2-Bromoacetophenone - ≥98% , CAS No.70-11-1

CAS: 70-11-1 Cat. No.: B103328 Molecular Weight: 199.04 Beilstein Registry Number: 606474 EC Number: 200-724-9

GRADE & PURITY ≥98%

Synonyms

1-phenyl-2-bromoethanone | 2-bromo-1-phenyl-1-ethanone | Benzoylmethyl bromide | NCGC00260487-01 | NSC 9807 | UN2645 | UN-2645 | EINECS 200-724-9 | phenacylbromid | .OMEGA.-BROMOACETOPHENONE [MI] | AKOS000210403 | 2-bromo-1 -phenylethanone | CHEBI:51846 |

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice,FedEx DG Service

Overview

2-Bromoacetophenone has been used in the analysis of organic acids involving the formation of phenacyl derivatives.

Specifications

Synonyms

1-phenyl-2-bromoethanone | 2-bromo-1-phenyl-1-ethanone | Benzoylmethyl bromide | NCGC00260487-01 | NSC 9807 | UN2645 | UN-2645 | EINECS 200-724-9 | phenacylbromid | .OMEGA.-BROMOACETOPHENONE [MI] | AKOS000210403 | 2-bromo-1 -phenylethanone | CHEBI:51846 |

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice, FedEx DG Service

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488180031
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180031
• Canonical Smiles: C1=CC=C(C=C1)C(=O)CBr
• IUPAC Name: 2-bromo-1-phenylethanone
• InChIKey: LIGACIXOYTUXAW-UHFFFAOYSA-N
• INCHI: 1S/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)CBr
• WGK Germany: 3
• UN Number: 2645
• Packing Group: II
• Molecular Weight: 199.04
• Beilstein: 606474
• Reaxy-Rn: 606474
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=606474&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Benzoyl derivatives Aryl alkyl ketones Alpha-haloketones Organobromides Organic oxides Hydrocarbon derivatives Alkyl bromides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alkyl-phenylketone - Aryl alkyl ketone - Benzoyl - Benzenoid - Monocyclic benzene moiety - Alpha-haloketone - Organic oxide - Hydrocarbon derivative - Organobromide - Organohalogen compound - Alkyl halide - Alkyl bromide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• External Descriptors: alpha-bromoketone - aromatic ketone - acetophenones

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

Associated Targets(Human)

GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)

Discover Target: GSK3B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CTSB Tchem Cathepsin B (3822 Activities)

Discover Target: CTSB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility in Methanol:almost transparency
• Sensitivity: Light & Heat & Air sensitive.
• Refractive Index: 1.709
• Flash Point(°F): 235.4 °F
• Flash Point(°C): 113 °C
• Boil Point(°C): 135 °C/18 mmHg
• Melt Point(°C): 51°C
• Molecular Weight: 199.040 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 197.968 Da
• Monoisotopic Mass: 197.968 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 116.000
• 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. Zhenxiong Zhao, Shenglu Jiang, Qing Fan, Kuo Xu, Yubin Xu, Feiqiang Wu, Xihong Zhang, Ting Wang, Zhelin Xia.  (2023)  Apocynum venetum leaf extract alleviated doxorubicin-induced cardiotoxicity by regulating organic acid metabolism in gut microbiota.  Frontiers in Pharmacology,      [PMID:38074154] [10.3389/fphar.2023.1286210]

2. Juncao Hou, Jihong Xu, Rui Tang, Yulin Min, Sukum Eitssayeam, Penghui Shi.  (2023)  Activation of peracetic acid by biochar for sulfamethoxazole degradation: Revealing roles of the active sites.  Journal of the Taiwan Institute of Chemical Engineers,      [PMID:] [10.1016/j.jtice.2023.105184]

3. Meiling Chen, Lin Ding, Shijun Zhu, Xiuqin Xiong, Xinkai Yuan, Yanhua Peng, Liming Yang, Hui Shi, Penghui Shao, Xubiao Luo.  (2023)  Decomplexation of Ni-EDTA enhanced by Fe(III) reduction in the Fenton reaction: Insight into the role of carbonyl groups.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2023.111097]

