Skip to main content

Infrared Study of Alkyl Isothiocyanates in Carbon Tetrachloride and/or Chloroform Solutions

Buy Article:

$29.00 plus tax (Refund Policy)


The v asym. NCS frequencies for alkyl isothiocyanates occur at higher frequency in CHCI3 or CDCl3 solution than in CCl4 solution. The v asym. NCS mode increases in frequency as the mole % CHCl3/CCl4 increases. The v asym. NCS mode for butyl isothiocyanate occurs at an exceptionally high frequency, and this result is explained in terms of the formation of a pseudo-six-membered intramolecularly hydrogen-bonded ring. The v asym. NCS mode for alkyl isothiocyanates are corrected for Fermi resonance (FR), with the exception of the propyl analog. The propyl analog appears to have three other modes in FR with v asym. NCS, and an equation has not yet been developed to correct for FR in this case. The unperturbed v asym. NCS frequencies for alkyl isothiocyanates decrease in the alkyl order: methyl, butyl, ethyl, and tert-butyl. The decrease in frequency of v asym. NCS in the order methyl, ethyl, and tert-butyl isothiocyanate is attributed to weakening of the N=C=S bonds due to σ electron donation of each alkyl group. In the case of the butyl analog, the σ electron donation is partially compensated for by the postulated existence of a pseudo-six-membered hydrogen-bonded ring.

Keywords: Infrared; Solvent/solute studies

Document Type: Research Article


Affiliations: Analytical Sciences and Laboratory, 1897F Building, Dow Chemical Company, Midland, Michigan 48667

Publication date: June 1, 1993

More about this publication?

Access Key

Free Content
Free content
New Content
New content
Open Access Content
Open access content
Subscribed Content
Subscribed content
Free Trial Content
Free trial content
Cookie Policy
Cookie Policy
ingentaconnect website makes use of cookies so as to keep track of data that you have filled in. I am Happy with this Find out more