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

Chemical Properties

2(10)-Pinen-3-ol has a warm, woody, balsamic, slightly piney, fennel-like odor.

Occurrence

Reported found in grapefruit peel oil, bilberries, black currant (buds), other types of ginger, Scotch spearmint oil, pepper, Thymus vulgaris L., hop oil, cognac, myrtle leaf and Roman chamomile.

Definition

ChEBI: A pinane monoterpenoid that is 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.

Taste threshold values

Taste characteristics at 25 ppm: camphoraceous, woody, pine-like with fresh, cooling minty undernotes

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

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

Downstream Products

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

Relevant articles and documents

Selective Allylic Oxidation of Terpenic Olefins Using Co-Ag Supported on SiO2 as a Novel, Efficient, and Recyclable Catalyst

Co-Ag supported on the SiO2 catalyst was synthesized by the sol-gel method and characterized using XRD, FT-IR, TG-DTG, BET, CV, and SEM/EDX analysis. The catalytic performance of the resulting catalyst was examined by the oxidation of mono and sesquiterpenic olefins using hydrogen peroxide and tert-butyl peroxide as oxidant agents. Various parameters such as catalyst amount, temperature, and solvents have been studied. The Co-Ag supported on the SiO2 catalyst showed a high activity, selectivity, and recyclability for the selected oxidation reaction.

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.