Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships FedEx DG Service Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 14 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 488186073 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488186073 |
| Canonical Smiles | CC1=CCC2CC1C2(C)C |
| IUPAC Name | (1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene |
| InChIKey | GRWFGVWFFZKLTI-RKDXNWHRSA-N |
| 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 |
| 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= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| 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 |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | May 18, 2026 | P397755 | |
| Certificate of Analysis | May 18, 2026 | P397755 | |
| Certificate of Analysis | May 18, 2026 | P397755 | |
| Certificate of Analysis | Jun 20, 2025 | P397755 | |
| Certificate of Analysis | Jun 20, 2025 | P397755 | |
| Certificate of Analysis | Jun 10, 2025 | P397755 | |
| Certificate of Analysis | Jun 10, 2025 | P397755 | |
| Certificate of Analysis | Mar 20, 2024 | P397755 | |
| Certificate of Analysis | Mar 20, 2024 | P397755 | |
| Certificate of Analysis | May 13, 2023 | P397755 | |
| Certificate of Analysis | May 13, 2023 | P397755 | |
| Certificate of Analysis | May 13, 2023 | P397755 | |
| Certificate of Analysis | Aug 01, 2022 | P397755 | |
| Certificate of Analysis | Aug 01, 2022 | P397755 | |
| Certificate of Analysis | Aug 01, 2022 | P397755 | |
| Certificate of Analysis | Sep 07, 2021 | P397755 |
| 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 |
| 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, [PMID:37179643] [10.1021/acsomega.3c01140] |
| 2. Bin Liu, Hui Chen. (2022) Identification and Functional Characterization of the Transcription Factors AhR/ARNT in Dendroctonus armandi. Cells, 11 (23): (3856). [PMID:36497113] [10.3390/cells11233856] |
| 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). [PMID:36232876] [10.3390/ijms231911578] |
| 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, [PMID:36127042] [10.1016/j.pestbp.2022.105180] |
| 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). [PMID:35336079] [10.3390/microorganisms10030503] |
| 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). [PMID:35164391] [10.3390/molecules27031126] |
| 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). [PMID:30204286] [10.1002/ps.5205] |
| 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). [PMID:] [10.1111/eea.12562] |
| 9. Hongjin Yang, Xuehai Ge, Lishu Gu, Shijun Li, Changrong Ge, Zhiqiang Xu, Zhichao Xiao. (2024) Characterization of key flavor compounds of different dried Amomum tsao-ko using a sensomics approach. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2024.107101] |
| 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, [PMID:38759737] [10.1016/j.gene.2024.148551] |
| 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). [PMID:] [10.3390/f15020244] |
| 12. Yan Yang, Siying Liu, Yan Wang, Qin Yang, Baoan Wang, Yuting Zhang, Zaikang Tong, Junhong Zhang. (2025) Antifungal mechanisms of Phoebe bournei wood essential oil against Botryosphaeria dothidea and its application in apples. POSTHARVEST BIOLOGY AND TECHNOLOGY, [PMID:] [10.1016/j.postharvbio.2025.113703] |
| 13. Huanwen Chen, Dan Xie, Zikai Pan, Niya Jia, Junhua Zhou, Qingshan Yang, Jia Yu, Defu Chi. (2025) Behavior-based stratified management: population suppression and invasion front control of Hylurgus ligniperda (Fabricius) in coastal shelterbelt ecosystems. PEST MANAGEMENT SCIENCE, [PMID:41410089] [10.1002/ps.70465] |
| 14. Lihong Jiang, Huanwen Chen, Dan Xie, Xiaowei Chen, Jianjiao Xu, Niya Jia, Zikai Pan, Yajing Wang, Yan Dai, Defu Chi, Jia Yu. (2026) Saline–Alkali Stress Exacerbates Bark Beetle Infestation by Impairing Plant Defense Mechanisms. PHYSIOLOGIA PLANTARUM, 178 (2): (e70832). [PMID:] [10.1111/ppl.70832] |