547-61-5

Basic information

• Product Name: (-)-TRANS-PINOCARVEOL
• Synonyms: (1S,3R,5S)-6,6-DIMETHYL-2-METHYLENEBICYCLO[3.1.1]HEPTAN-3-OL;[1S-(1alpha,3alpha,5alpha)]-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol;(-)-TRANS-PINOCARVEOL 96+%;(1S,3R,5S)-2-Methylene-6,6-dimethylbicyclo[3.1.1]heptane-3-ol;(1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3α-ol;[1S,3R,5S,(-)]-Pin-2(10)-en-3-ol;(1S,5S)-6,6-dimethyl-2-methylene-norpinan-3-ol;(1S,5S)-7,7-dimethyl-4-methylidene-bicyclo[3.1.1]heptan-3-ol
• CAS NO: 547-61-5
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23
• EINECS: 208-927-4
• Mol File: 547-61-5.mol
• Article Data: 33

Chemical Properties

• Melting Point: 5 °C
• Boiling Point: 217.5°Cat760mmHg
• Flash Point: 90.1°C
• Appearance: milky white/liquid
• Density: 0.979 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0283mmHg at 25°C
• Refractive Index: n20/D 1.500
• PKA: 14.91±0.40(Predicted)
• BRN: 5730571
• CAS DataBase Reference: (-)-TRANS-PINOCARVEOL(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-TRANS-PINOCARVEOL(547-61-5)
• EPA Substance Registry System: (-)-TRANS-PINOCARVEOL(547-61-5)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• F: 9-23
• Hazardous Substances Data: 547-61-5(Hazardous Substances Data)

Usage

Description

(-)-TRANS-PINOCARVEOL is an allyl alcohol derived from the allylic oxidation of β-pinene using hydrogen peroxide-selenium dioxide or from the isomerization of α-pinene oxide over zirconium oxide. It is a naturally occurring organic compound with a unique chemical structure and properties.

Uses

Used in Pharmaceutical Industry:
(-)-TRANS-PINOCARVEOL is used as an active pharmaceutical ingredient for its potential therapeutic applications. Its chemical properties make it a promising candidate for the development of new drugs targeting various health conditions.
Used in Flavor and Fragrance Industry:
(-)-TRANS-PINOCARVEOL is used as a key component in the synthesis of various fragrances and flavors due to its distinct and pleasant odor. It contributes to the creation of natural and complex scents in the perfumery and flavor industries.
Used in Agrochemical Industry:
(-)-TRANS-PINOCARVEOL is used as a component in the development of agrochemicals, such as pesticides and insecticides. Its unique chemical properties allow it to be an effective tool in controlling pests and improving crop yields.
Used in Chemical Synthesis:
(-)-TRANS-PINOCARVEOL serves as an intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its versatile structure makes it a valuable building block for creating new molecules with specific functions and applications.
Used in Research and Development:
(-)-TRANS-PINOCARVEOL is used as a research compound for studying its chemical properties, reactivity, and potential applications in various fields. It helps scientists and researchers gain a deeper understanding of its structure and how it can be utilized in the development of new products and technologies.

InChI:InChI=1/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7-,8+,9+/m0/s1

Upstream product

• 17004-05-6 3-amino-β-pinene 
• 80-56-8 Pinene 
• 515-00-4 myrtenol 
• 58434-29-0 myrtenyl hydroperoxide 
• 22321-84-2 pinocarveyl hydroperoxide 
• 22321-84-2 trans-pinocarveyl hydroperoxide 
• 1686-14-2 α-pinene epoxide 
• 177698-19-0 Beta-pinene 
• 7785-26-4 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene 
• 25488-94-2 5,7,7-trimethyl-3-oxa-tricyclo[4.1.1.0^2,4]octane 
• 50-00-0 formaldehyd 
• 18172-67-3 beta-pinene 

Downstream Products

• 18172-67-3 (?)-β-pinene 
• 7785-26-4 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene 

Relevant articles and documents

Design of stable mixed-metal MIL-101(Cr/Fe) materials with enhanced catalytic activity for the Prins reaction

This work highlights the benefit of designing mixed-metal (Cr/Fe) MOFs for enhanced chemical stability and catalytic activity. A robust and stable mixed-metal MIL-101(Cr/Fe) was prepared through a HF-free direct hydrothermal route with Fe3+ content up to 21 wt%. The incorporation of Fe3+ cations in the crystal structure was confirmed by 57Fe M?ssbauer spectrometry. The catalytic performance of the mixed metal MIL-101(Cr/Fe) was evaluated in the Prins reaction. MIL-101(Cr/Fe) exhibited a higher catalytic activity compared to MIL-101(Cr), improved chemical stability compared to MIL-101(Fe) and a higher catalytic activity for bulky substrates compared to MIL-100(Fe). In situ infra-red spectroscopy study suggests that the incorporation of Fe3+ ions in MIL-101 structure leads to an increase in Lewis acid sites. It was thus concluded that the predominant role of Cr3+ ions was to maintain the crystal structure, while Fe3+ ions enhanced the catalytic activity.

Solvent and additive-free selective aerobic allylic hydroxylation of β-pinene catalyzed by metalloporphyrins

Metallodeuteroporphyrins (MDPs) were employed as the catalysts for aerobic oxidation of β-pinene in absence of solvents and additives. Allylic hydroxylation products were found to be the main products from this protocol. The catalytic activity of MDPs with different metal nuclei and the influences of technological conditions on this reaction were investigated. This catalytic system has bright application prospect since only eco-friendly and readily available dioxygen were needed.

Beta-pinene selective hydroxylation oxidation method and product thereof

The invention discloses a beta-pinene selective hydroxylation oxidation method and a product thereof. The beta-pinene selective hydroxylation oxidation method uses ordinary-pressure oxygen or oxygen-enriched air as an oxidant, uses metal porphyrin or their solid carriers as a catalyst and is performed in the absence of an additional solvent or a co-oxidation reducer, and the beta-pinene hydroxylation oxidation product is obtained by means of the method in a high-selectivity mode. Main oxidation products include pinocarveol, 2,10-epoxy pinane and myrtenol, wherein the overall selectivity of the hydroxylation oxidation products 1 and 3 is above 90%. The usage amount of the catalyst used in method is small, a reaction process is simple, the temperature is low, the initiation rate is high, the selectivity is good, homogeneous catalysis can be achieved, and heterogeneous catalysis can also be performed after immobilization.