Benzyl methacrylate - ≥98%, stabilized with 50 ppm MEHQ , CAS No.2495-37-6

CAS: 2495-37-6 Cat. No.: B102356 Molecular Weight: 176.21 EC Number: 219-674-4

GRADE & PURITY ≥98%, stabilized with 50 ppm MEHQ

Synonyms

benzylmethacrylate | CAS-2495-37-6 | EINECS 219-674-4 | Benzyl methacrylate, 98% | AM62652 | CAA49537 | phenylmethyl 2-methylprop-2-enoate | DTXSID0022193 | M0279 | Tox21_301712 | UNII-Z3248K2SSM | MFCD00053684 | NSC 20970 | AOJOEFVRHOZDFN-UHFFFAOYSA- | b

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

benzylmethacrylate | CAS-2495-37-6 | EINECS 219-674-4 | Benzyl methacrylate, 98% | AM62652 | CAA49537 | phenylmethyl 2-methylprop-2-enoate | DTXSID0022193 | M0279 | Tox21_301712 | UNII-Z3248K2SSM | MFCD00053684 | NSC 20970 | AOJOEFVRHOZDFN-UHFFFAOYSA- | b

Specifications & Purity

≥98%, stabilized with 50 ppm MEHQ

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488182373
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182373
• Canonical Smiles: CC(=C)C(=O)OCC1=CC=CC=C1
• IUPAC Name: benzyl 2-methylprop-2-enoate
• InChIKey: AOJOEFVRHOZDFN-UHFFFAOYSA-N
• INCHI: 1S/C11H12O2/c1-9(2)11(12)13-8-10-6-4-3-5-7-10/h3-7H,1,8H2,2H3
• Isomeric SMILES: CC(=C)C(=O)OCC1=CC=CC=C1
• WGK Germany: 1
• Molecular Weight: 176.21
• Reaxy-Rn: 2045924
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2045924&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzyloxycarbonyls

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzyloxycarbonyls
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzyloxycarbonyls
• Alternative Parents: Enoate esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Benzyloxycarbonyl - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Solubility: Insoluble in water.
• Sensitivity: Light sensitive.heat sensitive
• Refractive Index: 1.512
• Flash Point(°F): 224.6 °F
• Flash Point(°C): 107℃
• Boil Point(°C): 95-98°C/4mmHg
• Molecular Weight: 176.210 g/mol
• XLogP3: 2.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 176.084 Da
• Monoisotopic Mass: 176.084 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 190.000
• 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

References

1. Jiufu Zhu, Shizhang Li, Dacheng Bai, Dongye Pan, Jiawei Zou, Yan Zheng, Bowen Zhang, Xiaojuan Hao, Wei Wang, Zuosen Shi, Zhanchen Cui.  (2023)  The Effect of Intermolecular Interactions between Aromatic Ring-Containing Insulators and Semiconductors in Pentacene Thin-Film Transistors.  MACROMOLECULAR CHEMISTRY AND PHYSICS,      [PMID:] [10.1002/macp.202300156]

2. Niuniu Cui, Jiawei Li, Ziwen Xie, Xiaofei Yan, Dongming Qi.  (2022)  A salt-free, dyebath-recyclable nanoscale pigment dyeing technology for cotton fabrics based on the dispersed system of small cationic copolymer nanoparticles.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2022.110914]

3. Xin Feng, Junjie Wan, Jinchuan Deng, Xiu Yue, Yulong Yang, Zhanlong He, Xiaohui Fang, Tulan Chen, Shumin Li, Jiankai Lu, Yaoguo Long.  (2021)  Study on the regulation of sludge dewatering by hydrophobically associating cationic polyacrylamide coupled with framework materials.  Journal of Water Process Engineering,      [PMID:] [10.1016/j.jwpe.2021.102502]

4. Ren-Man Zhu, Cheng-Lin Yang, Zi-Xuan Chang, Cai-Yuan Pan, Wen-Jian Zhang, Chun-Yan Hong.  (2021)  Synchronous Synthesis of Polymeric Vesicles with Controllable Size and Low-Polydispersity by Polymerization-Induced Self-Assembly.  CHINESE JOURNAL OF CHEMISTRY,  40  (4): (453-459).  [PMID:] [10.1002/cjoc.202100665]

5. Gao Dan-Ni, Zhao Yu-Lai, Cai Jing-Yu, Hou Lin-Xi, Xiao Long-Qiang.  (2021)  Reversible Chain Transfer Catalyzed Polymerization with Alkyl Iodides Generated from Alkyl Bromides by in Situ Halogen Exchange.  CHINESE JOURNAL OF POLYMER SCIENCE,  39  (9): (1161-1168).  [PMID:] [10.1007/s10118-021-2611-2]

