2-Nitrobenzyl alcohol - ≥98%(GC) , CAS No.612-25-9

CAS: 612-25-9 Cat. No.: N135031 Molecular Weight: 153.14 Beilstein Registry Number: 6447 EC Number: 210-302-6

GRADE & PURITY ≥98%(GC)

Synonyms

CCRIS 7967 | EINECS 210-302-6 | Q27262550 | SCHEMBL68381 | MFCD00007186 | O-(HYDROXYMETHYL)NITROBENZENE | 5M66390M78 | NSC 66512 | 4-06-00-02608 (Beilstein Handbook Reference) | N0179 | F0001-1612 | o-nitro benzylalcohol | 2-Nitrophenyl methanol | NSC6651

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

CCRIS 7967 | EINECS 210-302-6 | Q27262550 | SCHEMBL68381 | MFCD00007186 | O-(HYDROXYMETHYL)NITROBENZENE | 5M66390M78 | NSC 66512 | 4-06-00-02608 (Beilstein Handbook Reference) | N0179 | F0001-1612 | o-nitro benzylalcohol | 2-Nitrophenyl methanol | NSC6651

Specifications & Purity

≥98%(GC)

Storage

Room temperature

Shipped In

Normal

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 488181479
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488181479
• Canonical Smiles: C1=CC=C(C(=C1)CO)[N+](=O)[O-]
• IUPAC Name: (2-nitrophenyl)methanol
• InChIKey: BWRBVBFLFQKBPT-UHFFFAOYSA-N
• INCHI: 1S/C7H7NO3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,9H,5H2
• Isomeric SMILES: C1=CC=C(C(=C1)CO)[N+](=O)[O-]
• WGK Germany: 3
• RTECS: DP0657050
• Molecular Weight: 153.14
• Beilstein: 6447
• Reaxy-Rn: 2046649
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2046649&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Nitrobenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrobenzenes
• Alternative Parents: Nitroaromatic compounds Benzyl alcohols Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives Aromatic alcohols
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrobenzene - Benzyl alcohol - Nitroaromatic compound - C-nitro compound - Organic nitro compound - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Alcohol - Hydrocarbon derivative - Organic zwitterion - Aromatic alcohol - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic homomonocyclic compound
• Description: This 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

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(non-human)

EMT6 (738 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water 5000 mg/L 20 deg Celsius.
• Sensitivity: light sensitive
• Boil Point(°C): 69-72 °C (lit.)
• Melt Point(°C): 270 °C (lit.)
• Molecular Weight: 153.140 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 153.043 Da
• Monoisotopic Mass: 153.043 Da
• Topological Polar Surface Area: 66.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 143.000
• 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. Shuchang Wu, Guodong Wen, Yang Su, Xiaoli Pan, Hua Yan, Jiangyong Diao, Hongyang Liu.  (2021)  Bottom-Up Approach Derived Iron and Nitrogen Cofunctionalized Carbon as Efficient Renewable Catalyst for Selective Reduction of Nitroarenes.  Journal of Physical Chemistry C,      [PMID:] [10.1021/acs.jpcc.1c00620]

2. Sifan Ji, Lili Xu, Xiaohui Fu, Jing Sun, Zhibo Li.  (2019)  Light- and Metal Ion-Induced Self-Assembly and Reassembly Based on Block Copolymers Containing a Photoresponsive Polypeptide Segment.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.9b00475]

3. Zhiyong Song, Yang Wu, Qi Cao, Huajuan Wang, Xiangru Wang, Heyou Han.  (2018)  pH-Responsive, Light-Triggered on-Demand Antibiotic Release from Functional Metal–Organic Framework for Bacterial Infection Combination Therapy.  ADVANCED FUNCTIONAL MATERIALS,  28  (23): (1800011).  [PMID:] [10.1002/adfm.201800011]

4. Wen-Jian Zhang, Chun-Yan Hong, Cai-Yuan Pan.  (2017)  Efficient Fabrication of Photosensitive Polymeric Nano-objects via an Ingenious Formulation of RAFT Dispersion Polymerization and Their Application for Drug Delivery.  BIOMACROMOLECULES,      [PMID:28287252] [10.1021/acs.biomac.6b01887]

5. Xiangyu Liu, Jingwen He, Yile Niu, Yefei Li, Ding Hu, Xinnian Xia, Yanbing Lu, Weijian Xu.  (2015)  Photo-responsive amphiphilic poly(α-hydroxy acids) with pendent o-nitrobenzyl ester constructed via copper-catalyzed azide-alkyne cycloaddition reaction.  POLYMERS FOR ADVANCED TECHNOLOGIES,  26  (5): (449-456).  [PMID:] [10.1002/pat.3472]

6. Hao Zhang, Xianzhen Dong, Yuhang Liu, Ping Duan, Changjiang Liu, Kun Liu, Yifeng Yu, Xinyue Liang, Honglian Dai, Aixi Yu.  (2025)  An injectable and adaptable system for the sustained release of hydrogen sulfide for targeted diabetic wound therapy by improving the microenvironment of inflammation regulation and angiogenesis.  Acta Biomaterialia,      [PMID:39993519] [10.1016/j.actbio.2025.02.048]

7. Jiafeng Hu, Ying-ying Hu, Gui-an Yang, Xiao-qin Wu.  (2026)  Construction of a 3D Pr-MOF electrochemical sensor and its application for detection and discrimination of nitrobenzyl alcohol isomers.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2026.145965]