Blue Oil

The generic term azulene was first applied to the blue oils obtained by distillation, oxidation, or acid-treatment of many essential oils. These blue colours are usually due to the presence of either guaiazulene or velivazulene. The parent hydrocarbon is synthesized by dehydrogenation of a cyclopentanocycloheptanol or the condensation of cyclopentadiene with glutacondialdehyde anil. 

Chemical Designations - Synortyms Aminobenzene Aniline Oil Blue Oil Phenylamine Chemical Formula C HjNHj. 

The results of. Uiller i (1) Thalj a blue oil i liower heads most oil is (0) That 11 wonld tit... 

A mixture of 0.79 g. (a slight excess over 0.001 mol) of [MoS6C6(CF3)6] and 1.54 g. (0.001 mol) of [(C6H6)4As]2[MoS6-C8(CF3)6] in 100 ml. of dry dichloromethane is refluxed for 3 hours with careful exclusion of atmospheric moisture. The mixture becomes very dark blue, almost black. The solvent is removed in vacuo to leave a blue oil. This oil is dissolved in 30 ml. of dry dichloromethane and carefully triturated with dry n-pentane, which causes the product to crystallize. The product is collected on a sintered-glass funnel and washed with two 25-ml. portions of dry n-pentane. The product while still moist with n-pentane is dried over phosphorus(V) oxide in a vacuum desiccator. The yield is 2.1 g. (91%) of very dark crystals, m.p. 189 to 192.5° (checkers report m.p. 190 to 191°). The product is sensitive to reduction by atmospheric moisture. 

Distillation of the alcoholic filtrate (Caution Note 5) under reduced pressure and in an atmosphere of nitrogen permits the isolation of an additional 8-10 g. of 3,4-dinitro-3-hexene. The blue oil boiling below 75°/20 mm. is discarded. To the undistilled residue is added 25 ml. of 95% ethanol, the resulting solution is cooled in an ice-salt bath, and the crystals are collected on a cold Buchner funnel and washed with 5 ml. of ice-cold alcohol. The combined crops of crystals are recrystallized from 80 ml. of 95% ethanol. The pure 3,4-dinitro-3-hexene separates as light-yellow needles, m.p. 31-32°, weight 50-55 g. (29-32%) (Note 6). 

Synonyms AI3-03053 Aminobenzene Aminophen Aniline oil ANL Anyvim Aromatic amine Arylamine Benzenamine Benzidam Blue oil BRN 0605631 Caswell No. 051C CCRIS 44 C.I. 76000 C.l. oxidation base 1 Cyanol EINECS 200-539-3 EPA pesticide chemical code 251400 Krystallin Kyanol NCI-C03736 Phenylamine RCRA waste number U012 UN 1547. 

Nitrosyl formate may be generated in situ by treating isopentyl nitrite with anhydrous formic acid. This reagent evidently adds to olefins such as cyclohexene, styrene, norbomene, trans-3-hexene, and 2,3-dimethylbutene to give nitrosoformates. While the first three olefins were converted into dimeric products, 2,3-dimethylbutene produced a 50-50 mixture of the monomer and the dimer (as a blue oil). The product of the reaction with trans-3-hexene contained some of the corresponding oximino formate. 

A reactor containing an ice-cooled solution of the step 2 product (19.76 mmol) dissolved in 150 ml THF was treated dropwise with -butyl lithium (2.5M in hexanes 19.76 mmol) and after 2 hours treated with pinacol boronate (21.72 mmol). The ice bath was then removed and the mixture stirred overnight at ambient temperature. The reaction was quenched with aqueous NH4CI and the mixture extracted three times with 70 ml of ethyl acetate. Combined extracts were then washed with brine, dried over MgSC>4, and concentrated. The residue was purified by column chromatography on silica eluting with petroleum ether/ethyl acetate, 9 1, respectively, and 9.52 g of product isolated as a blue oil. 

Nitroso-3-nitro-2,4-dimethyl pentane,. [(H3C)2CH]2C(N0).N02 mw 174.20, N 16.08% non-freezing blue oil, bp — dec at 54° was prepd by treating diisopropylketoxime in ether soln with N02 under cooling with exclusion of light... 

Pelletier etatee that galbanum resin has the remarkable property of yielding an indigo-blue oil when heated to from 248° to 266°. Johnston assigns the formula OwHfl Q os representing the composition of tho resin. 

After standing for one-half hour, water is added and the solution is extracted with ether. The ether solution is dried over calcium chloride and the ether is distilled. The residue is distilled under reduced pressure in an atmosphere of carbon dioxide (Note 3). Thiobenzophenone boils at 174V14 mm. it distils as a blue oil which, if pure and dry, forms beautiful blue crystals on cooling. The yield of crude product is 10-12.5 g. (50-63 per cent of the theoretical amount) (Note 4). 

Nitro-2-Nitroso-l-chloropropane, C1.CH2>-C(N02)(N0) CH3 blue oil, very unstable was... 

It has been found essential to dry the crude material immediately after filtration otherwise it changes into a blue oil after standing for a few hours,... 

About 45 Terpenes, caproic esters, blue oil (azulene and ceru-lein) Cedarwood oil, oil of turpentine. 

I5-IIO Thujone (absinthol), thujyl alcohol and its esters (acetic, isovaleric, palmitic), phellandrene, cadinene, blue oil (azulene) OU of turpentine... 

SYNS AMINOBENZENE AMNOPHEN ANIUN (CZECH) ANIUNA (ITALIAN. POUSH) ANIUNE OIL BENZENAMINE BLUE OIL C.I. 76000 HUILE d ANILINE (FRENCH) NCI-C03736 PHENYLAMINE... 

SYNS BLUE OIL GREEN OIL RAW SHALE OIL SHALE OIL (DOT) UNFINISHED LUBRICATING OIL... 

These bases are at present prepared by aniline-works in a state of great purity for instance the aniline employed in the manufacture of blue ( blue oil") is required to be chemically pure. 

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