6. Zhongqun Zhou, Yanning Zeng, Caili Yu, Haibo Chen, Faai Zhang.  (2020)  Mechanically robust, intrinsically self-healing crosslinked polymer enabled by dynamic urea bond exchange reaction.  Smart Materials and Structures,  29  (11): (115041).  [PMID:] [10.1088/1361-665X/abb574]

7. Lan Yao, Haihui Li, Kai Tu, Lifen Zhang, Zhenping Cheng, Xiulin Zhu.  (2020)  Construction of NIR Light Controlled Micelles with Photothermal Conversion Property: Poly(poly(ethylene glycol)methyl ether methacrylate) (PPEGMA) as Hydrophilic Block and Ketocyanine Dye as NIR Photothermal Conversion Agent.  Polymers,  12  (5): (1181).  [PMID:32455766] [10.3390/polym12051181]

8. Gong Yilu, Shao Tantan, Chen Xiaolong, Cao Shusen, Chen Lijun.  (2020)  Silicone acrylate dispersion based on semi-continuous seed emulsion polymerization using polymerizable emulsifiers.  CHEMICAL PAPERS,  74  (9): (2875-2882).  [PMID:] [10.1007/s11696-020-01127-z]

9. Mu-Han Zhao, Jian-Bin Zhen, Ke-Wu Yang, Ya Liu, Jia-Qi Li, Su-Qing Shi.  (2020)  Quaternized polymer-based nanostructures confer antimicrobial efficacy against multidrug-resistant bacteria.  NEW JOURNAL OF CHEMISTRY,  44  (10): (3874-3881).  [PMID:] [10.1039/C9NJ06173H]

10. Jiande Dong, Ruming Jiang, Weimin Wan, Haijun Ma, Hongye Huang, Yulin Feng, Yanfeng Dai, Hui Ouyang, Xiaoyong Zhang, Yen Wei.  (2019)  Two birds one stone: Facile preparation of AIE-active fluorescent polymeric nanoparticles via self-catalyzed photo-mediated polymerization.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2019.144799]

11. Feifei Li, Wanting Yang, Mengmeng Li, Lin Lei.  (2019)  LED-induced controlled radical polymerization with an in situ bromine–iodine transformation and block polymerization combined with ring-opening polymerization using one organocatalyst.  Polymer Chemistry,  10  (29): (3996-4005).  [PMID:] [10.1039/C9PY00685K]

12. Liang You, Zeng Meijun, Cai Cheng, Zhan Xuejuan, Pang Yuxia, Lou Hongming, Qiu Xueqing.  (2019)  Using a linear pH-responsive zwitterionic copolymer to recover cellulases in enzymatic hydrolysate and to enhance the enzymatic hydrolysis of lignocellulose.  CELLULOSE,  26  (11): (6725-6738).  [PMID:] [10.1007/s10570-019-02551-5]

13. Jean Felix Mukerabigwi, Wei Yin, Zengshi Zha, Wendong Ke, Yuheng Wang, Weijian Chen, Abd Al-Wali Mohammed Mohammed Japir, Yi Wang, Zhishen Ge.  (2019)  Polymersome nanoreactors with tumor pH-triggered selective membrane permeability for prodrug delivery, activation, and combined oxidation-chemotherapy.  JOURNAL OF CONTROLLED RELEASE,      [PMID:31026547] [10.1016/j.jconrel.2019.04.032]

14. Xiao-Fei Xu, Cai-Yuan Pan, Wen-Jian Zhang, Chun-Yan Hong.  (2019)  Polymerization-Induced Self-Assembly Generating Vesicles with Adjustable pH-Responsive Release Performance.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.9b00144]

15. Enmin Zong, Xiaohuan Liu, Lina Liu, Jifu Wang, Pingan Song, Zhongqing Ma, Jie Ding, Shenyuan Fu.  (2017)  Graft Polymerization of Acrylic Monomers onto Lignin with CaCl2–H2O2 as Initiator: Preparation, Mechanism, Characterization, and Application in Poly(lactic acid).  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.7b02599]

16. Xiuming Wang, Tingting Xu, Cuifeng Zhang, Lijun Chen.  (2017)  Synthesis and surface properties of a novel fluorine modified acrylate colloid.  ADVANCES IN POLYMER TECHNOLOGY,  37  (6): (2152-2157).  [PMID:] [10.1002/adv.21874]

17. Yu Shao, Ziwen Xie, Jiawei Li, Dongming Qi.  (2024)  A color regulation and matching of nanoscale polymer encapsulated pigment hybrid latex foam dyeing for cotton/polyester blended fabrics.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2024.133369]