4. Xuyi Li, Chen Huang, Yu Fan, Zhiang Bai, Bao-Li An, Jiaqiang Xu, Weiwei Zheng, Yue-Ling Bai.  (2023)  Boosting Solid-State Luminescence of Thiazolothiazole Viologen by Incorporating Metal Halide Clusters to Hinder π-Stacking.  ACS Applied Materials & Interfaces,      [PMID:37729492] [10.1021/acsami.3c09484]

5. Lixia Li, Zhechao Huang, Fenghao Shu, Ying Gao, Jinxing Long.  (2023)  Hydrodeoxygenation of heavy lignin bio-oil to oxygenated fuel catalyzed by CuxNiy/MgO.  FUEL,      [PMID:] [10.1016/j.fuel.2023.129805]

6. Xin Lv, Chenying Zhou, Zhichao Shen, Yuchen Zhang, Chuanshu He, Ye Du, Zhaokun Xiong, Rongfu Huang, Peng Zhou, Bo Lai.  (2023)  Waste leather derived porous carbon boosted Fenton oxidation towards removal of diethyl phthalate: Mechanism and long-lasting performance.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:37451102] [10.1016/j.jhazmat.2023.132040]

7. Liang Wenfei, Nie Chengming, Du Jun, Han Yaoyao, Zhao Guohui, Yang Fan, Liang Guijie, Wu Kaifeng.  (2023)  Near-infrared photon upconversion and solar synthesis using lead-free nanocrystals.  Nature Photonics,  17  (4): (346-353).  [PMID:] [10.1038/s41566-023-01156-6]

8. Lei Yang, Zifei Wei, Zihan Guo, Mengfang Chen, Jingchun Yan, Linbo Qian, Lu Han, Jing Li, Mingyue Gu.  (2022)  Significant roles of surface functional groups and Fe/Co redox reactions on peroxymonosulfate activation by hydrochar-supported cobalt ferrite for simultaneous degradation of monochlorobenzene and p-chloroaniline.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:37055992] [10.1016/j.jhazmat.2022.130588]

9. Bo Kong, Tong Yang, Feng Cheng, Yan Qian, Chunmei Li, Lei Zhan, Yuanfang Li, Hongyan Zou, Chengzhi Huang.  (2021)  Carbon dots as nanocatalytic medicine for anti-inflammation therapy.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:34971965] [10.1016/j.jcis.2021.12.107]

10. Chenying Zhou, Peng Zhou, Minglu Sun, Yang Liu, Heng Zhang, Zhaokun Xiong, Juan Liang, Xiaoguang Duan, Bo Lai.  (2021)  Nitrogen-doped carbon nanotubes enhanced Fenton chemistry: Role of near-free iron(III) for sustainable iron(III)/iron(II) cycles.  WATER RESEARCH,      [PMID:34959068] [10.1016/j.watres.2021.117984]

11. Jun-Nan Yang, Tian Chen, Jing Ge, Jing-Jing Wang, Yi-Chen Yin, Yi-Feng Lan, Xue-Chen Ru, Zhen-Yu Ma, Qun Zhang, Hong-Bin Yao.  (2021)  High Color Purity and Efficient Green Light-Emitting Diode Using Perovskite Nanocrystals with the Size Overly Exceeding Bohr Exciton Diameter.  Journal of the American Chemical Society,      [PMID:34766754] [10.1021/jacs.1c09948]

12. Qingmeng Dong, Zhouqi Tian, Wulin Song, Weiping Deng, Hongxi Zhang.  (2021)  Catalytic oxidation of lignin and model compounds over nano europium oxide.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2021.126846]

13. Fei Zhang, Yaoming Liu, Binsheng Yang, Guangming Wen, Bin Liu.  (2020)  Near-infrared AIEgens for lipid droplets imaging in corpus adiposum or trachea of Locusta migratoria and its application in photodynamic therapy.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2020.128589]

14. Guozhi Zhu, Song Shi, Li Zhao, Meng Liu, Jin Gao, Jie Xu.  (2020)  Catalytic Activation of Carbon–Hydrogen Bonds in Lignin Linkages over Strong-Base-Modified Covalent Triazine Frameworks for Lignin Oxidative Cleavage.  ACS Catalysis,      [PMID:] [10.1021/acscatal.0c00247]

15. Bingxing Jiang, Jun Hu, Yiheng Qiao, Xiaoxiang Jiang, Ping Lu.  (2019)  Depolymerization of Lignin over a Ni–Pd Bimetallic Catalyst Using Isopropanol as an in Situ Hydrogen Source.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.9b01976]

