Volume 1

Watts' dictionary of chemistry / revised and entirely rewritten by H. Forster Morley and M.M. Pattison Muir ; assisted by eminent contributors.

  • Henry Watts
Date:
1888-1894
Catalogue details

Licence: Public Domain Mark

Credit: Watts' dictionary of chemistry / revised and entirely rewritten by H. Forster Morley and M.M. Pattison Muir ; assisted by eminent contributors. Source: Wellcome Collection.

    668/800 page 642
    (Linnemann a. Zotta, A. 162, 3). — 3. From nitrobutane, Sn and HC1 (Ziiblin, B. 10, 2083). Properties.—Miscible with water; dissolves freshly ppa. Cu(OH)2 and Ag20. Reduoes alka- line solutions of copper, silver, and mercury. Nitrous acid converts it into sec-butyl alcohol.— Platino-chloride (B'.HCl)2PtCl4: yellow crystalline plates, m. sol. cold water. Primary isobutyl-amine Pr.CH.,.NH.„ (68°) (R. Schiff, B. 19, 565). S.G. 12 -736. S.V. 106-16 (S.). H.F. p. 38,460. H.F. v. 35,560 (Th.). Formation.—1. By distilling potassium iso- butyl sulphate with potassium cyanate and treat- ing the product with KOH (Wurtz, A. 93, 124 ; Linnemann, A. 162, 23).—2. By heating iso- butyl bromide with alcoholic NH:I and separating the mono-, di-, and tri- butylamines by oxalic ether (Reimer, B. 3, 756; Hughes a. Romer, B. 7, 511; Malbot, C. R. 104, 63, 228). On heating isobutyl chloride with ammonia (molecular pro- portions) in isobutyl alcoholic solution or in aqueous solution very nearly similar results are obtained; namely one part of mono-butyl- amine, four of di-, and five parts of tri-butyl- amines (M.).—3. Formed, together with di- and tri- isobutylamine, by heating isobutyl-alcohol with ammoniacal ZnCl2 at 260°-280° ; the yield of mixed bases amounts to 50-70 p.c. of the alcohol used (Merz a. Gasiorowski, B. 17, 623). 4. By reducing nitro-isobutane (Demole, A. 175, 142).—5. A mixture of equal mols. of valer- amide (ordinary) and bromine is run into an excess of a 10 p.c. solution of KOH at 60°; the yield is 90 p.c. (Hofmann, B. 15, 769). Salts.—B'HCl. [160°]. S. 133 at 15°.— (B'HCl)2PtCl4: microscopic rhombic tablets.— B'HAuG14.—S u 1 p h a t e : cauliflower-like groups of needles, not deliquescent. Secondary butyl-amine CH3.CH2.CH(NH2).CH3. (63°). From dilute H2SO, and sec-butyl thio-carbimide (from vola- tile oil of scurvy-grass) (Reyman, B. 7, 1289). Also from the iodide or cyanate (Hofmann, B. 7, 513).—B'2H2PtCl6. Tertiary butyl-amine Me.,CNH., (46° cor.). 5. G. 2 -7155; n -7004. C.E. (0°'-7-8°) -0014. Formed together with isobutylamine by the successive action of silver cyanate and aqueous KOH on isobutyl iodide. Colourless ammoniacal liquid, attacks indiarubber and cork. Miscible with water, but separated by K2C03 or KOH from its solution (Brauner, A. 192, 72; of. Linnemann, A. 162, 19 ; Hofmann, B. 7, 513). Salts.—B'HCl melts at [270°-280°] and boils soon after. On solidifying it increases greatly in bulk.—(B'HCl)2PtCl4. Large mono- clinic prisms (from alcohol).—B'HI.—B'IIN03. Sulphate: six-sided prisms, not deliquescent. Di-n-butyl - amine (Pr.CH2)2NH. (160°). Formed, together with n-butylamine, by treating butyl cyanate with KOH (Lieben a. Rossi, A. 158, 175). Converted by nitrous acid into primary and secondary n-butyl alcohols and n-butylene (Meyer, B. 10, 130).