2-Naphthaldehyde - ≥98% , CAS No.66-99-9

CAS: 66-99-9 Cat. No.: N106388 Formula: C₁₁H₈O Molecular Weight: 156.18 Beilstein Registry Number: 507750 EC Number: 200-640-2

GRADE & PURITY ≥98%

Synonyms

2-naphthalaldehyde | naphthalene-2-carboxaldehyde | bmse000679 | BRN 0507750 | Naphtalene-2-carbaldehyde | ss--Naphthaldehyde | beta-naphthoaldehyde | GZX30H50DE | N0003 | 2-Naphthaldehyde | 2-naphtoaldehyde | 2-Naphathalenecarboxaldehyde | BCP26680 | A15

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

2-Naphthaldehyde can be used as a reactant:

· In proline catalyzed aldol reaction.

· In asymmetric three-component Mannich reaction.

· For the synthesis of Hantzsch 1,4-dihydropyridines.13}

· Asymmetric benzoin condensation reaction.

· For the synthesis of pyrazolo[1,2?b]phthalazinediones.

· For the synthesis C60 by flash vacuum pyrolysis

Specifications

Synonyms

2-naphthalaldehyde | naphthalene-2-carboxaldehyde | bmse000679 | BRN 0507750 | Naphtalene-2-carbaldehyde | ss--Naphthaldehyde | beta-naphthoaldehyde | GZX30H50DE | N0003 | 2-Naphthaldehyde | 2-naphtoaldehyde | 2-Naphathalenecarboxaldehyde | BCP26680 | A15

Specifications & Purity

≥98%

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504751022
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751022
• Canonical Smiles: C1=CC=C2C=C(C=CC2=C1)C=O
• IUPAC Name: naphthalene-2-carbaldehyde
• InChIKey: PJKVFARRVXDXAD-UHFFFAOYSA-N
• INCHI: 1S/C11H8O/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-8H
• Isomeric SMILES: C1=CC=C2C=C(C=CC2=C1)C=O
• WGK Germany: 3
• RTECS: QJ0190010
• UN Number: 1988
• Molecular Weight: 156.18
• Beilstein: 507750
• Reaxy-Rn: 507750
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=507750&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthalenes
• Alternative Parents: Aryl-aldehydes Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Naphthalene - Aryl-aldehyde - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aldehyde - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
• External Descriptors: naphthaldehyde

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)

SLC6A1 Tclin GABA transporter 1 (308 Activities)

Discover Target: SLC6A1

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

Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)

Explore this target

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

Meloidogyne incognita (862 Activities)

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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 hot water.
• Sensitivity: Air sensitive.
• Boil Point(°C): 160°C
• Melt Point(°C): 60°C
• Molecular Weight: 156.180 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.058 Da
• Monoisotopic Mass: 156.058 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 164.000
• 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. Maowa Zhang, Haiqing Hao, Chenxi Shi, Chongchong Chen, Guoli Zhou, Jingtao Wang, Yijun Cao, Xiangke Han.  (2023)  Bis-terpyridine imprinted nanocage in the confined two-dimensional lamellar membrane for selective adsorption of Nd(III).  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2023.123095]

2. Yaoyao Liu, Tingting Wang, Chuanbao Xie, Xiujuan Tian, Liang Song, Lei Liu, Zhongwei Wang, Qing Yu.  (2020)  Naphthyl-based acylphosphine oxide photoinitiators with high effiency and low migration.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2020.105603]

3. Yi Yu, Xiaoqiang Gao, Zhouxuan Zang, Li Xu, Guoji Liu.  (2019)  Solid-liquid equilibrium for the ternary 2-naphthaldehyde + 2-methyl-1,4-naphthoquinone + ethanol system: Determination, correlation and molecular simulation.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2019.03.104]

4. Fang Zhang, Yaocun Tang, Long Wang, Li Xu, Guoji Liu.  (2015)  Solubility Measurement and Correlation for 2-Naphthaldehyde in Pure Organic Solvents and Methanol + Ethanol Mixtures.  JOURNAL OF CHEMICAL AND ENGINEERING DATA,      [PMID:] [10.1021/acs.jced.5b00377]

5. Xin Liu, Tiehu Li, Yuhui Liu, Yiting Sun, Yanying Han, Tung Chun Lee, Amir Zada, Zeqi Yuan, Fei Ye, Jiahe Chen, Alei Dang.  (2024)  Hybrid plasmonic aerogel with tunable hierarchical pores for size-selective multiplexed detection of VOCs with ultrahigh sensitivity.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:38452684] [10.1016/j.jhazmat.2024.133893]

6. Dandan Lu, Jie Zhang, Mingzhi Deng, Xiaoqian Liu, Ziyao Liu, Keyang Yin, Hongguang Li.  (2024)  Impressive nonlinear optical response of π-conjugated, photoluminescent soft nanoparticles in polymer matrix.  CARBON,      [PMID:] [10.1016/j.carbon.2024.119607]

7. Xia Hua, Chunling Yin, Leqian Hu, Liuchuang Zhao, Zhimin Liu, Peng Li.  (2025)  Imidazole derivative-based fluorescent arrays combined with multi-way pattern recognition for Poria cocos origin identification.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2025.108168]