Determine the necessary mass, volume, or concentration for preparing a solution.
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10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs 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 27 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Slightly pleasant aroma with a burning taste. Can evaporate with water vapor. Can be mixed with alcohols, chloroform, ethers, and oils, insoluble in water or glycerol. Low toxicity, half lethal dose (rat, oral) 1700mg/kg. It is stimulating.Benzyl benzoate is a benzyl compound that can be synthesized by reacting benzyl chloride with sodium benzoate in the presence of tetrabutylaramonium iodide. It is reported to be the key constituent in the essential oils isolated from leaves and stem bark of Cinnamomum zeylanicum. Its toxicity has been assessed. The mechanism of thermal decomposition of benzyl benzoate has been investigated.
Application:
Benzyl benzoate has been used to:
Prepare benzyl alcohol/benzyl benzoate (BABB) solution employed for enhancing the tissue transparency during the whole-mount immunostaining BABB method.
Study its ability to induce an olfactory response in the third instar larvae of Drosophila melanogaster.
Prepare Spalteholz fluid in combination with methyl salicylate, employed during LSFM (light sheet fluorescence microscopy) imaging.
| ALogP | 4 |
|---|
| Canonical Smiles | C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2 |
|---|---|
| IUPAC Name | benzyl benzoate |
| InChIKey | SESFRYSPDFLNCH-UHFFFAOYSA-N |
| INCHI | 1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2 |
| Isomeric SMILES | C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2 |
| WGK Germany | 2 |
| RTECS | DG4200000 |
| Molecular Weight | 212.24 |
| Beilstein | 2049280 |
| Reaxy-Rn | 2049280 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2049280&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 | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Benzoic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzoic acid esters |
| Alternative Parents | Benzyloxycarbonyls Benzoyl derivatives Carboxylic acid esters Monocarboxylic acids and derivatives Organooxygen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Benzyloxycarbonyl - Benzoate ester - Benzoyl - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. |
| External Descriptors | a small molecule |
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| Refractive Index | 1.5681 |
|---|---|
| Flash Point(°C) | 158℃ |
| Boil Point(°C) | 323-324°C |
| Melt Point(°C) | 21°C |
| Molecular Weight | 212.240 g/mol |
| XLogP3 | 4.000 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 4 |
| Exact Mass | 212.084 Da |
| Monoisotopic Mass | 212.084 Da |
| Topological Polar Surface Area | 26.300 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 213.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| 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 |
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| 2. Si-Ke Chen, Xiao-Jie Ju, Jie Wei, Wei Wang, Liang-Yin Chu. (2023) Controllable Preparation of Monodisperse Chitosan Microspheres Based on Microfluidic Technology. JOURNAL OF CHEMICAL EDUCATION, [PMID:] [10.1021/acs.jchemed.2c00901] |
| 3. Huaxun Luo, Weida Chen, Jiaming Hu, Feng Zhang, Xingbang Hu. (2023) Highly Selective Oxidation of Toluene to Benzaldehyde in Alkaline Systems. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/acs.iecr.3c01049] |
| 4. Meilin Li, Shenrui Feng, Siyi Huang, Jacques Guillot, Fang Fang. (2023) In Vitro Efficacy of Terpenes from Essential Oils against Sarcoptes scabiei. MOLECULES, 28 (8): (3361). [PMID:37110595] [10.3390/molecules28083361] |
