1-Nitronaphthalene - ≥99% , CAS No.86-57-7

CAS: 86-57-7 Cat. No.: N101000 Molecular Weight: 173.17 Beilstein Registry Number: 1867714 EC Number: 201-684-5

GRADE & PURITY ≥99%

Synonyms

1-Nitronaphthalene, purum, >=98.0% (GC) | NITRONAPHTHALENE, 1- | A24106 | DTXSID7020978 | Naphthalene, nitro- | 1-Nitronaphthalene, BCR(R) certified Reference Material | InChI=1/C10H7NO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7 | NCGC00256373-01 | STR0342

Storage

Room temperature

Shipped In

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Overview

Usually used to study excited state dynamics of 1-nitropthalene in nonpolar, aprotic and protic solvents.

Specifications

Synonyms

1-Nitronaphthalene, purum, >=98.0% (GC) | NITRONAPHTHALENE, 1- | A24106 | DTXSID7020978 | Naphthalene, nitro- | 1-Nitronaphthalene, BCR(R) certified Reference Material | InChI=1/C10H7NO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7 | NCGC00256373-01 | STR0342

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

1- nitronaphthalene can covalently bind to protein and form an adduct in rat airway epithelium in vivo

Storage

Room temperature

Shipped In

FedEx DG Service

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 508807424
• Canonical Smiles: C1=CC=C2C(=C1)C=CC=C2[N+](=O)[O-]
• IUPAC Name: 1-nitronaphthalene
• InChIKey: RJKGJBPXVHTNJL-UHFFFAOYSA-N
• INCHI: 1S/C10H7NO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC=C2[N+](=O)[O-]
• WGK Germany: 3
• RTECS: QJ9720000
• UN Number: 2538
• Molecular Weight: 173.17
• Beilstein: 1867714
• Reaxy-Rn: 1867714
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1867714&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes
      • Subclass Nitronaphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Nitronaphthalenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitronaphthalenes
• Alternative Parents: Nitroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: 1-nitronaphthalene - Nitroaromatic compound - Organic nitro compound - C-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 - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organonitrogen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as nitronaphthalenes. These are polycyclic aromatic compounds containing a naphthalene moiety substituted by one or more nitro groups.
• External Descriptors: mononitronaphthalene

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)

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

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

Associated Targets(non-human)

Salmonella typhimurium (15756 Activities)

Explore this target

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

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: H2O: insoluble;alcohol: soluble;carbon disulfide: freely soluble;chloroform: soluble;diethyl ether: freely soluble
• Flash Point(°F): 327.2 °F
• Flash Point(°C): 164℃
• Boil Point(°C): 304°C
• Melt Point(°C): 59-61°C
• Molecular Weight: 173.170 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 173.048 Da
• Monoisotopic Mass: 173.048 Da
• Topological Polar Surface Area: 45.800 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 200.000
• 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. Feng Xu, Zhiquan Chen, Lei Ni, Gang Fu, Jian Liu, Juncheng Jiang.  (2023)  Study on Continuous Flow Nitration of Naphthalene.  ORGANIC PROCESS RESEARCH & DEVELOPMENT,      [PMID:] [10.1021/acs.oprd.3c00282]

2. Jun Liang, Lei Ni, Peihong Wu, Hang Yao, Qiang Chen, Gang Fu, Juncheng Jiang.  (2022)  Process safety assessment of semibatch nitration of naphthalene with mixed acid to 1-nitronaphthalene.  AICHE JOURNAL,  68  (7): (e17679).  [PMID:] [10.1002/aic.17679]

3. Jinqiu Li, Bin Zhao, Liying Guo, Zhuo Wang, Chun Wang, Zhi Wang, Shuaihua Zhang, Qiuhua Wu.  (2021)  Synthesis of hypercrosslinked polymers for efficient solid-phase microextraction of polycyclic aromatic hydrocarbons and their derivatives followed by gas chromatography-mass spectrometry determination.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:34329956] [10.1016/j.chroma.2021.462428]

4. Yue Lin, Xiu Huang, Yongchun Liu, Dong Cao, Dawei Lu, Zeming Feng, Qian Liu, Zhenyu Lin, Guibin Jiang.  (2021)  Identification, Quantification, and Imaging of the Biodistribution of Soot Particles by Mass Spectral Fingerprinting.  ANALYTICAL CHEMISTRY,      [PMID:33881821] [10.1021/acs.analchem.0c05180]

5. Huan Fu, Luna Ruan, Jianhua Liao, An Pei, Jun Liu, Li Zeng, Kai Yang, Lihua Zhu, Bing Hui Chen.  (2020)  PtNi/C bimetallic nanocatalyst with high catalytic performance and stability for 1-nitronaphthalene hydorgenation to 1-naphthylamine.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2020.111151]

6. Chengjiang Zhang, Gongke Li, Zhuomin Zhang.  (2015)  A hydrazone covalent organic polymer based micro-solid phase extraction for online analysis of trace Sudan dyes in food samples.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:26456513] [10.1016/j.chroma.2015.09.059]

7. Jiayue Dong, Peizeng Yang, Deyang Kong, Yiqiang Song, Junhe Lu.  (2024)  Formation of nitrated naphthalene in the sulfate radical oxidation process in the presence of nitrite.  WATER RESEARCH,      [PMID:38574612] [10.1016/j.watres.2024.121546]

8. Qingwen Tao, Pu Ma, Beining Chen, Xiaolei Qu, Heyun Fu.  (2024)  Hierarchically spherical assembly of carbon nanorods derived from metal-organic framework as solid-phase microextraction coating for nitrated polycyclic aromatic hydrocarbon analysis.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:39255650] [10.1016/j.chroma.2024.465352]

9. Taiping Fu, Zekun Jing, Xinrong Yan, Yongsheng Li, Biye Niu, Zhanpeng Ye, Yufeng Liu, Yakun Guo, Maobing Shuai.  (2026)  Highly Efficient Hydrogenation of Solid Polycyclic Aromatic Hydrocarbons at Mild Temperature by the Ru–Rh Alloy Catalyst.  ACS Applied Materials & Interfaces,      [PMID:] [10.1021/acsami.6c00517]