Menthyl formate - CAS 2230-90-2
Catalog number: 2230-90-2
Category: Main Product
Molecular Formula:
C10H19CO2H
Molecular Weight:
184.27
COA:
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Purity:
95%
Appearance:
straw yellow to yellow liquid
Synonyms:
menthyl formate; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, formate; 5-Methyl-2-(1-methylethyl)cyclohexanol formate; Formic acid 2-isopropyl-5-methylcyclohexyl ester; Menthol formate; (5-Methyl-2-isopropylcyclohexyl) formate
MSDS:
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Boiling Point:
229.2ºC at 760 mmHg
Density:
0.93 g/cm3
InChIKey:
XEYZAKCJAFSLGZ-UHFFFAOYSA-N
InChI:
InChI=1S/C11H20O2/c1-8(2)10-5-4-9(3)6-11(10)13-7-12/h7-11H,4-6H2,1-3H3
Canonical SMILES:
CC1CCC(C(C1)OC=O)C(C)C
1.Volatile compounds and sensory analysis of both harvests of double-cut Yakima peppermint (Mentha piperita L.).
Chen MZ1, Trinnaman L, Bardsley K, St Hilaire CJ, Da Costa NC. J Food Sci. 2011 Sep;76(7):C1032-8. doi: 10.1111/j.1750-3841.2011.02328.x.
North American peppermint oils are widely regarded as some of the most superior peppermint oils commercially available. Amongst them is Yakima double-cut peppermint oil (Mentha piperita L.). It has an aroma described as strong, refreshing, minty, slightly creamy, and very herbaceous with some of the most desirable flavor notes among peppermint oils. The peppermint is grown in the Yakima Valley of Washington State, USA. As one of the most northerly grown peppermints with longer days, it is unique as there are 2 harvests of the mint leaves in one season. For this study, samples of fresh and dried (hay) leaves were collected from both harvests; 1st cut, July and 2nd cut, September. Steam-distilled oils were produced from each harvest and analyzed by gas chromatography-mass spectrometry to give detailed profiles. The aroma and taste sensory attributes of each oil were evaluated. In addition, menthyl formate has previously been reported only once in the literature, but not as definitively as required by current flavor-regulatory bodies for use as a natural flavoring ingredient.
2.Chirality and the origin of life: in situ enantiomeric separation for future space missions.
Rodier C1, Laurent C, Szopa C, Sternberg R, Raulin F. Chirality. 2002 Jun;14(6):527-32.
Two different methods of derivatization were studied in order to select and optimize one for the in situ enantiomeric separation of amino acids present in Martian samples. The method, using DMF-DMA [N,N-dimethylformamide dimethyl acetal], is simple and easily automated. However, byproducts of the reaction interfere in the gas chromatograms and mass spectrometry detection is needed for in situ analysis. The chloroformate derivatization has several advantages, including the use of achiral robust capillary column, room temperature reaction, and short analysis. The choice of the definitive derivatization method will depend on the energy and time devoted to the analysis of amino acids in the next Mars exploration missions.
3.Chiral separation of beta-blockers after derivatization with (-)-menthyl chloroformate by reversed-phase high performance liquid chromatography.
Kim KH1, Choi PW, Hong SP, Kim HJ. Arch Pharm Res. 1999 Dec;22(6):608-13.
Optimum conditions of chiral derivatization reaction of beta-blockers acebutolol, arotinolol, beta-xolol, bisoprolol, celiprolol, metoprolol and pindolol) with (-)-menthyl chloroformate were investigated for the resolution by HPLC. With more than 30 times molar excess of (-)-menthyl chloroformate chiral derivatization reactions were completed within one hour at room temperature except arotinolol and celiprolol. Diastereomeric derivatives of beta-blockers were well resolved on the ODS column using acetonitrile-methanol-water as a mobile phase.
4.Enhancement in skin permeation of 5-aminolevulinic acid using l-menthol and its derivatives.
Tokuoka Y1, Suzuki M, Ohsawa Y, Ochiai A, Ishizuka M, Kawashima N. Drug Dev Ind Pharm. 2008 Jun;34(6):595-601. doi: 10.1080/03639040701831850 .
Enhancing effect of l-menthol and its derivatives, l-menthyl formate, l-menthyl acetate, and l-menthyl propionate, on skin permeation of 5-aminolevulinic acid (ALA) through Yucatan micropig full-thickness skin was investigated using a Franz-type diffusion cell. ALA solutions were prepared using ethanol-water mixed solvents with l-menthol or the derivative. Skin permeation coefficients (Kp) of ALA with more than 3.0 wt% of l-menthol was significantly larger than that without l-menthol. In addition, Kp of ALA with the derivative increased as follows: l-menthol approximately l-menthyl propionate < l-menthyl formate < l-menthyl acetate. These results suggest that l-menthol and the derivative are effective to enhance ALA skin permeation.
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