2.3- Butanedione dioxime

To a solution of 2,3-butanedione dioxime (23.2 g, 0.2 mole) in 500 mL of boiling 95% ethanol in a 2-L Erlenmeyer flask is added a solution of cobalt(II) nitrate hexahydrate (29.0 g, 0.10 mole) in 500 mL of hot 95% ethanol. The red-brown solution is boiled on a hot plate for 5 minutes and then a solution of sodium bromide (15.8 g, 0.15 mole) in water (20 mL) is added. The brown solution is allowed to cool to 35°. Dimethyl sulfide (11 mL, 0.15 mole) is added, and the resulting solution is stirred vigorously for 8 hours with the flask open to the atmosphere. During the stirring a brown solid precipitates from solution. The solid is collected by suction filtration on a Buchner funnel and washed successively with 200-mL portions of water, ethanol, and diethyl ether. The fine, dark-brown crystals are air dried and dissolved in dichloromethane and the system is filtered. The filtrate is evaporated to give typically 20 g of product (yield is about 50%). Its purity, as it is isolated in the above procedure, is adequate for subsequent procedures of synthesis. The product can be purified further by recrystallization from dichloromethane-hexane. Anal Calcd. for Ci0H2oN404SBrCo C, 27.85 H, 4.68 N, 12.99 Br, 18.53. Found C, 27.61 H, 4.59 N, 13.03 Br, 18.64. 

Butanedione dioxime. Biacetyl dioxime. Diethyl dioxime. 

From the enthalpies of formation of gaseous acetaldoxime and butanedione dioxime we find the corresponding reaction 31 (R = Me) is exothermic by 20 kJmoH. ... 

Butanedione 2,3-Butanedione. See Diacetyl Butanedione dioxime 2,3-Butanedionedioxime Butane dioxime. See Dimethyl glyoxime 2,2 -[1,4-Butanediylbis (oxymethylene)] bisoxirane. See 1,4-Butanediol diglycidyl ether Butane, 1,2-epoxy-. See 1,2-Epoxybutane Butane, 1,4-epoxy-. See Tetrahydrofuran Butane, 1,2-epoxy-4,4,4-trichloro-. See Trichlorobutylene oxide... 

CAS 95-45-4 EINECS/ELINCS 202-420-1 Synonyms Butanedione dioxime 2,3-Butanedionedioxime Butane dioxime Diacetyidioxime 2,3-Diisonitrosobutane DMG... 

We start with butane-2,3-dione dioxime, more commonly known as dimethylglyoxime (dmg). It is a classic reagent for the analysis of NP, the green aqueous solution of metal ions transforming into a vibrantly red precipitate of Ni(dmg)2 complex it is one of the stars of the show in Ponikvar and Liebman s analytical chemistry chapter in the current volume. Here the stereochemistry is well-established and well-known—both OH groups are found on the same side as their adjacent CH3 group on the butanedione backbone. There have been several measurements of the enthalpy of formation of this species for which we take the one associated with this inorganic analytical chemistry application, i.e. with diverse metal complexes and chelates . 

Butane-2,3-dione dioxime, 1590 2,3-Butanedione monoxime, 1565 t 2-Butanethiol, 1707 t Butanethiol, 1706... 

Monoxime, 2-benzothiazolylhydrazone see 2,3-Butanedione (2-benzothiazolyl)hydrazone, B-00588 Dioxime see Dimethylglyoxime, D-00862 Dihydrazone [3457-52-1]. 2,3-Butanedione dihvdrazone, 9CI C4H10N4 M 114.150... 

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