Structure via PubChem · Public domain (PubChem)
(+)-α-pinene
Sign in to saveAlso known as alpha-Pinene(dextro), (+)-alpha-Pinene, 1R-a-Pinene, 1R-(+)-alpha-Pinene, (+)-Pin-2(3)-ene, 2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene, 1R-(+)-a-Pinene, (1R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
Pinene is a collection of unsaturated bicyclic monoterpenes. Two geometric isomers of pinene are found in nature, α-pinene and β-pinene. Both are chiral, and both contain a strained four-membered ring. As the name suggests, pinenes are found in pines. Specifically, pinene is the major component of the liquid extracts of conifers. Pinenes are also found in many non-coniferous plants such as camphorweed (Heterotheca) and big sagebrush (Artemisia tridentata).
Chemical data
- Formula
- C10H16
- Molecular weight
- 136.23 g/mol
- IUPAC name
- (1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
- SMILES
- CC1=CC[C@@H]2C[C@H]1C2(C)C
- InChIKey
- GRWFGVWFFZKLTI-RKDXNWHRSA-N
- XLogP
- 2.8
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 136.125
Show 4 more facts
- chemical formula
- C₁₀H₁₆
- canonical SMILES
- CC1=CCC2CC1C2(C)C
- isomeric SMILES
- CC1=CC[C@@H]2C[C@H]1C2(C)C
- melting point
- -62.0
via Wikidata · CC0
~4 min read
Article
9 sectionsContents
- Isomers
- Biosynthesis
- Plants
- Reactions
- α-Pinene
- β-pinene
- Use
- References
- Bibliography
Pinene is a collection of unsaturated bicyclic monoterpenes. Two geometric isomers of pinene are found in nature, α-pinene and β-pinene. Both are chiral, and both contain a strained four-membered ring. As the name suggests, pinenes are found in pines. Specifically, pinene is the major component of the liquid extracts of conifers. Pinenes are also found in many non-coniferous plants such as camphorweed (Heterotheca) and big sagebrush (Artemisia tridentata).
== Isomers == {| class="wikitable" style="margin:1em auto; text-align:center;" | skeletal formula||100px||100px||100px||100px |- | perspective view||X||120px||X||120px |- | ball-and-stick model||120px||120px||X||120px |- | name||(1R)-(+)-α-pinene||(1S)-(−)-α-pinene||(1R)-(+)-β-pinene||(1S)-(−)-β-pinene |- | CAS number||7785-70-8||7785-26-4||19902-08-0||18172-67-3 |}