—B'2H2PtCla. Nitroso- derivative (C,H„)2N.NO. (236°cor.). Di-iso-butyl-amine (Pr.CH2)2NH. (137°). Formed, together with mono- and tri- iso-butyl- amine, by heating iso-butyl alcohol with am- moniacal ZnCl2 at 260°-280°. The secondary amine is isolated from the mixture of basos (which amounts to 50-70 p.c. of the alcohol used) by means of its nitrosamine (Merz a. Gasiorowski, B. 17, 623). Prepared by heating iso-butyl iodide or bromide with alcoholic NH3 to 150° (Ladenburg, B. 12, 948). Butyl iodide (1 mol.) in the cold acts upon di-isobutylamine (1 mol.) forming di-isobutylamine hydrochloride and free tri-iso-butylamine (M.). Salts.—B'HCl: plates or scales. S. 62'5 at 15°; S. (ether) -07 at 15°; S. (alcohol) -06 at 14° (Malbot, G. R. 104, 366). — B'2H2PtCl6. — B'HC1AuC13. Yellow tables, sparingly soluble in cold water. Nitroso- derivative N(NO)(C4H9)2. [0°]. (213°-216°). Oil. Prepared by the action of KN02 on a solution of di-isobutylamine hydro- chloride. Tertiary di - butyl-amine (C4H9)2NH i.e. (CMe3)2NH. From tertiary butyl iodide and tertiary butylamine at 50°. But above 70° iso- butylene is given off : C,H,,NH.. + C,H„I = C4H8 + C4HgNH,,HI (Rudnew, Bl. [2] 33, 299). Salt.—B'HI. Very soluble in water and alcohol. Converted by potash, or even boiling water, into tertiary butylamine. Tri-n-butyl-amine (C4H,,)3N. Mol. w. 185. (c. 213° cor.). S.G. 2 -791; ?° -778. From 71- butyl iodide and NH.t (Lieben a. Rossi, A. 165, 115).—B'2H2PtCl6. n-Butylo-iodide (C4H9)4NI : plates (Lie- ben a. Rossi, A. 165,113). Tri - isobutyl - amine (PrCH2)3N. (185°). S.G. || ‘785 (Sachtleben, B. 11, 733). Formed, together with mono- and di- iso-butylamine, by heating isobutyl alcohol with ammoniacal ZnCl2 at 260°-280°. The tertiary amine is isolated from the mixture of bases (yield 50-70 p.c. of the alcohol) by means of its sparingly soluble ferrocyanide (Merz a. Gasiorowski, B. 17, 623). Also from di-iso-butylamine and isobutyl bro- mide. Also from isobutyl iodide (1 mol.) and NH3Aq (1 mol.) at 160° (Malbot, C. R. 105, 575). Does not mix with water. With isobutyl bro- mide it gives off butylene and forms tri-iso- butylamine hydrobromide (Reimer, B. 3, 757). Isobutyl iodide (1 mol.) at 180° forms hydriod- ides of di- and tri-isobutylamine and butylene (M.). Isobutyl chloride (1 mol.) at 170° gives pure di-isobutylamine hydrochloride and butyl- ene. Salts.—B',HC1, B',HN03 and B'2,H.>S04 are extremely soluble.—(B'HCl)2PtCl4 orange plates, sol. hot water.—B'HClAuCl,, : amorphous, insol. water. Tort - BUTYL - tert - AMYL - AMINE (C^i^CjHuJNH. The iodide of this base is formed by the slow action of tertiary amyl iodide on tertiary butylamine in the cold. It is very unstable, being decomposed by solution in water (?) (Rudneff, Bl. [2] 33, 297). n - BUTYL - ANILINE C10H15N i.e. C0H;,.NHC4H„. (235° at 720°). Colourless oily fluid. Easily volatile with steam. Salts.—B'HCl: very soluble white needles. —B'IINO.,x : easily soluble.—B'2H2S04x : easily soluble fine white needles. Acetyl derivative C^H-.N^HJAc: (274°) at 718 mm., colourless fluid. Nitrosamine C„HvN(C,H„)NO: yellow fluid; easily soluble in alcohol and ether, in- soluble in water (Kahn, B. 18, 3365).
    digitised image 1
    digitised image 2
    digitised image 3