β-Pinene - ≥98% , CAS No.18172-67-3

CAS: 18172-67-3 Cat. No.: P108922 Peso molecular: 136.23 Beilstein Registry Number: 2038282 Número EC: 242-060-2

GRADE & PURITY ≥98%

Synonyms

(1S,5S)-pin-2(10)-ene | AFN153A7SU | CAS_87134-87-0 | DTXSID1041184 | (1)-6,6-Dimethyl-2-methylenebicyclo(3.1.1)heptane | (1S,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptane | 1S,5S-(-)-beta-Pinene | (-)-beta-Pinene, analytical standard | (1S,5S)-2(10

Storage

Room temperature

Shipped In

FedEx DG Service

Descripción general

β-pinene, also known as β-tarrene.diheterocyclic monoterpene.It is a double bond position isomer of α-pinene.A pair of enantiomers were obtained, both of which were oily.β-Pinene is one of the main components of turpentine oil, which can be used as a fragrance ingredient and serves as an important intermediate in the synthesis of aromatic compounds. It is also a crucial raw material for the artificial production of various fragrances, camphor, borneol, vitamin A, E, K, terpene resins, and other substances.

Specifications

Sinónimos

(1S, 5S)-pin-2(10)-ene | AFN153A7SU | CAS_87134-87-0 | DTXSID1041184 | (1)-6, 6-Dimethyl-2-methylenebicyclo(3.1.1)heptane | (1S, 5S)-6, 6-dimethyl-2-methylidenebicyclo[3.1.1]heptane | 1S, 5S-(-)-beta-Pinene | (-)-beta-Pinene, analytical standard | (1S, 5S)-2(10

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

FedEx DG Service

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488189770
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189770
• Sonrisas canónicas: CC1(C2CCC(=C)C1C2)C
• IUPAC Name: (1S,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptane
• InChIKey: WTARULDDTDQWMU-IUCAKERBSA-N
• INCHI: 1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1
• Isómeros SMILES: CC1([C@H]2CCC(=C)[C@@H]1C2)C
• WGK Alemania: 3
• Número ONU: 3295
• Grupo de embalaje: II
• Peso molecular: 136.23
• Beilstein: 2038282
• Reaxy-Rn: 1362266
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1362266&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Prenol lipids
      • Subclass Monoterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: 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
• Descripción: 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.

DOI: 10.1186/s13321-016-0174-y

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Insoluble in water; Very soluble in Chloroform; Soluble in Benzene,Alcohol,Ether
• Índice de refracción: 1.477-1.481
• Rotación específica [α]: -21 ° (neat)
• Punto de inflamación (°F): 89.6℉
• Punto de inflamación (°C): 32℃
• Punto de ebullición (°C): 165 °C
• Peso molecular: 136.230 g/mol
• XLogP3: 3.100
• 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: 176.000
• 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

Referencias

1. Mingzu Liu, Xiuxiu Zhao, Zefeng Ma, Bing Yuan, Fengli Yu, Congxia Xie, Shitao Yu.  (2023)  An alkylation route for developing novel liquid aviation fuels from α-pinene and mixed isobutane/isobutene.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2023.119174]

2. Meiqin Li, Zhihui Feng, Fang Wang, Jianxin Chen, Jie Fan, Jieqiong Wang, Zhengquan Liu, Junfeng Yin.  (2023)  Effects of brewing water on the volatile composition of tea infusions.  FOOD CHEMISTRY,      [PMID:37516052] [10.1016/j.foodchem.2023.136971]

3. Wu Wang, Tingting Li, Jing Chen, Yingwang Ye.  (2023)  Inhibition of Salmonella Enteritidis by Essential Oil Components and the Effect of Storage on the Quality of Chicken.  Foods,  12  (13): (2560).  [PMID:37444298] [10.3390/foods12132560]