| 5. Yuan-tong Qi, Yi-Kai Yuan, Jia-Wei Zhang, Yue-Shen Du, Kai-Cong Fu, Ming-Jun Cui, Shu-Shan Du. (2023) Contact Toxicity and Repellent Efficacy of Kaempferia rotunda L. to Three Stored Product Insects and Synergistic Interactions between Two Major Compounds Benzyl Benzoate and Bornyl Acetate. Journal of Essential Oil Bearing Plants, [PMID:] [10.1080/0972060X.2023.2185545] |
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| 9. Li Meilin, Liu Shunlong, Yin Zhijuan, Bernigaud Charlotte, Guillot Jacques, Fang Fang. (2021) Activity of terpenes derived from essential oils against Sarcoptes scabiei eggs. Parasites & Vectors, 14 (1): (1-6). [PMID:34886874] [10.1186/s13071-021-05094-6] |
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| 11. Xingpeng Liu, Ruijie Ma, Yufei Wang, Sanshan Du, Junfeng Tong, Xiaoyan Shi, Jianfeng Li, Xichang Bao, Yangjun Xia, Tao Liu, He Yan. (2021) Significantly Boosting Efficiency of Polymer Solar Cells by Employing a Nontoxic Halogen-Free Additive. ACS Applied Materials & Interfaces, [PMID:33635064] [10.1021/acsami.0c22014] |
| 12. Meilin Li, Buming Liu, Charlotte Bernigaud, Katja Fischer, Jacques Guillot, Fang Fang. (2020) Lemongrass (Cymbopogon citratus) oil: A promising miticidal and ovicidal agent against Sarcoptes scabiei. PLoS Neglected Tropical Diseases, 14 (4): (e0008225). [PMID:32251453] [10.1371/journal.pntd.0008225] |
| 13. Liyun Huang, Kui Wu, Rui Zhang, Hongbing Ji. (2019) Fabrication of Multicore Milli- and Microcapsules for Controlling Hydrophobic Drugs Release Using a Facile Approach. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/acs.iecr.9b02351] |
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| 17. Feng Liu, Shudong Lin, Zuoquan Zhang, Jiwen Hu, Guojun Liu, Yuanyuan Tu, Yang Yang, Hailiang Zou, Yangmiao Mo, Lei Miao. (2014) pH-Responsive Nanoemulsions for Controlled Drug Release. BIOMACROMOLECULES, [PMID:24527876] [10.1021/bm4018484] |
| 18. Qing Gao, Nuo Jin, Zhifan Shen, Jingran Guo, Haiping Lu, Shanjie Han, Wenhan Xiao, Jing Lu, Yonggen Lou. (2025) Both Jasmonic Acid- and Abscisic Acid-Mediated Signalling Pathways Regulate the Ovicidal Defence of Plants Against Phloem-Feeding Insects. PLANT CELL AND ENVIRONMENT, [PMID:39996692] [10.1111/pce.15445] |
| 19. Luoling Zhang, Qiao Teng, Junjie Guo, Minghui Zou, Qiqi Xue, Jinhong Zhao, Yuanyuan Li. (2024) Efficacy and underlying mechanisms of the essential oil derived from Rosmarinus officinalis against Aleuroglyphus ovatus (Acari: Acaridae). INTERNATIONAL JOURNAL OF ACAROLOGY, [PMID:] [10.1080/01647954.2024.2311668] |
| 20. Cai Xu, Shandi Zhong, Lei Yuan, Mincheng Yu, Yingqi Chen, Liyan Dai, Xiaozhong Wang. (2024) Insight into the promotional effect of Ce doped in (FeCoNiCrMn)3O4 high entropy oxides for solvent-free aerobic oxidation of benzyl alcohol. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.148767] |
| 21. Qiao Teng, Minghui Zou, Qiqi Xue, Qiqi Zhang, Ting Liu, Junjie Guo, Yuanyuan Li, Jinhong Zhao. (2024) Lemongrass (Cymbopogon citratus) essential oil: an eco-friendly and fast-acting acaricide against the grain pest mite Aleuroglyphus ovatus. INTERNATIONAL JOURNAL OF ACAROLOGY, [PMID:] [10.1080/01647954.2024.2394213] |
| 22. Xinzheng Ma, Jingyi Chen, Ziang Zhao, Ronghe Lin, Xiaoling Mou, Yihui Li, Li Yan, Hejun Zhu, Yunjie Ding. (2024) Solvent-free oxidation of benzyl alcohol on N-doped carbon-supported PtBi alloy. APPLIED CATALYSIS A-GENERAL, [PMID:] [10.1016/j.apcata.2024.119903] |
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