Jones
[Photo]The Jones oxidation, is a chemical reaction described as the chromic acid oxidation of primary and secondary alcohols to carboxylic acids and ketones, respectively. [1][2][3][4][5][6][7] Jones reagent - a solution of chromium trioxide in concentrated sulfuric acid - is used as the oxidizing agent.The Jones Reagent will also completely oxidize aldehydes to carboxylic acids.The solvent acetone markedly affects the properties of the chromic acid. The oxidation is very rapid, quite exothermic, and the yields are typically high. The reagent rarely oxidizes unsaturated bonds.The chromium residue is very toxic, and care must be taken to dispose of it properly
Jones Oxidation for Primary and Secondary
Alcohols
AlcoholStandards1-Butanol, 2-Butanol, t-Butyl alcoholProcedureDissolve 10 mg or 2 drops of the unknown in 1 mL of pure acetone in a test tube and add to the solution 1 small drop of Jones reagent (chronic acid in sulfuric acid). A positive test is marked by the formation of a green color within 15 seconds upon addition of the orange-yellow reagent to a primary or secondary alcohol. Aldehydes also give a positive test, but tertiary alcohols do not.The Jones reagent will already be prepared for you.Positive TestA positive test for aldehydes and primary or secondary alcohols consists in the production of an opaque suspension with a green to blue color. Tertiary alcohols give no visible reaction within 2 seconds, the solution remaining orange in color. Disregard any changes after 15 seconds.
Complications
Enols may give a positive test.Phenols give a dark colored solution which is not blue-green like a positive test.
Cleaning up
Place all solutions in the appropriate waste container.
MSDS :Safety data for sulfuric acid
General
Synonyms: oil of vitriol, mattling acid, vitriol, battery acid, dipping acid, electrolyte acid, vitriol brown oil, sulphuric acid
Molecular formula: H2SO4
CAS No: 7664-93-9
EC No: 231-639-5
EC index No: 016-020-00-8
Physical data
Appearance: Colourless oily liquid
Melting point: -2 C
Boiling point: 327 C
Specific gravity: 1.84
Vapour pressure: <0.3 mm Hg at 20 C (vapour density 3.4)
Flash point:
Explosion limits:
Autoignition temperature:
Water solubility: miscible in all proportions
Stability
Stable, but reacts with moisture very exothermically, which may enhance its ability to act as an oxidizing agent. Substances to be avoided include water, most common metals, organic materials, strong reducing agents, combustible materials, bases, oxidising agents. Reacts violently with water - when diluting concentrated acid, carefully and slowly add acid to water, not the reverse. Reaction with many metals is rapid or violent, and generates hydrogen (flammable, explosion hazard).
Toxicology
Extremely corrosive, causes serious burns. Highly toxic. Harmful by inhalation, ingestion and through skin contact. Ingestion may be fatal. Skin contact can lead to extensive and severe burns. Chronic exposure may result in lung damage and possibly cancer.
Toxicity data
(The meaning of any abbreviations which appear in this section is given here.)
IHL-RAT LC50 0.51 mg/l
UNR-MAN LDLO 135 mg kg-1
ORL-RAT LD50 2140 mg kg-1 (25% solution)
IHL-MUS LC50 320 mg m -3 / 2h
IHL-GPG LC50 18 mg m-3
Risk phrases
(The meaning of any risk phrases which appear in this section is given here.)
R23 R24 R25 R35 R36 R37 R38 R49.
Transport information
(The meaning of any UN hazard codes which appear in this section is given here.)
UN No 1830. IMDG class 8. Packing group II. UK transport category 2.
Personal protection
Safety glasses or face mask; acid-resistant gloves. Suitable ventilation. In the UK use of this material must be assessed under the COSHH regulations.
Safety phrases
(The meaning of any safety phrases which appear in this section is given here.)
S23 S30 S36 S37 S39 S45.
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