4. Benqiang Zhu, Xiuxiu Zhao, Yingchao Zhang, Bing Yuan, Fengli Yu, Congxia Xie, Shitao Yu.  (2023)  One-pot conversion of α-pinene into biomass high energy density fuel over a bifunctional zeolite catalyst.  BIOMASS & BIOENERGY,      [PMID:] [10.1016/j.biombioe.2023.106859]

5. Shuzhen Yang, Min He, Dongmei Li, John Shi, Litao Peng, Liu Jinjing.  (2023)  Antifungal activity of 40 plant essential oil components against Diaporthe fusicola from postharvest kiwifruits and their possible action mode.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2022.116102]

6. 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]

7. Jinhao Zhao, Minmin Liang, Zhongyan Wang, Yanyan Zhao, Jingli Cheng, Yongjun Du.  (2022)  Evaluation and optimization of blends for attracting Trichogramma dendrolimi based on semiochemicals mediating tritrophic interactions in the orchard habitat.  BIOLOGICAL CONTROL,      [PMID:] [10.1016/j.biocontrol.2022.104998]

8. Shaolong Wu, Fengli Liu, Weiai Zeng, Zhipeng Xiao, Jiaying Li, Kai Teng, Qianshaung Guo, Jinhao Zhao, Yongjun Du.  (2022)  Evaluation of floral-derived volatile blend for attracting aphid parasitoids and lady beetles in the tobacco fields.  BIOLOGICAL CONTROL,      [PMID:] [10.1016/j.biocontrol.2022.104979]

9. Chengyu Zheng, Qin'an Zhou, Wenqing Shao, Jing Zhang, Jun Wang.  (2022)  Early identification of fungal leaf blight disease (Alternaria alternate) on Platycladus orientalis plants by using gas chromatography-ion mobility spectrometry.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2022.107505]

10. Xu Chenyi, Ma Yuandan, Tian Zhengfeng, Luo Qingyun, Zheng Tiefeng, Wang Bin, Zuo Zhaojiang.  (2021)  Monoterpene emissions and their protection effects on adult Cinnamomum camphora against high temperature.  TREES-STRUCTURE AND FUNCTION,  36  (2): (711-721).  [PMID:] [10.1007/s00468-021-02242-4]

11. Yakun Liu, Chengxiang Shi, Lun Pan, Xiangwen Zhang, Ji-Jun Zou.  (2021)  Synthesis and performance of cyclopropanated pinanes with high density and high specific impulse.  FUEL,      [PMID:] [10.1016/j.fuel.2021.121906]

12. Kai Hong, Zhenzhen Xu, Limin Wang, Agbaka Johnpaul, Yongqiang Cheng, Chenyan Lv, Changwei Ma.  (2021)  Varietal differences in the phytochemical components’ accumulation and aroma profile of three Humulus lupulus cultivars.  FOOD CONTROL,      [PMID:] [10.1016/j.foodcont.2021.108499]

13. Zheng Chengyu, Zhou Qinan, Wang Zhenhe, Wang Jun.  (2021)  Behavioral responses of Platycladus orientalis plant volatiles to Phloeosinus aubei by GC-MS and HS-GC-IMS for discrimination of different invasive severity.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  413  (23): (5789-5798).  [PMID:34322736] [10.1007/s00216-021-03556-5]

14. Zhengfeng Tian, Qingyun Luo, Zhaojiang Zuo.  (2021)  Seasonal emission of monoterpenes from four chemotypes of Cinnamomum camphora.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2021.113327]

15. Yijuan Chen, Jiaxuan Luo, Nan Zhang, Wenjuan Yu, Jiexian Jiang, Guanghui Dai.  (2021)  Insecticidal activities of Salvia hispanica L. essential oil and combinations of their main compounds against the beet armyworm Spodoptera exigua.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2021.113271]

