Jones reagent
ALDRICH/758035
Synonym: Jone′s reagent; Chromium trioxide solution in sulfuric acid; Sulfuric acid-chromium trioxide mixture
CAS Number: 65272-70-0
MDL Number: MFCD22199316
Product Type: Chemical
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| composition | 2 M CrO3 in aqueous H2SO4 |
| density | 1.298 g/mL at 25 °C |
| form | liquid |
| InChI | 1S/Cr.H2O4S.3O/c;1-5(2,3) |
| InChI key | HNPXHFOTGAXAJY-UHFFFAOYSA |
| reaction suitability | core: chromium |
| reagent type: catalyst | |
| reagent type: oxidant | |
| SMILES string | O=[Cr](=O)=O.OS(O)(=O)=O |
| Application: | Jones reagent can be used: • In the oxidative cleavage of various alkenes into carboxylic acids and ketones using a catalytic amount of osmium tetroxide. • To prepare symmetrical binaphthols by oxidative dehydrodimerization of substituted naphthols. • To synthesize acyl-naphthols and substituted isocoumarins from 2-(4-hydroxy-but-1-ynyl)b |
| General description: | • Jones reagent is a solution of chromium trioxide in aqueous sulfuric acid. • Using acetone as a reaction solvent, the reagent is usually used for the oxidation of primary and secondary alcohols to carboxylic acids and ketones, respectively. • The oxidation is very rapid and exothermic. • The reagent tolerates a variety of functionalities, such as, for example, unsaturated bonds, which are rarely oxidized. For a comprehensive review of chromium-based reagents, see "Oxidation of Alcohols to Aldehydes and Ketones" by Tojo and Fernández, Springer Berlin, 2006, 1-97. |
| Packaging: | 25, 100 mL in glass bottle |
| Symbol |      GHS03,GHS05,GHS06,GHS08,GHS09 |
| Signal word | Danger |
| Hazard statements | H271 - H290 - H301 - H312 - H314 - H317 - H330 - H334 - H335 - H340 - H350 - H361f - H372 - H410 |
| Precautionary statements | P210 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
| Hazard Codes | O,T+,N |
| Risk Statements | 45-46-9-21/22-26-35-42/43-48/23-50/53-62 |
| Safety Statements | 53-23-26-28-36/37/39-45-61 |
| RIDADR | UN 3098 5.1(8) / PGII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Density | 1.298 g/mL at 25 °C |
| UNSPSC | 12352000 |