7429-34-7

Upstream product

• 2270-61-3 4-methyl-3,4-dihydro-2H-pyran 
• 331-58-8 2-Butoxy-3,4-dihydro-4-methyl-2H-pyran 
• 7429-34-7 trans-2-hydroxy-4-methyltetrahydropyran 
• 7429-34-7 cis-2-hydroxy-4-methyltetrahydropyran 

Downstream Products

• 92038-28-3 Opt.-inakt. Bis-<4-methyl-tetrahydro-pyranyl-(2)>-aether 
• 7429-34-7 cis-2-hydroxy-4-methyltetrahydropyran 
• 7429-34-7 trans-2-hydroxy-4-methyltetrahydropyran 

Relevant academic research and scientific papers

EXPERIMENTAL STUDIES OF THE ANOMERIC EFFECT. PART I. 2-SUBSTITUTED TETRAHYDROPYRANS.

Variable temperature (1)H and (13)C n.m.r. studies in CFCl3/CDCl3 of equilibria in 2-substituted- and 2-substituted-4-methyl-tetrahydropyranes have given conformational enthalpy differences and conformational entropy differences for chloro, methoxy, hydroxy and methylamino substituents.For ΔHoa->e, the values obtained, in kcal /mol, were 1.67 (Cl), 0.03 (OCH3), -0.63 (OH) and -1.75 (NHCH3); for ΔSoa->e the values obtained, in cal K-1mol-1 were -1.69 (Cl), -2.52 (OCH3), -2.50 (OH) and -0.60 (NHCH3).The trend in ΔHo values confirms the importance of antiperiplanar n-?* stabilisation as a contributor to the explanation of the anomeric effect, and supports a suggestion that endo- and exo-anomeric effects which occur in the same conformation are competitive.A variable temperature (13)C n.m.r. study of (Me-(13)C)-4-methyl-tetrahydropyran in CD2Cl2 has given a conformational enthalpy difference (ΔHoa->e) of -1.86 kcal/mol and a conformational entropy difference (ΔSoa->e) of -0.07 cal K-1mol-1 for a methyl substituent at the 4-position of a tetrahydropyran.