5947-36-4

Basic information

• Product Name: PINOCARVEOL
• Synonyms: 6,6-dimethyl-2-methylene-Bicyclo[3.1.1]heptan-3-ol;6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol;Bicyclo[3.1.1]heptan-3-ol, 6,6-dimethyl-2-methylene-;PINOCARVEOL;2(10)-PINEN-3-OL;FEMA 3587;2-Methylene-6,6-dimethylbicyclo[3.1.1]heptane-3-ol;4-Methylene-6,6-dimethylbicyclo[3.1.1]heptane-3-ol
• CAS NO: 5947-36-4
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23
• EINECS: 227-705-8
• Mol File: 5947-36-4.mol
• Article Data: 33

Chemical Properties

• Melting Point: 7 °C
• Boiling Point: 718.4°C at 760 mmHg
• Flash Point: 388.3°C
• Appearance: /
• Density: 1.329g/cm³
• Vapor Pressure: 1.73E-20mmHg at 25°C
• Refractive Index: 1.625
• PKA: 14.91±0.40(Predicted)
• Water Solubility: 1.22g/L at 24℃
• CAS DataBase Reference: PINOCARVEOL(CAS DataBase Reference)
• NIST Chemistry Reference: PINOCARVEOL(5947-36-4)
• EPA Substance Registry System: PINOCARVEOL(5947-36-4)

Safety Data

• Hazardous Substances Data: 5947-36-4(Hazardous Substances Data)

Usage

Description

PINOCARVEOL, also known as 2(10)-Pinen-3-ol, is a pinane monoterpenoid with a chemical structure characterized by a bicyclo[3.1.1]heptane substituted by two methyl groups at position 6, a methylidene group at position 2, and a hydroxy group at position 3. It is known for its warm, woody, balsamic, slightly piney, and fennel-like odor. PINOCARVEOL can be found in various natural sources such as grapefruit peel oil, bilberries, black currant (buds), ginger, Scotch spearmint oil, pepper, Thymus vulgaris L., hop oil, cognac, myrtle leaf, and Roman chamomile.

Uses

1. Used in Flavor and Fragrance Industry:
PINOCARVEOL is used as a flavoring agent for its camphoraceous, woody, pine-like taste with fresh, cooling minty undernotes. It is particularly suitable for enhancing the flavor of beverages, confectionery, and other food products.
2. Used in Aromatherapy:
PINOCARVEOL is used as an essential oil in aromatherapy for its warm, woody, balsamic, and slightly piney aroma. It can help create a relaxing and soothing atmosphere, promoting mental well-being and stress relief.
3. Used in Perfumery:
PINOCARVEOL is used as a fixative in the perfumery industry due to its long-lasting and pleasant odor. It can help stabilize and enhance the scent of perfumes and colognes, making them more appealing and long-lasting.
4. Used in Pharmaceutical Industry:
PINOCARVEOL has potential applications in the pharmaceutical industry as a starting material for the synthesis of various bioactive compounds. Its unique chemical structure and properties make it a valuable component in the development of new drugs and therapeutic agents.
5. Used in Cosmetics Industry:
PINOCARVEOL can be used in the cosmetics industry for its pleasant odor and potential skin care benefits. It may be incorporated into skincare products, such as lotions, creams, and serums, to provide a refreshing and invigorating experience for users.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C22H24FN5O3S/c1-31-13-12-28(22(30)27-18-8-3-2-7-17(18)23)14-20-26-19(15-32-20)21(29)25-11-9-16-6-4-5-10-24-16/h2-8,10,15H,9,11-14H2,1H3,(H,25,29)(H,27,30)

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.