16. Weixiang Guan, Chuang Li, Xiao Chen, Xiao-Ying Lu, Chi-Wing Tsang, Haoquan Hu, Hongxu Qi, Changhai Liang.  (2019)  Tuning the Acidity of Pt/ CNTs Catalysts for Hydrodeoxygenation of Diphenyl Ether.  Jove-Journal of Visualized Experiments,      [PMID:31475992] [10.3791/59870]

17. Da Wang, Yuyang Wang, Xiaoyu Li, Lei Chen, Guangci Li, Xuebing Li.  (2018)  Lignin Valorization: A Novel in Situ Catalytic Hydrogenolysis Method in Alkaline Aqueous Solution.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.8b01032]

18. Li Zhao, Song Shi, Meng Liu, Guozhi Zhu, Min Wang, Wenqiang Du, Jin Gao, Jie Xu.  (2018)  Covalent triazine framework catalytic oxidative cleavage of lignin models and organosolv lignin.  GREEN CHEMISTRY,  20  (6): (1270-1279).  [PMID:] [10.1039/C8GC00268A]

19. T. M. Chen, X. M. Tian, L. Huang, J. Xiao, G. W. Yang.  (2017)  Nanodiamonds as pH-switchable oxidation and reduction catalysts with enzyme-like activities for immunoassay and antioxidant applications.  Nanoscale,  9  (40): (15673-15684).  [PMID:28994431] [10.1039/C7NR05629J]

20. Xuyi Li, Chen Huang, Rui Xue, Jia-Ping Tong, Yuehan Cheng, Bao-Li An, Jiaqiang Xu, Yue-Ling Bai.  (2024)  A Viologen Derivative Transition from Photosilence to Sensitive Photochromism through Ion Exchange.  CRYSTAL GROWTH & DESIGN,      [PMID:] [10.1021/acs.cgd.4c00192]

21. Jingyi Wu, Jialin Zhao, Na Li, Yijia Lei, Yan Wang, Song Wang, Yiman Gu, Yanchao Zhang, Junjian Yu, Jian Gao, Zhanyu Li, Zhe Wang.  (2024)  High mechanical performance Brominated Poly(aryl piperidinium) anion exchange membranes based on non-covalent crosslinking.  INTERNATIONAL JOURNAL OF HYDROGEN ENERGY,      [PMID:] [10.1016/j.ijhydene.2024.03.064]

22. Xinjie Li, Linqi Chen, Danqun Mao, Jingzhou Li, Wei Xie, Hongxing Dong, Long Zhang.  (2024)  Low-threshold cavity-enhanced superfluorescence in polyhedral quantum dot superparticles.  Nanoscale Advances,  6  (12): (3220-3228).  [PMID:38868834] [10.1039/D4NA00188E]

23. Jingtao Huang, Ying Ying Nie, Yu Meng Yang, Xin Ying Long, Yongpeng He, Lei Zhan, Cheng Zhi Huang.  (2025)  Chiral Carbon Dots as Optical Probes: Selective Detection of Acetylcholinesterase via Enhanced Photoluminescence.  ANALYTICAL CHEMISTRY,      [PMID:40711814] [10.1021/acs.analchem.5c00073]

24. Jinli Liu, Mo Zhang, Ling Tang, Simin Zhang, Jiayong Lu, Xu Yang, Yangming Lin.  (2025)  Surface hybrid engineering of nanodiamonds for boosting electrocatalytic hydrogen peroxide production with high efficiency and stability.  Journal of Energy Chemistry,      [PMID:] [10.1016/j.jechem.2025.04.026]

25. Song Han, Yun Zhao, Mina Liang, Jinshui Su, Xiangxiong Zhai, Qi Zhang, Guoling Li, Zhonghai Ni.  (2025)  Visible-light driven phosphotungstic acid/tubular C3N4 heterojunction photocatalyst for efficient cleavage of C–C bond in lignin.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2025.133236]

26. Tianyuan Xu, Nanxi Zhu, Ruina Yuan, Yaowen Xing, Xiahui Gui.  (2026)  Persulfate activation by low-rank coals for sulfamethazine degradation: Structural differences modulating activation pathways.  Journal of Water Process Engineering,      [PMID:] [10.1016/j.jwpe.2025.109417]