4863-59-6

Basic information

• Product Name: (1R)-(+)-TRANS-PINANE
• Synonyms: (1R)-(+)-TRANS-PINANE;PINANE, (1R)-(+)-TRANS-;[1R-(1alpha,2alpha,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptane;(1R,2R)-2,6,6-Trimethylbicyclo[3.1.1]heptane;(1R,2S,5R)-2,6,6-Trimethylbicyclo[3.1.1]heptane;(1R,2S,5R)-Pinane;2,6,6-trimethylnorpinane;PINANE, (1S)-(-)-cis(SG)(CALL)
• CAS NO: 4863-59-6
• Molecular Formula: C₁₀H₁₈
• Molecular Weight: 138.25
• EINECS: 225-470-6
• Mol File: 4863-59-6.mol
• Article Data: 45

Chemical Properties

• Boiling Point: 165-167 °C
• Flash Point: 48°C
• Appearance: /
• Density: 0.844g/cm³
• Refractive Index: n20/D 1.461
• CAS DataBase Reference: (1R)-(+)-TRANS-PINANE(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-(+)-TRANS-PINANE(4863-59-6)
• EPA Substance Registry System: (1R)-(+)-TRANS-PINANE(4863-59-6)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 2319 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 4863-59-6(Hazardous Substances Data)

Usage

General Description

(1R)-(+)-TRANS-PINANE is a bicyclic organic compound commonly found in the essential oils of several plants, including pine and fir trees. It is a colorless, flammable liquid with a pleasant odor and is often used in fragrance and flavorings. The compound has a chiral center, and the (1R)-(+)-enantiomer is the most common form found in nature. It is also used as a building block in the synthesis of pharmaceuticals and agrochemicals. In addition, (1R)-(+)-TRANS-PINANE is used as a solvent in various industrial processes and as a potential renewable fuel additive. Its relatively low toxicity and versatile applications make it a valuable chemical compound in various industries.

InChI:InChI=1/C10H18/c1-7-4-5-8-6-9(7)10(8,2)3/h7-9H,4-6H2,1-3H3

Upstream product

• 177698-19-0 Beta-pinene 
• 80-56-8 Pinene 
• 7785-26-4 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene 
• 80-56-8 rac-α-pinene 
• 98-86-2 acetophenone 
• 201230-82-2 carbon monoxide 
• 473-66-5 trans-Verbanon 
• 127-91-3 (1R,5R)-(+)-β-pinene 
• 473-55-2 trans-pinane 
• 88600-03-7 2-Methylthio-trans-pinane 
• 7785-70-8 (+)-α-pinene 
• 24031-99-0 (-)-trans-δ-pinene 
• 4795-86-2 (1R)-(+)-cis-pinane 
• 473-62-1 (1R,2R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one 

Downstream Products

• 10281-53-5 trans-pinane 
• 98-55-5 terpineol 
• 4795-86-2 (1R)-(+)-cis-pinane 
• 4755-33-3 (1S)-(-)-cis-pinane 
• 51152-11-5 (1R*,2R*,3R*,5S*)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol 
• 473-62-1 iso-pinocamphone 
• 473-54-1 pinan-2α-ol 
• 473-64-3 isoverbanol 
• 4951-97-7 1-acetyl-2,2-dimethyl-3-ethylcyclobutane 
• 473-54-1 cis-pinane-2-ol 
• 127-91-3 (1R/S,5R/S)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane 
• 99-87-6 4-methylisopropylbenzene 
• 95-93-2 1,2,4,5-tetramethylbenzene 
• 527-84-4 2-methylisopropylbenzene 

Relevant articles and documents

The Exploration of Sensitive Factors for the Selective Hydrogenation of α-Pinene Over Recyclable Ni-B/KIT-6 Catalyst

The supported Ni-B/KIT-6 amorphous alloy catalyst was prepared by chemical reduction method for the hydrogenation reaction of α-pinene. The catalyst was characterized by XRD, BET, SEM–EDS, TEM, XPS, ICP and DLS, the influences of single factor of catalyst on its structure, morphology and performance were investigated and analyzed. It was found that the amount of Ni loading, preparation pH and B/Ni molar ratio had great effects on the reduction amount, dispersion and specific surface area of the catalyst, resulted in affecting the catalytic performance of the catalyst. The optimum synthesis conditions were at m(Ni2+)/m(KIT-6) = 1:3, pH 13 and n(B)/n(Ni) = 1.5, obtaining a 90.62% conversion of α-pinene and 97.67% selectivity of cis-pinane. In addition, the catalysts also exhibited better repeatability and stability. Graphic Abstract: [Figure not available: see fulltext.]

Hydrogenation of hydrophobic substrates catalyzed by gold nanoparticles embedded in Tetronic/cyclodextrin-based hydrogels

Hydrogenation of alkenes, alkynes and aldehydes was investigated under biphasic conditions using Au nanoparticles (AuNP) embedded into combinations of α-cyclodextrin (α-CD) and a poloxamine (Tetronic90R4). Thermo-responsive AuNP-containing α-CD/Tetronic90R4 hydrogels are formed under well-defined conditions of concentration. The AuNP displayed an average size of ca. 7 nm and a narrow distribution, as determined by TEM. The AuNP/α-CD/Tetronic90R4 system proved to be stable over time. Upon heating above the gel-to-sol transition temperature, the studied catalytic system allowed hydrogenation of a wide range of substrates such as alkenes, alkynes and aldehydes under biphasic conditions. Upon repeated heating/cooling cycles, the Au NP/α-CD/Tetronic90R4 catalytic system could be recycled several times without a significant decline in catalytic activity.

Amine-Borane Dehydrogenation and Transfer Hydrogenation Catalyzed by α-Diimine Cobaltates

Anionic α-diimine cobalt complexes, such as [K(thf)1.5{(DippBIAN)Co(η4-cod)}] (1; Dipp=2,6-diisopropylphenyl, cod=1,5-cyclooctadiene), catalyze the dehydrogenation of several amine-boranes. Based on the excellent catalytic properties, an especially effective transfer hydrogenation protocol for challenging olefins, imines, and N-heteroarenes was developed. NH3BH3 was used as a dihydrogen surrogate, which transferred up to two equivalents of H2 per NH3BH3. Detailed spectroscopic and mechanistic studies are presented, which document the rate determination by acidic protons in the amine-borane.