23283-97-8

Basic information

• Product Name: (+)-ISOMENTHOL
• Synonyms: 5-methyl-2-(1-methylethyl)-,[1s-(1alpha,2beta,5beta)]-cyclohexano;D-ISOMENTHOL;(+)-ISOMENTHOL;ISOMENTHOL, D-;(1S,2R,5R)-(+)-2-ISOPROPYL-5-METHYLCYCLOHEXANOL;(1S,2R,5R)-2-ISOPROPYL-5-METHYLCYCLOHEXANOL;(1S,2R,5R)-(+)-ISOMENTHOL;(1R,3S,4R)-P-MENTHAN-3-OL
• CAS NO: 23283-97-8
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.27
• EINECS: 245-554-6
• Product Categories: Biochemistry;Monocyclic Monoterpenes;Terpenes
• Mol File: 23283-97-8.mol
• Article Data: 34

Chemical Properties

• Melting Point: 77-83°C
• Boiling Point: 218-219°C
• Flash Point: 93.3°C
• Appearance: /
• Density: 0,9 g/cm3
• Refractive Index: 1.4590 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Ethanol (Sparingly), Methanol (Slightly)
• PKA: 15.30±0.60(Predicted)
• BRN: 1902291
• CAS DataBase Reference: (+)-ISOMENTHOL(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-ISOMENTHOL(23283-97-8)
• EPA Substance Registry System: (+)-ISOMENTHOL(23283-97-8)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 23283-97-8(Hazardous Substances Data)

Usage

Description

(+)-Isomenthol, also known as (+)-menthol, is an organic compound belonging to the monoterpene family. It is a naturally occurring enantiomer of menthol, which is an alcohol derived from mint oils. (+)-Isomenthol is characterized by its white to almost white semi-transparent appearance and possesses a cooling sensation when applied to the skin.

Uses

Used in Chemical Synthesis:
(+)-Isomenthol is used as a reagent in the preparation of a phosphine activator. This application is significant in the field of chemical synthesis, as phosphine activators play a crucial role in various chemical reactions, including catalysis and polymerization processes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (+)-Isomenthol is utilized for its cooling and soothing properties. It is often incorporated into medications and topical formulations to provide a refreshing sensation and alleviate discomfort associated with various skin conditions.
Used in Flavor and Fragrance Industry:
(+)-Isomenthol is also employed in the flavor and fragrance industry due to its distinct minty aroma and flavor. It is used to enhance the sensory experience of various products, such as chewing gum, toothpaste, and perfumes, by adding a refreshing and invigorating note.
Used in Cosmetics and Personal Care Products:
In the cosmetics and personal care sector, (+)-Isomenthol is valued for its cooling effect and is commonly found in products like aftershave lotions, deodorants, and creams. It helps to provide a soothing and refreshing sensation, making it an ideal ingredient for products designed to alleviate skin irritation and discomfort.

Upstream product

• 89-82-7 pulegone 
• 10458-14-7 (2R,5S)-menthone 
• 1196-31-2 (1R,4R)-(+)-isomenthone 
• 20752-34-5 neoisomenthol 
• 91-17-8 decalin 
• 64-17-5 ethanol 
• 65733-28-0 (+)-trans-piperitol 
• 7664-41-7 ammonia 
• 7732-18-5 water 
• 71-43-2 benzene 
• 64-19-7 acetic acid 
• 22472-77-1 (1S,5R)-5-methyl-2-(1-methylethyl)cyclohex-2-en-1-ol 
• 22472-79-3 (1S,5R)-5-methyl-2-(propan-2-ylidene)cyclohexanol 
• 2385-77-5 (R)-Citronellal 

Downstream Products

• 3309-12-4 (+/-)-phthalic acid mono-neomenthyl ester 
• 91898-14-5 1-Isopropyl-2-methoxymethoxy-4-methyl-cyclohexane 
• 80595-66-0 (2E,7E)-Deca-2,7,9-trienoic acid (1R,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 80595-65-9 (2E,7E,9E)-11-Methyl-dodeca-2,7,9-trienoic acid (1R,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 42411-39-2 (R)-ethyl 2-chloropropanoate 
• 55284-69-0 (1R)-Menthyl (L)-2-chloropropanoate 
• 55284-69-0 (1S)-Menthyl (L)-2-chloropropanoate 
• 89-48-5 (1R,3S,4R)-menthyl acetate 
• 89-48-5 menthyl acetate 
• 91840-42-5 (+)-isomenthol benzoate 
• 2216-51-5 (-)-menthol 
• 2216-52-6 Neomenthol 
• 10458-14-7 Menthone 
• 89-83-8 thymol 

Relevant articles and documents

Continuous synthesis of menthol from citronellal and citral over Ni-beta-zeolite-sepiolite composite catalyst

One-pot continuous synthesis of menthols both from citronellal and citral was investigated over 5 wt% Ni supported on H-Beta-38-sepiolite composite catalyst at 60–70 °C under 10–29 bar hydrogen pressure. A relatively high menthols yield of 53% and 49% and stereoselectivity to menthol of 71–76% and 72–74% were obtained from citronellal and citral respectively at the contact time 4.2 min, 70 °C and 20 bar. Citral conversion noticeably decreased with time-on-stream under 10 and 15 bar of hydrogen pressure accompanied by accumulation of citronellal, the primary hydrogenation product of citral, practically not affecting selectivity to menthol. A substantial amount of defuctionalization products observed during citral conversion, especially at the beginning of the reaction (ca. 1 h), indicated that all intermediates could contribute to formation of menthanes. Ni/H-Beta-38-sepiolite composite material prepared by extrusion was characterized by TEM, SEM, XPS, XRD, ICP-OES, N2 physisorption and FTIR techniques to perceive the interrelation between the physico-chemical and catalytic properties.

Continuous flow synthesis of menthol: Via tandem cyclisation-hydrogenation of citronellal catalysed by scrap catalytic converters

A continuous flow synthesis of menthol starting from citronellal catalysed by scrap catalytic converters is reported. The reaction was conducted in a tandem system connecting in series two catalytic systems, with the first having Lewis acid properties (favouring the cyclisation of citronellal to isopulegols) and the second having hydrogenation catalytic activity (catalysing the hydrogenation of isopulegols to menthols). A Lewis acid catalyst was prepared by supporting iron oxide nanoparticles over a waste material, i.e. the ceramic core of scrap catalytic converters (SCATs) via a microwave assisted method. Most importantly, SCATs, containing a low residual noble metal content, could be directly employed in the second step as hydrogenation catalysts. The reaction was performed studying the influence on the yield and selectivity to (-)-menthol of various reaction parameters (T, p and flow rate). Under the best reaction conditions (at a flow rate of 0.1 mL min-1 and at 373 K and 413 K for cyclisation and hydrogenation steps respectively) a conversion of >99% of (+)-citronellal to (-)-menthol with 77% final yield was achieved.

BENZO[H]QUINOLINE LIGANDS AND COMPLEXES THEREOF

The present invention provides substituted tridentate benzo[h]quinoline ligands and complexes thereof. The invention also provides the preparation of the ligands and the respective complexes, as well as to processes for using the complexes in catalytic reactions.