Infrared Matrix Isolation Study of Acetone and Methanol in Solid Argon

Abstract

The infrared absorption spectra of acetone and methanol mixtures have been investigated in a solid argon matrix at 9 K. A number of intramolecular complex bands were observed both in the acetone and methanol fundamental regions. From the concentration dependence of the infrared spectral pattern, acetone and methanol seemed to form a 1:1 binary complex. Noticeable red-shifts of the CO stretching mode of acetone as well as the OH stretching mode of methanol suggest that the two molecules are bound mainly through a H-bond between the carbonyl oxygen and the hydroxyl hydrogen atoms. A relatively weaker H-bonded interaction appeared also to act between the oxygen atom of methanol and a hydrogen atom of acetone. This view was found to be consistent with ab initio SCF, MP2, and DFT level computations. The most stable structure calculated was found to possess those two kinds of H-bonds, assuming a planar six-membered ring-like structure.

C−H Stretch Modes as a Probe of H-Bonding in Methanol-Containing Clusters

“…At small concentrations of methanol in acetone (x(acetone) > 0.95) the OH stretch region of methanol (not shown) has shifted from a broad absorption centered at 3340 cm -1 to a much narrower band centered at 3507 cm -1 , characteristic of a donor methanol in a CH 3 OH‚‚‚ OdC(CD 3 ) 2 H-bond. This is close to the OH stretch fundamental assigned to the CH 3 OH-acetone complex in an Ar matrix (3518 cm -1 ) 35 and provides strong evidence that most methanols in the dilute methanol/acetone solutions are involved in H-bond donation to acetone (i.e., as D methanols). Consistent with this transformation from AD to D, the ν 2 and ν 3 C-H stretch frequencies shift asymptotically (Figure 6b) to values 7.4 and 4.2 cm -1 , respectively, below their positions in pure liquid methanol (-30.4 and -14.9 cm -1 below their gas-phase values).…”

Hydrogen-bond structures in poly(2-hydroxyethyl methacrylate): Infrared spectroscopy and quantum chemical calculations with model compounds

“…Hydrogen-bond structures in MeOH [25,26] and those between MeOH and acetone [27] have already been reported. MA has been taken as a simple QCC model for an ester group on poly(acrylate)s side chain [28,29].…”

“…Assignments of the O-H stretching bands of MeOH have been discussed from IR spectroscopy [26], matrix isolation IR spectroscopy [27], QCC [25], etc. It should be noted that CCl 4 has no IR absorption in the region.…”

Hydrogen-bonded complexes of acetylene and acetonitrile: A matrix isolation infrared and computational study

“…Studies of hydrogen-bonded complexes, both experimental and theoretical, are of considerable interest [1][2][3][4][5][6][7][8][9][10][11][12][13][14]. The conventional hydrogen bond (H-Bond) where an XAH bond interacts with Y is represented by XAHÁ Á ÁY.…”