16. Shiyu Wu, Yufu Yi, Shengliang Liao, Hongyan Si, Yuling Yang, Guorong Fan, Peng Wang.  (2021)  Synthesis and Shape-Selective Catalytic Application of Ordered Cubic Ia3̅d Supermicroporous Materials Templated by Rosin-Derived Quaternary Ammonium Salt with a Hydroxyl Radical in the Headgroup.  LANGMUIR,      [PMID:33397112] [10.1021/acs.langmuir.0c03356]

17. Xue Li, Yuan-Yuan Cui, Cheng-Xiong Yang.  (2020)  Covalent coupling fabrication of microporous organic network bonded capillary columns for gas chromatographic separation.  TALANTA,      [PMID:33379116] [10.1016/j.talanta.2020.121914]

18. Longfeng Sun, Shuxi Gao, Xuefeng Gui, Lingli Liu, Kai Xu, Huan Liu.  (2019)  Renewable sulfur- and monoterpenes-derived polysulfides as functional crosslinker for epoxy thermosets.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2019.109440]

19. Junjian Xie, Lun Pan, Genkuo Nie, Jiawei Xie, Yakun Liu, Chi Ma, Xiangwen Zhang, Ji-Jun Zou.  (2019)  Photoinduced cycloaddition of biomass derivatives to obtain high-performance spiro-fuel.  GREEN CHEMISTRY,  21  (21): (5886-5895).  [PMID:] [10.1039/C9GC02790D]

20. Yuan-Yuan Cui, Huan Yao, Cheng-Xiong Yang, Xiu-Ping Yan.  (2019)  In situ fabrication of microporous organic network coated capillary column for high resolution gas chromatographic separation of hydrocarbons.  ELECTROPHORESIS,      [PMID:30942493] [10.1002/elps.201800540]

21. Jia-jing Guo, Zhi-peng Gao, Jin-lan Xia, Mark A. Ritenour, Gao-yang Li, Yang Shan.  (2018)  Comparative analysis of chemical composition, antimicrobial and antioxidant activity of citrus essential oils from the main cultivated varieties in China.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2018.07.060]

22. Hui-Chao Hu, Tong Zeng, Shaokai Zhang, Lihui Chen, Liulian Huang, Yonghao Ni.  (2018)  Determination of pinene content in black liquor by solvent-assisted/pyrogallol-protected headspace gas chromatography (HS-GC).  HOLZFORSCHUNG,  72  (11): (973-978).  [PMID:] [10.1515/hf-2018-0031]

23. Guo-Feng Mao, Xiao-Chang Mo, Hatem Fouad, Ghulam Abbas, Jian-Chu Mo.  (2018)  Attraction behaviour of Anagrus nilaparvatae to remote lemongrass (Cymbopogon distans) oil and its volatile compounds.  NATURAL PRODUCT RESEARCH,      [PMID:28503948] [10.1080/14786419.2017.1326486]

24. Xing Chu, Dan Zhou, Dan Li, Kun Xia, Ning Gan, Xinhuan Lu, Renfeng Nie, Qinghua Xia.  (2016)  Construction of Solely Lewis acidic sites on Zr-MCM-41 and the catalytic activity for the Prins condensation of β-pinene and paraformaldehyde to nopol.  MICROPOROUS AND MESOPOROUS MATERIALS,      [PMID:] [10.1016/j.micromeso.2016.05.010]

25. Wang Xuegui, Hao Qiang, Chen Yiqu, Jiang Surong, Yang Qunfang, Li Qing.  (2015)  The Effect of Chemical Composition and Bioactivity of Several Essential Oils on Tenebrio molitor (Coleoptera: Tenebrionidae).  JOURNAL OF INSECT SCIENCE,  15  (1):   [PMID:26254287] [10.1093/jisesa/iev093]

26. Ma Wei-Bin, Feng Jun-Tao, Jiang Zhi-Li, Wu Hua, Ma Zhi-Qing, Zhang Xing.  (2014)  Fumigant activity of eleven essential oil compounds and their selected binary mixtures against Culex pipiens pallens (Diptera: Culicidae).  PARASITOLOGY RESEARCH,  113  (10): (3631-3637).  [PMID:25015050] [10.1007/s00436-014-4028-0]

