220621-22-7

Basic information

• Product Name: Pentanedioic acid, 1-[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl] ester
• Synonyms: Pentanedioic acid, 1-[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl] ester;L-MONOMENTHYLGLUTARATE;L-menthylglutaric acid; Pentanedioic acid,L-Monomenthyl glutarate;laevo-monomenthyl glutarate
• CAS NO: 220621-22-7
• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36
• Mol File: 220621-22-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 393.4±25.0 °C(Predicted)
• Appearance: /
• Density: 1.0318
• Refractive Index: 1.478
• PKA: 4.61±0.10(Predicted)
• CAS DataBase Reference: Pentanedioic acid, 1-[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl] ester(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanedioic acid, 1-[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl] ester(220621-22-7)
• EPA Substance Registry System: Pentanedioic acid, 1-[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl] ester(220621-22-7)

Safety Data

• Hazardous Substances Data: 220621-22-7(Hazardous Substances Data)

Usage

General Description

Pentanedioic acid, 1-[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl] ester, is a complex organic chemical known to as an ester derivative of pentanedioic acid. Like other esters, it is formed in a process known as esterification that involves carboxylic acid and alcohol. This particular ester comprises a pentanedioic acid (also known as glutaric acid, a five-carbon dicarboxylic acid) and a complex cyclohexyl alcohol that includes both methyl and ethyl groups. The inclusion of the (1R,2S, 5R) prefix indicates the specific stereochemistry of the cyclohexyl alcohol part, highlighting the positions and relative orientations of the methyl and ethyl groups on the cyclohexane ring. As is common with esters, this compound generally possesses characteristic properties such as being polar and often having interesting odor or flavor properties, though specific data for this particular compound may not be readily available.

InChI:InChI=1/C15H26O4/c1-10(2)12-8-7-11(3)9-13(12)19-15(18)6-4-5-14(16)17/h10-13H,4-9H2,1-3H3,(H,16,17)/t11-,12+,13-/m1/s1

Upstream product

• 108-55-4 glutaric anhydride, 
• 2216-51-5 (-)-menthol 

Downstream Products

• 106161-14-2 4-Chlorocarbonyl-butyric acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 106140-81-2 5-Oxo-hept-6-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 106140-99-2 4-(2-Vinyl-[1,3]dioxolan-2-yl)-butyric acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 

Relevant articles and documents

The effect of the position of chiral (?)-menthyl on the formation of blue phase and mesophase behavior in biphenyl-benzoate liquid crystals

Eight new chiral liquid crystal compounds 4-(4-menthyloxy-n-oxoalkanoyloxy) biphenyl-4′-yl 4-butoxybenzoates MnB4OB (n = 1–8), were prepared by modifying the position of chiral (?)-menthyl in the menthol based liquid crystal compounds through gradually increasing the alkyl chain length of the dicarboxylic spacer. All compounds were characterized by FT-IR and NMR spectroscopy in order to prove their chemical structures. Differential scanning calorimetry (DSC), polarized optical microscopy (POM) and X-ray diffraction were carried out to systematically investigate their phase transition behaviors. The position of chiral (?)-menthyl in relation to the core has a great effect on the formation of BPs and mesomorphic behaviors. Only CLCs M1B4OB and M2B4OB with short spacer chains presented blue phases. Furthermore, the length and parity of the flexible spacers have a profound influence on phase structures and phase transition behaviors. An odd-even effect is observed for these chiral liquid crystal compounds.

COOLING SENSATION AGENT COMPOSITION, SENSORY STIMULATION AGENT COMPOSITION AND USE OF THE SAME

Disclosed is a cooling sensation agent composition or sensory stimulation agent composition which contains at least one of diester compounds of dicarboxylic acid represented by the formula (1) wherein A represents CH2 or CH═CH, n represents an integer of 0 to 4 when A is CH2, or 1 when A is CH═CH, B is an alcohol residue having 10 to 18 carbon atoms and containing a para-menthane skeleton, which may have a substituent, and C is an alcohol residue having 6 to 18 carbon atoms, which may have a substituent as well as a flavor or fragrance composition, a beverage, a food product, a perfume or cosmetic product, a toiletry product, daily utensil products or groceries, a fiber, a fiber product, clothes, clothing or a medicine, wherein the cooling sensation agent composition or the sensory stimulation agent composition is compounded.

Synthetic routes to the stereoisomers of 2,4-dimethylpentane-1,5-diol derivatives

Five different routes to every stereoisomer of non-symmetric derivatives of 2,4-dimethylpentanedioic acid and/or of O-monoprotected 2,4-dimethylpentane- 1,5-diols, which are common building blocks for the total synthesis of many polypropionates, have been investigated. Alkylation of the lithium enolate of N-propanoylpseudoephedrine turned out to be the most appropriate method, in connection with the synthesis of fragment C1-C5 of amphidinolide K.