Cis-methyl 2-hydroxycyclohexanecarboxylate(cas: 936-03-8) belongs to esters. They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils. They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market.Recommanded Product: Cis-methyl 2-hydroxycyclohexanecarboxylate
《Intramolecular hydrogen bonds. V. Aliphatic hydroxy carboxylates》 was published in Bulletin of the Chemical Society of Japan in 1965. These research results belong to Mori, Nobuo; Omura, Satoshi; Kobayashi, Norihiko; Tsuzuki, Yojiro. Recommanded Product: Cis-methyl 2-hydroxycyclohexanecarboxylate The article mentions the following:
cf. CA 63, 17169d. The ir spectra of a number of hydroxy carboxylates in CCl4 were measured and the bands were explained on the basis of the possible rotational isomers around the Cα-O axis, as shown in I, II, IIIa, and IIIb and their mirror images. The aliphatic esters studied are of the type R1R2C(OH)(CH2)n-1CO2R (IV) (n, R1, R2, and R given): 1, H, H, Et (IVa); 1, Me, H, Me (IVb) (b46 68°); 1, Me, H, Et (IVc); 1, Me, H, iso-Pr (IVd) (b40 74°); 1, Me, Me, Et (IVe); 2, H, H, Me (IVf) (b15 74°); 2, H, H, Et (IVg); 2, Me, H, Me (IVh) (b13 67°); 2, Me, H, Et (IVi); 2, Me, Me, Me (IVj) (b15 67°); 3, Me, H, Et (IVk) (b2 85-7°); 5, H, H, Et (IVl) (b20 138°); 6, H, H, Et (b15 145°); 8, H, H, Et (b2 131-2°); 9, H, H, Et; 10, H, H, Et. The following cyclic esters (V) were studied (R and position of OH given): Me, 1 (Va) (b10 87°, n25D 1.4585); Me, cis-2 (b14 103°, n25D 1.4637); Et, cis-2; Me, trans-2 (b14 112.5°, n25D 1.4634); Et, trans-2; Me, cis-3 (Vb) (b5 113-15°, n25D 1.4658); Me, trans-3 (b6 111-12° n25D 1.4657); Me, cis-4 (Vc) (b12 128°, n25D 1.4684); Me, trans-4 (b12 125°, n25D 1.4669). The α-OH esters IVa-e and Va showed a strong band due to H bonding with carbonyl oxygen (form I) and a weak one due to H bond with ether oxygen (form II). The frequency of the latter band decreased with increasing number of Me groups attached to the α-carbon atom. The ratio of the absorbance of the weak band to that of the strong band (Dw/Ds) was substantially constant in α-esters, but decreased as the alc. alkyl portion of the ester group increased in bulk or in the number of C atoms. The relatively high ratio for Va was explained in terms of possible steric repulsion between the axial H on C-2 and C-6 and the alkoxy group. Of the β-OH esters studied, IVf and IVg showed bands corresponding to forms I, IIIa and IIIb, while IVh-j showed bands corresponding to forms I, II and a mixture of IIIa and IIIb. The Me group on the β-carbon atom sterically serve to make the OH and the ester group closer together; the non-bonded forms IIIa and IIIb decrease in proportion, and the form II comes into existence. IVk and IV1 showed 3 bands corresponding to forms I, IIIa, and a mixture of IIIa and IIIb. Higher ω-hydroxy esters formed no H-bonding. The absence of H-bonding in Vc was due to the instabilization resulting from assuming the boat or twist conformation. The orientation of the ester group in its 1,3-diaxial chair conformation is unfavorable for H-bonding in Vb. Comparison of the H-bonding frequencies of the hydroxy esters with α,ω-alkanediols and ω-methoxy alkanols of the series RO(CH2)nOH, where R = Me or H, indicated, the frequency corresponding to form I in esters was much lower, but for form II, it was higher than those of the other series, when the number of members in a ring to be formed through H bonding was equal to 5. When the ring consists of six members or more, the frequencies for forms I and II of the esters were higher than those of both the alkanol series. The experimental part of the paper was very detailed, including the reaction process of Cis-methyl 2-hydroxycyclohexanecarboxylate(cas: 936-03-8Recommanded Product: Cis-methyl 2-hydroxycyclohexanecarboxylate)
Cis-methyl 2-hydroxycyclohexanecarboxylate(cas: 936-03-8) belongs to esters. They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils. They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market.Recommanded Product: Cis-methyl 2-hydroxycyclohexanecarboxylate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics