1-Bromo-4-nitrobenzene - ≥99%(GC) , CAS No.586-78-7

CAS: 586-78-7 Cat. No.: B153155 Peso molecular: 202.01 Beilstein Registry Number: 636964 Número EC: 209-583-8
Disponible para pedir
GRADE & PURITY ≥99%(GC)
Synonyms
NSC 3526 | 4-(nitro)bromobenzene | 4-(nitro)-bromobenzene | NSC3526 | NSC-3526 | (2S,4R)-BOC-4-PHENOXY-PYRROLIDINE-2-CARBOXYLICACID | A831977 | STK291012 | B0624 | Z104474532 | InChI=1/C6H4BrNO2/c7-5-1-3-6(4-2-5)8(9)10/h1-4 | J-504452 | MFCD00007280 | 1-b
Storage
Room temperature
Shipped In
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Size
Estado
Price
Qty
5g
B153155-5g
9
20,90US$
25g
B153155-25g
3
71,90US$
100g
B153155-100g
1
251,90US$
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Why this grade

≥99%(GC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Room temperature Ships FedEx DG Service Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 27 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Electrochemical reduction of 1-bromo-4-nitrobenzene at zinc microelectrodes in ionic liquid has been investigated by cyclic voltammetry. 1-Bromo-4-nitrobenzene undergoes palladium-catalyzed Stille cross coupling reaction with furan-2-yltributyltin using Dabco(triethylenediamine) as ligand. It reacts with p-cresol to yield 1-methyl-4-(4-nitrophenoxy)benzene

Specifications

Sinónimos
NSC 3526 | 4-(nitro)bromobenzene | 4-(nitro)-bromobenzene | NSC3526 | NSC-3526 | (2S, 4R)-BOC-4-PHENOXY-PYRROLIDINE-2-CARBOXYLICACID | A831977 | STK291012 | B0624 | Z104474532 | InChI=1/C6H4BrNO2/c7-5-1-3-6(4-2-5)8(9)10/h1-4 | J-504452 | MFCD00007280 | 1-b
Especificaciones y pureza
≥99%(GC)
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
≥99%(GC)
Nombres e identificadores
Pubchem Sid488181352
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488181352
Sonrisas canónicasC1=CC(=CC=C1[N+](=O)[O-])Br
IUPAC Name1-bromo-4-nitrobenzene
InChIKeyZDFBKZUDCQQKAC-UHFFFAOYSA-N
INCHI1S/C6H4BrNO2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H
Isómeros SMILES C1=CC(=CC=C1[N+](=O)[O-])Br
WGK Alemania 3
RTECS CY9040550
Número ONU 2732(liquid)3459(solid)
Grupo de embalaje III
Peso molecular 202.01
Beilstein 636964
Reaxy-Rn 636964
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=636964&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClaseBenzene and substituted derivatives
SubclassNitrobenzenes
Intermediate Tree Nodes Not available
Direct ParentNitrobenzenes
Alternative Parents Nitroaromatic compounds  Bromobenzenes  Aryl bromides  Propargyl-type 1,3-dipolar organic compounds  Organic oxoazanium compounds  Organopnictogen compounds  Organonitrogen compounds  Organobromides  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Nitrobenzene - Nitroaromatic compound - Bromobenzene - Halobenzene - Aryl bromide - Aryl halide - C-nitro compound - Organic nitro compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic oxoazanium - Organic nitrogen compound - Organobromide - Organohalogen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
DescripciónThis compound belongs to the class of organic compounds known as nitrobenzenes. These are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
External Descriptors Not available
Estructura 3D
Modelo de Estructura Química Interactiva





Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

15 results found

Lot NumberCertificate TypeFechaArticulo
I2202239Certificate of AnalysisJun 11, 2026 B153155
I2202240Certificate of AnalysisJun 11, 2026 B153155
E2114200Certificate of AnalysisFeb 07, 2025 B153155
I2412160Certificate of AnalysisJun 26, 2024 B153155
F2330885Certificate of AnalysisMar 22, 2023 B153155
F2330888Certificate of AnalysisMar 22, 2023 B153155
F2330890Certificate of AnalysisMar 22, 2023 B153155
F2330892Certificate of AnalysisMar 22, 2023 B153155
F2330893Certificate of AnalysisMar 22, 2023 B153155
B2317215Certificate of AnalysisFeb 20, 2023 B153155
B2317199Certificate of AnalysisFeb 20, 2023 B153155
K2219198Certificate of AnalysisNov 03, 2022 B153155
K2219199Certificate of AnalysisNov 03, 2022 B153155
K2219218Certificate of AnalysisNov 03, 2022 B153155
I2202271Certificate of AnalysisAug 08, 2022 B153155

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Propiedades químicas y físicas
SolubilidadInsoluble in water. Almost transparent in hot ethyl alcohol. Soluble in ether
Punto de ebullición (°C)255-256 °C
Punto de fusión (°C)124-126 °C
Peso molecular202.010 g/mol
XLogP32.500
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass200.943 Da
Monoisotopic Mass200.943 Da
Topological Polar Surface Area45.800 Ų
Heavy Atom Count10
Formal Charge0
Complexity126.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referencias
1. Hongbo Yu, Shuibo Wang, Lin Zhu, Chunzheng Wu.  (2023)  One-pot synthesis of Pt@Sn core-shell nanocatalysts for the hydrogenation of halonitrobenzene to produce haloaniline with ultra-high selectivity.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2023.158729]
2. Wuwen Liu, Dongsheng Zhang, Huiyu Yue, Yajiao Li, Federico Rosei, Dong Liu, Ren Su.  (2023)  Immobilizing graphitic carbon nitride on porous silica via hydrogen bonds for photocatalytic flow synthesis of azoxybenzene.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.146730]
3. Fengliang Cao, Qingshan Zhao, Debin Kong, Xiaojie Tan, Xinxin Li, Tengfei Liu, Linjie Zhi, Mingbo Wu.  (2023)  Turning the coordination environment of atomic Fe-N4 center by peripheral nitrogen species for boosted catalytic performance.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.145181]
4. Baocheng Zhou, Ying Liu, Wei Zhao, Changhao Bian, Pengfei Sun.  (2023)  Graphitic carbon nitride modified by 5-sulfonic-8-hydroxyquinoline and Fe (III) ions as visible-light photocatalyst to efficiently reduce nitroaromatic compounds.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2023.110282]
5. Ziqi Sun, Meiling Qi.  (2023)  End-modification of poly(ether-carbonate) copolymer by adamantane cages: An effective approach for improving the selectivity of gas chromatographic stationary phases.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:36990034] [10.1016/j.chroma.2023.463940]
6. Jiasheng Wang, Ying Zhang, Xiaonan Xu, Ming Bao.  (2023)  Oxygen Vacancy-Rich Ni–CeO2 Heterojunction Catalyst for Hydrogenating Halogenated Nitroarenes with High Activity and Selectivity.  ACS Applied Materials & Interfaces,      [PMID:36637974] [10.1021/acsami.2c21272]
7. Ziqi Sun, Meiling Qi.  (2022)  High separation performance of carbon dioxide-based poly(ether-carbonate) copolymer for gas chromatographic analyses.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:36166885] [10.1016/j.chroma.2022.463493]
8. Qiuyu Lin, Luyun Xue, Jiannan Sun, Yuanchao Wang, Heyong Cheng.  (2022)  Suzuki C–C Coupling in Paper Spray Ionization: Microsynthesis of Biaryls and High-Sensitivity MS Detection of Aryl Bromides.  JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY,      [PMID:36074999] [10.1021/jasms.2c00192]
9. Xiaonan Duan, Jiabin Yin, Mengmeng Huang, Peixia Wang, Jisong Zhang.  (2022)  Hydrogenation kinetics of halogenated nitroaromatics over Pt/C in a continuous Micro-packed bed reactor.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2022.117483]
10. Peng Zhang, Shaonan Xu, Yan Wang, Wei Zhang, Wenqing Li, Cundi Wei, Peiping Zhang, Shiding Miao.  (2021)  Fabrication of Pd/Mg2P2O7 via a Struvite-Template Way from Wastewater and Application as Chemoselective Catalyst in Hydrogenation of Nitroarenes.  CHEMISTRY-A EUROPEAN JOURNAL,  27  (41): (10666-10676).  [PMID:34009699] [10.1002/chem.202100684]
11. Binbin Feng, Qionghao Xu, Xiaoxue Wu, Chunlin Ye, Yanghe Fu, De-Li Chen, Fumin Zhang, Weidong Zhu.  (2021)  MOF-derived N-doped carbon composites embedded with Fe/Fe3C nanoparticles as highly chemoselective and stable catalysts for catalytic transfer hydrogenation of nitroarenes.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2021.149837]
12. Yingzhang Shi, Huan Wang, Zhiwen Wang, Taikang Wu, Yujie Song, Binbin Guo, Ling Wu.  (2020)  Pt decorated hierarchical Sb2WO6 microspheres as a surface functionalized photocatalyst for the visible-light-driven reduction of nitrobenzene to aniline.  Journal of Materials Chemistry A,  (36): (18755-18766).  [PMID:] [10.1039/D0TA06099B]
13. Xue Xiong, Meiling Qi.  (2020)  A novel column fabrication approach for capillary gas chromatography via a cross-linked organogel network with high stability and inertness.  NEW JOURNAL OF CHEMISTRY,  44  (25): (10621-10627).  [PMID:] [10.1039/D0NJ02185G]
14. Yueling Cao, Kangkai Liu, Chen Wu, Hepeng Zhang, Qiuyu Zhang.  (2020)  In situ-formed cobalt embedded into N-doped carbon as highly efficient and selective catalysts for the hydrogenation of halogenated nitrobenzenes under mild conditions.  APPLIED CATALYSIS A-GENERAL,      [PMID:] [10.1016/j.apcata.2020.117434]
15. Hongbo Yu, Weiqiang Tang, Kaijie Li, Shuangliang Zhao, Hongfeng Yin, Shenghu Zhou.  (2019)  Enhanced Catalytic Performance for Hydrogenation of Substituted Nitroaromatics over Ir-Based Bimetallic Nanocatalysts.  ACS Applied Materials & Interfaces,      [PMID:30674185] [10.1021/acsami.8b19056]
16. Yujie Song, Hao Wang, Shijing Liang, Yan Yu, Liuyi Li, Ling Wu.  (2018)  One-pot synthesis of secondary amine via photoalkylation of nitroarenes with benzyl alcohol over Pd/monolayer H1.07Ti1.73O4·H2O nanosheets.  JOURNAL OF CATALYSIS,      [PMID:] [10.1016/j.jcat.2018.02.005]
17. Kaitao Zhang, Minggui Shen, He Liu, Shibin Shang, Dan Wang, Henrikki Liimatainen.  (2018)  Facile synthesis of palladium and gold nanoparticles by using dialdehyde nanocellulose as template and reducing agent.  CARBOHYDRATE POLYMERS,      [PMID:29455970] [10.1016/j.carbpol.2018.01.048]
18. Yinhui Yang, Zhengfeng Chang, Xiaohong Yang, Meiling Qi, Jinliang Wang.  (2018)  Selectivity of hexaphenylbenzene-based hydrocarbon stationary phase with propeller-like conformation for aromatic and aliphatic isomers.  ANALYTICA CHIMICA ACTA,      [PMID:29534806] [10.1016/j.aca.2018.01.048]
19. Mingxi Chen, Zhe Zhang, Lingzhi Li, Yu Liu, Wei Wang, Jianping Gao.  (2014)  Fast synthesis of Ag–Pd@reduced graphene oxide bimetallic nanoparticles and their applications as carbon–carbon coupling catalysts.  RSC Advances,  (58): (30914-30922).  [PMID:] [10.1039/C4RA05186F]
20. Qingshan Zhao, Dejian Xu, Libo Wang, Shihao Cui, Qinlian Liu, Xuan Han, Zhiyuan Wang, Hui Ning, Mingbo Wu.  (2025)  A core-shell confinement strategy towards single-atom Fe-N/S-C bifunctional catalyst for selective nitroarene reduction and olefin epoxidation.  JOURNAL OF ALLOYS AND COMPOUNDS,      [PMID:] [10.1016/j.jallcom.2025.178488]
21. Zhifeng Yu, Chenqi Zhao, Zhelun Xiong, Zicheng Xiao, Meng He, Yining Wu, Yu Wang, Pingfan Wu, Wei Guo, Ning Zhang, Minghui Liang.  (2024)  Copper single atoms decorated iridium nanoparticles for the selective hydrogenation of bromonitrobenzene.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2024.114631]
22. Haijiao Jia, Mengqi Cheng, Ran Zhao, Pingyi Zheng, Fangfang Ren, Yaqin Nan, Mengting Huang, Youxin Li.  (2024)  Excellent Pd-Loaded Magnetic Nanocatalyst on Multicarboxyl and Boronic Acid Biligands.  ACS Omega,      [PMID:38680317] [10.1021/acsomega.3c07133]
23. Yaqi Qu, Hualiang An, Xinqiang Zhao, Yanji Wang.  (2024)  Insight into the roles of HEPES and ethanol in one-pot preparation of ZrO2@Pt catalyst for efficient selective hydrogenation of nitrobenzene.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.153949]
24. Fengliang Cao, Wanxin Ni, Qingshan Zhao, Libo Wang, Song Xue, Yanpeng Li, Debin Kong, Mingbo Wu, Linjie Zhi.  (2024)  Precisely manipulating the local coordination of cobalt single-atom catalyst boosts selective hydrogenation of nitroarenes.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2024.123762]
25. Mingyuan Jian, Kecan Dou, Deqiong Xie, Gaomei Tu, Weidong Zhu, Fumin Zhang.  (2024)  Synthesis of MXene supported Co nanoparticle catalyst for efficient catalytic transfer hydrogenation of nitro compounds with formic acid.  NEW JOURNAL OF CHEMISTRY,      [PMID:] [10.1039/D3NJ05864F]
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27. Jiayi Li, Shiwei Wang, Zhihao Yu, Haojian Zhang, Lin Zhu, Chunzheng Wu, Hongbo Yu.  (2025)  Catalytic Enhancement Through Interfacial Engineering: Ir-MoOx Nanocrystals on Silica for Nitroaromatic Hydrogenation.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.5c00455]
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