mL), and 30% aq ammonia (1 mL) were added. A 0.1 mL sample of the supernatant solution was diluted with ethyl acetate (1 mL) and analyzed by GC to provide a 15% yield of 3, 5-dimethylbenzonitrile. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With silver(I) acetate; palladium diacetate; acetic acid; at 50℃; for 12h; | General procedure: A mixture of 1a (79 mg, 0.5 mmol), iodobenzene (112 mg, 1.1 equiv), Pd(OAc)2 (6 mg, 5 mol%), AgOAc (92 mg,1.1 equiv), and AcOH (1.5 g, 50 equiv) was heated to 50 C for 5 h. After the aqueous extractive workup and column chromatographic purification process (hexanes/Et2O, 20:1), the product 2a was isolated as a colorless oil, 101 mg (86%). Other compounds were synthesized similarly, and the selected spectroscopic data of unknown compounds 2b, 2e-meta, 2e-ortho, 2h, 3a, 3emeta, 3f, and 3i are as follows. |