27. Xiao-Wei Huang, Yun-Chao Feng, Yi Huang, Hai-Ling Li.  (2013)  Potential cosmetic application of essential oil extracted from Litsea cubeba fruits from China.  JOURNAL OF ESSENTIAL OIL RESEARCH,      [PMID:] [10.1080/10412905.2012.755479]

28. Yao Chen, Hui Wang, Yanyan Tang, Jun Zeng.  (2012)  Ternary (liquid + liquid) equilibria for (water + 2-propanol + α-pinene, or β-pinene) mixtures at four temperatures.  JOURNAL OF CHEMICAL THERMODYNAMICS,      [PMID:] [10.1016/j.jct.2012.02.024]

29. Jiao Jiao, Yu-Jie Fu, Yuan-Gang Zu, Meng Luo, Wei Wang, Lin Zhang, Ji Li.  (2012)  Enzyme-assisted microwave hydro-distillation essential oil from Fructus forsythia, chemical constituents, and its antimicrobial and antioxidant activities.  FOOD CHEMISTRY,      [PMID:] [10.1016/j.foodchem.2012.02.114]

30. Xuejun Huang, Yao Chen, Changwei Wang, Hui Wang.  (2011)  Liquid−Liquid Equilibria of Water + Pentan-1-ol + 2,6,6-Trimethylbicyclo[3.1.1]hep-2-ene or 6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane at (293.15, 303.15, 313.15, and 323.15) K.  JOURNAL OF CHEMICAL AND ENGINEERING DATA,      [PMID:] [10.1021/je101119p]

31. Dongwei Wei, Lishuo Wang, Chao Zhang.  (2009)  Solid−Liquid Equilibria in Binary Mixtures of 1,8-Cineole with p-Cymene, β-Pinene, and Camphene.  JOURNAL OF CHEMICAL AND ENGINEERING DATA,      [PMID:] [10.1021/je900653p]

32. 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]

33. Wenbin Xiao, Jiajing Guo, Yanjiao Fu, Zixuan Li, Tongping Zhang, Mingwang He, Ting Liu, Yangbo Xiao, Xuebo Shang, Fuhua Fu, Gaoyang Li, Donglin Su, Zhipeng Gao, Yang Shan.  (2025)  Long-term study of Citrus changshan-huyou Y.B. Chang essential oil: Chemical transformations and their impact on antibacterial efficacy.  FOOD CHEMISTRY,      [PMID:39908813] [10.1016/j.foodchem.2025.143118]

34. Chengyu Zheng, Zhenhe Wang, Jing Zhang, Jun Wang, Jianli Zhong, Yongwei Wang.  (2020)  Discrimination of wood-boring beetles infested Platycladus orientalis plants by using gas chromatography-ion mobility spectrometry.  COMPUTERS AND ELECTRONICS IN AGRICULTURE,      [PMID:] [10.1016/j.compag.2020.105896]

35. Li Zhang, Hui Wu, Xiaoyuan Li, Xiu Zhang, Hua Li, Huaqiao Tang, Daxuan Tang, Shijing Du, Ya’’ou Liu, Yangfan Tang, Xiaoming Bao, Guoqiang Cheng.  (2025)  Screening bioactive compounds from Qianghuo (Notopterygium incisum) volatile oil via COX-2 magnetic ligand fishing.  FITOTERAPIA,      [PMID:39955008] [10.1016/j.fitote.2025.106432]

36. 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]

37. Yao Wang, Junhua Qiu, Chengwei Wang, Ruiyu Yang, Fuyou Guo, Tian Li, Shili Li, Lei Yang, Wei Ding.  (2026)  Sustainable Strategy of Natural trans-Anethole in Controlling Bacterial Wilt: Virulence Suppression and Beneficial Microbiome Enrichment.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:41568748] [10.1021/acs.jafc.5c13627]

38. 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]