carbylaminen.
/kɑːˈbʌɪləmiːn/, /ˌkɑːbʌɪlˈeɪmiːn/, /ˌkɑːbɪlˈeɪmiːn/, /ˈkɑːbɪləmiːn/, U.S. /ˈkɑrbələˌmin/, /ˌkɑrbəlˈæmˌin/ Chemistry.
Any organic compound containing the group —NC; = isocyanide n. at iso- comb. form 2b; spec. phenyl isocyanide, C6H5NC.
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the world > matter > chemistry > organic chemistry > amines > [noun] > named
ethylamine1849
amylamine1850
ethylia1850
petinine1850
triethylamine1850
polyamine1861
nonylamine1866
octylamine1866
carbylamine1868
tetrylamine1868
hydroxylamine1871
hydramine1877
nitrosamine1878
guanamine1881
hexamethylenetetramine1888
morpholine1889
triethanolamine1897
tropane1898
agmatine1910
tyramine1910
histamine1912
spermidine1927
monoethanolamine1929
tryptamine1929
octopamine1948
norsynephrine1952
tilorone1970
the world > matter > chemistry > organic chemistry > organic radicals > [noun] > miscellaneous named
hydrochloruret1834
spiroil1838
acetyl1840
valeryl1852
menthyl1862
vinyl1863
acyl1864
ethoxyl1866
carbylamine1868
thymyl1868
vanillyl1876
thienyl1885
thiocarbonyl1887
adenyl1889
iodonium1894
tetrazolium1895
sulphydryl1901
phytyl1911
pantoyl1942
ribosyl1945
pipsyl1946
hexanoyl1949
thiol1951
adenylyl1953
lipoyl1960
1868 Chem. News 18 Dec. 293 There are few bodies which are oxidised with so much energy as the carbylamines, M. Gautier remarks.
1887 A. M. Brown Treat. Animal Alkaloids i. iv. 36 Heated with potash and chloroform, cadaverine does not give carbylamine.
1915 R. H. A. Plimmer Pract. Org. & Biochem. 61 To the dilute solution of chloroform in water is added some alcoholic sodium hydroxide and a drop of aniline and the mixture heated. Phenyl isonitrile or carbylamine is formed.
1944 R. W. Moncrieff Chem. Senses ix. 202 The carbylamines, e.g. ethyl carbylamine, C2H5.N=C, have offensive nauseating odours.
1980 Tetrahedron 36 684 Relevant rate data..indicate that primary carbylamines react ca. 102 times faster than secondary carbylamines.
2004 Bioorganic & Medicinal Chem. Lett. 14 722/2 The known isonitrile 11 was synthesized from (R)-(+)-1-phenylethylamine, employing the phase transfer catalyzed modification of the classical Hofmann carbylamine synthesis.
Compounds
carbylamine reaction n. a reaction in which a carbylamine is formed from an amine, employed in the carbylamine test; the test itself.
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1895 Jrnl. Amer. Chem. Soc. 17 933 It is known as the ‘carbylamine reaction’ or ‘isonitrile test’.
1922 J. J. Sudborough Bernthsen's Text-bk. Org. Chem. (new ed.) ii. 66 The carbylamine reaction (see Iso-nitriles) furnishes a delicate test for the presence of chloroform.
1994 Organometallics 13 3866/2 Aryl isocyanides were prepared by a carbylamine reaction in the presence of a phase transfer catalyst.
carbylamine test n. a test for detecting primary amines by heating the substance with chloroform in a basic solution, the presence of an amine being indicated by the characteristic foul smell of an isocyanide.
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the world > matter > chemistry > organic chemistry > organic chemical tests > [noun] > others
carbylamine test1886
Liebermann–Burchard test1904
ninhydrin1913
Tollens' test1981
1886 E. F. Smith tr. V. von Richter Chem. Carbon Compounds 246 The carbylamine test of Hofmann for detection of primary amines.
1946 Nature 31 Aug. 295/2 The presence of amines by carbylamine test could not be shown.
1981 J. W. Buttle et al. Chem. (ed. 4) xxi. 459 All primary amines react with trichloromethane in alcoholic potassium hydroxide to give evil-smelling isonitriles (the carbylamine test).
This entry has been updated (OED Third Edition, December 2008; most recently modified version published online December 2021).
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n.1868