Detail of "19283-70-6"

CAS Number:
19283-70-6
Name:
Benzaldehyde,2-hydroxy-3,4-dimethoxy-
Molecular Structure:
Formula:
C₉H₁₀O₄
Molecular Weight:
182.1733
Synonyms:
Veratraldehyde,2-hydroxy- (8CI);2-Hydroxy-3,4-dimethoxybenzaldehyde;3,4-Dimethoxysalicylaldehyde;3,4-Dimethoxy-2-hydroxybenzaldehyde;
EINECS:
242-936-4
Density:
1.234 g/cm³
Boiling Point:
289.7 °C at 760 mmHg
Flash Point:
114.5 °C

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Spin-spin coupling between hydroxyl and aldehydic protons in some salicylaldehyde derivatives: Spin-spin coupling between hydroxyl and aldehydic protons in some salicylaldehyde derivatives. Correlation with the hydroxyl proton chemical shift. Schaefer, Ted; Sebastian, Rudy; Laatikainen, Reino; Salman, Salman R. (Dep. Chem., Univ. Manitoba, Winnipeg, MB R3T 2N2, Can.). Can. J. Chem., 62(2), 326-31 (English) 1984. CODEN: CJCHAG. ISSN: 0008-4042. DOCUMENT TYPE: Journal CA Section: 22 (Physical Organic Chemistry) 1H NMR spectral parameters are reported for o-HOC6H4CHO (I) and 15 of its derivs. in dil. CCl4 solns. In those compds. contg. sufficiently large substituents ortho to either functional group or in which substituents enhance the charge d. in the C:O group, a pos. spin-spin coupling is obsd. 19283-70-6 and 37942-07-7 are also in the experiment. between the 2 side-chain protons. This coupling, formally over 5 bonds, correlates with the chem. shift of the OH proton. The coupling mechanism is discussed from various viewpoints. STO-3G MO calcns. give an optimized planar structure for I, with nonplanar structures being less stable. The energy of the H bond in I is ~30 kJ/mol, and increases to 36 kJ/mol in the 4,6-dimethoxy deriv. Other small, long-range spin-spin coupling consts. in these compds. are also discussed. .