Skip to main content

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

Buy Article:

$29.00 plus tax (Refund Policy)

Abstract:

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

DOI: http://dx.doi.org/10.1366/0003702934066901

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

Publication date: June 1, 1993

More about this publication?
sas/sas/1993/00000047/00000006/art00001
dcterms_title,dcterms_description,pub_keyword
6
5
20
40
5

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
X
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