18. Liu Xuemei, Wang Peng, Wan Mengting, Li Songjun, Zhang Yuan.  (2024)  Preparation and Application of Nitrobenzene-Containing Copolymer Nanoparticles Obtained by RAFT Dispersion Polymerization.  Journal of Inorganic and Organometallic Polymers and Materials,      [PMID:] [10.1007/s10904-024-03041-3]

19. Jiaying Li, Yuping Qiu, Dengmeng Song, Lin Lei, Chen Wang, Chuandong Jia, Wei He, Jun Li, Ning Wang.  (2024)  Rationally modulating thiophene- and porphyrin-based donor-acceptor type covalent organic framework for effective photocatalytic organic reactions.  APPLIED ORGANOMETALLIC CHEMISTRY,  38  (9): (e7605).  [PMID:] [10.1002/aoc.7605]

20. Yanjia Zhou, Guihong Lan, Yongqiang Liu, Songsong Xue, Bo Xu, Haiyan Qiu, Keyu Pu.  (2024)  Synthesis of a composite Fe3O4@SiO2/poly(SMA-co-BA-co-BZMA-co-DMC) and evaluation of its oil-water separation performance.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2024.133311]

21. Wang Min, Luo Xiongfei, Wang Qunying, Strehmel Veronika, Chen Zhijun, Li Shujun, Strehmel Bernd.  (2025)  Soda lignin as a sustainable photosensitive component for conventional and controlled radical photopolymerization.  Communications Chemistry,  8  (1): (1-11).  [PMID:40617959] [10.1038/s42004-025-01593-0]

22. Jie Deng, Youxin Gong, Yang Jin, Jiemei Zhou, Yong Wang.  (2025)  Additive manufacturing of ultrafiltration membranes from block copolymer nanowires.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2025.132980]

23. Hongwu Zhang, Yuhao Zhong, Lidan Li, Xiaoyu Xin, Jiayi Zhuang, Yue Zhong, Mingfang Zhu.  (2025)  Restricted access membrane roll with functionalized silica nanoparticles cross-linked by hydrophilic polymer chains on the surface for the direct extraction of Evodiae Fructus active components from rat plasma.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,      [PMID:40253848] [10.1016/j.jchromb.2025.124589]

24. Yufeng Zhang, Yini Huangfu, Ling Xu, Zhezhe Zhao, Qi Su, Hui Li, Yumin Zhang, Chuangnian Zhang, Pingsheng Huang, Anjie Dong, Zujian Feng, Weiwei Wang.  (2025)  Polycationic nanoparticles for cascaded antibiosis and LPS- detoxifying via co-delivery of antibiotics and TLR siRNA in bacterial infected diseases treatment.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.164349]

25. Zewei Ye, Haomeng Yu, Hongxia Xie, Wenwen Zhu, Shitao Shi, Chencong Liu, Yuanyuan Wang, Jiaqi Liao, Qingfeng Sun, Dawei Zhao, Xiaoping Shen.  (2025)  Flame-Retardant Ionogel Enabled by Lignin Molecular Networks for Fire Rescue.  Advanced Science,      [PMID:40559707] [10.1002/advs.202506901]

26. Yanhong Song, Yueze Hong, Jun Deng, Haoyu Zou, Jianyu Xin, Fanjun Zhang, Qing Jiang, Yunbing Wang.  (2025)  Foldable and Hydration-Rigidified Acrylate Polymer for a Highly Stable and UV-Filtering Phakic Intraocular Lens.  BIOMACROMOLECULES,      [PMID:41042225] [10.1021/acs.biomac.5c01335]

27. Dan Yang, Yingxiang Dong, Jiahao Zhang, Sijie Yang, Ruijie Lu, Ziqing Liu, Biao Xiong, De-Shan Bin, Jizhuang Wang, Yin Ning, Dan Li.  (2025)  Fusion Assembly of Diblock Copolymer Nanoparticles at Liquid–Solid Interface.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.5c02832]

28. Huizhu Li, Chengyang Liu, Li Zhang, Jianbo Tan.  (2025)  High-Temperature Photoinitiated RAFT Dispersion Polymerization: A Light-Mediated Approach for Controlled Synthesis of Well-Defined Polymeric Microspheres.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c03661]

29. Wenwei Yang, Yubing Fu, Siyu Gan, Xueling Yan, Liwei Lu, Xinyu Chen, Lan Liu.  (2026)  Thermoreversible adhesives with precisely temperature-controlled detachment enabled by temperature-responsive crystalline domains.  Materials Horizons,      [PMID:41668611] [10.1039/D6MH00017G]