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(+)-alpha-Pinene - 99%, high purity , CAS No.7785-70-8
Basic Description
Synonyms
(1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene | 2-PINENE, (1R,5R)-(+)- | H6CM4TWH1W | EC 232-087-8 | (R)-(+)-.ALPHA.-PINENE | HY-Y0739 | 4-Phenylthio-2-aminonitrobenzene | (R)-(+)--Pinene;(+)--Pinene; (1R)-(+)--Pinene; (1R)--Pinene; (1R,5R)-(+)--Pinene
Specifications & Purity
≥99%
Storage Temp
Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
(+)-α-Pinene may be used as precursors to prepare primary, secondary and tertiary γ-amino alcohols and 1,3-diamines, which can be used as chiral catalysts for the addition of diethylzinc to aromatic aldehydes, resulting in chiral 1-aryl-1-propanols with high enantioselectivity.
Employed in the preparation of chiral hydroboration reagents
(+)-α-Pinene is a monoterpenoid compound mainly found in Pinus species.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Lipids and lipid-like molecules
Class
Prenol lipids
Subclass
Monoterpenoids
Intermediate Tree Nodes
Not available
Direct Parent
Bicyclic monoterpenoids
Alternative Parents
Polycyclic hydrocarbons Branched unsaturated hydrocarbons Cyclic olefins Unsaturated aliphatic hydrocarbons
Molecular Framework
Aliphatic homopolycyclic compounds
Substituents
Pinane monoterpenoid - Bicyclic monoterpenoid - Branched unsaturated hydrocarbon - Polycyclic hydrocarbon - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Hydrocarbon - Aliphatic homopolycyclic compound
Description
This compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
External Descriptors
Bicyclic monoterpenoids
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
(1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
INCHI
InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1
InChIKey
GRWFGVWFFZKLTI-RKDXNWHRSA-N
Smiles
CC1=CCC2CC1C2(C)C
Isomeric SMILES
CC1=CC[C@@H]2C[C@H]1C2(C)C
WGK Germany
3
UN Number
2368
Molecular Weight
136.24
Beilstein
2038653
Reaxy-Rn
1560714
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1560714&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Soluble in Ether, Alcohols, Chloroform. Not miscible in water.
Refractive Index
1.47
Specific Rotation[α]
+42.0 to +46.0 deg-C(neat)
Flash Point(°F)
89°F
Flash Point(°C)
32°C
Boil Point(°C)
154-156°C
Melt Point(°C)
-62°C
Molecular Weight
136.230 g/mol
XLogP3
2.800
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
0
Exact Mass
136.125 Da
Monoisotopic Mass
136.125 Da
Topological Polar Surface Area
0.000 Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
186.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
2
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Yuzhu Li, Kangzhuo Yang, Zhanglan He, Zhipeng Liu, Jialing Lu, Dong Zhao, Jia Zheng, Michael C. Qian.
(2023)
Can Electronic Nose Replace Human Nose?─An Investigation of E-Nose Sensor Responses to Volatile Compounds in Alcoholic Beverages. ACS Omega,
8
(18):
(16356–16363).
2.
Bin Liu, Hui Chen.
(2022)
Identification and Functional Characterization of the Transcription Factors AhR/ARNT in Dendroctonus armandi. Cells,
11
(23):
(3856).
3.
Bin Liu, Ming Tang, Hui Chen.
(2022)
Activation of the ROS/CncC Signaling Pathway Regulates Cytochrome P450 CYP4BQ1 Responsible for (+)-α-Pinene Tolerance in Dendroctonus armandi. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,
23
(19):
(11578).
4.
Bin Liu, Danyang Fu, Hang Ning, Ming Tang, Hui Chen.
(2022)
Knockdown of CYP6CR2 and CYP6DE5 reduces tolerance to host plant allelochemicals in the Chinese white pine beetle Dendroctonus armandi. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,
187
(105180).
5.
Huanli An, Tian Gan, Ming Tang, Hui Chen.
(2022)
Molecular Mechanism of Overcoming Host Resistance by the Target of Rapamycin Gene in Leptographium qinlingensis. Microorganisms,
10
(3):
(503).
6.
Zhong-Lei Meng, Ru-Si Wen, Xiao-Rui Huang, Rong-Xiu Qin, Yi-Ming Hu, Yong-Hong Zhou.
(2022)
Synthesis of Terpineol from Alpha-Pinene Catalyzed by α-Hydroxy Acids. MOLECULES,
27
(3):
(1126).
7.
Lulu Dai, Haiming Gao, Jiaqi Ye, Danyang Fu, Yaya Sun, Hui Chen.
(2018)
Isolation of CarE genes from the Chinese white pine beetle Dendroctonus armandi (Curculionidae: Scolytinae) and their response to host chemical defense. PEST MANAGEMENT SCIENCE,
75
(4):
(986-997).
8.
Yan-Chen Wang, Peng Li, De-Fu Chi.
(2017)
Electrophysiological and laboratory behavioral responses of a leaf beetle pest of elm, Ambrostoma quadriimpressum, to selected plant volatiles and essential oils. ENTOMOLOGIA EXPERIMENTALIS ET APPLICATA,
163
(2):
(140-149).
9.
Hongjin Yang, Xuehai Ge, Lishu Gu, Shijun Li, Changrong Ge, Zhiqiang Xu, Zhichao Xiao.
(2025)
Characterization of key flavor compounds of different dried Amomum tsao-ko using a sensomics approach. JOURNAL OF FOOD COMPOSITION AND ANALYSIS,
139
(107101).
10.
Haoran Pei, Gang Xie, Xiang Yao, Shenghui Wang, Jin Yan, Liangying Dai, Yunsheng Wang.
(2024)
Exploring the binding affinity and characteristics of DcitOBP9 in citrus psyllids. GENE,
923
(148551).
11.
Quanmin Wen, Ruixu Chen, Tian Xu, Dejun Hao.
(2024)
Functional Characterization of Terpene Synthases from Masson Pine (Pinus massoniana) under Feeding of Monochamus alternatus Adults. Forests,
15
(2):
(244).
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11 Citations
H2430058