Cas no 33656-65-4 (1-Naphthaleneaceticacid, a-oxo-, ethyl ester)
1-Naphthaleneaceticacid, a-oxo-, ethyl ester Chemical and Physical Properties
Names and Identifiers
-
- 1-Naphthaleneaceticacid, a-oxo-, ethyl ester
- Ethyl 1-naphthoylforMate
- ethyl naphthalen-1-yl(oxo)acetate
- PS-7749
- SCHEMBL697232
- ethyl alpha-oxo-1-naphthaleneacetate
- 33656-65-4
- CS-0320334
- Ethyl 2-(1-naphthyl)glyoxylate, tech.
- FT-0625845
- AKOS009157814
- MFCD01319637
- ethyl 2-(1-naphthyl)-2-oxoacetate, AldrichCPR
- Ethyl (naphthalen-1-yl)(oxo)acetate
- ethyl 2-(naphthalen-1-yl)-2-oxoacetate
- ethyl 2-naphthalen-1-yl-2-oxoacetate
- DTXSID50371373
-
- MDL： MFCD01319637
- Inchi： 1S/C14H12O3/c1-2-17-14(16)13(15)12-9-5-7-10-6-3-4-8-11(10)12/h3-9H,2H2,1H3
- InChI Key： YACNOKOTOHNDBU-UHFFFAOYSA-N
- SMILES： O(CC)C(C(C1C=CC=C2C=CC=CC2=1)=O)=O
Computed Properties
- Exact Mass: 228.07866
- Monoisotopic Mass: 228.078644241g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 17
- Rotatable Bond Count: 4
- Complexity: 298
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 3.7
- Topological Polar Surface Area: 43.4?2
Experimental Properties
- Density: 1.2±0.1 g/cm3
- Melting Point: 79-82 °C
- Boiling Point: 366.1±11.0 °C at 760 mmHg
- Flash Point: 171.5±16.5 °C
- Refractive Index: 1.595
- PSA: 43.37
- LogP: 2.58560
- Vapor Pressure: 0.0±0.8 mmHg at 25°C
1-Naphthaleneaceticacid, a-oxo-, ethyl ester Security Information
- Signal Word：warning
- Hazard Statement： H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- Warning Statement： P264+P280+P305+P351+P338+P337+P313
- Safety Instruction： H303+H313+H333
- Storage Condition：storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)
1-Naphthaleneaceticacid, a-oxo-, ethyl ester Pricemore >>
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Ethyl 2-(1-naphthyl)glyoxylate, tech.; . |
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€853.70 | 2023-06-22 | ||
| Chemenu | CM246393-5g |
Ethyl 2-(naphthalen-1-yl)-2-oxoacetate |
33656-65-4 | 97% | 5g |
$680 | 2023-01-07 | |
| abcr | AB233209-1g |
Ethyl 2-(1-naphthyl)glyoxylate, tech.; . |
33656-65-4 | 1g |
€431.10 | 2025-02-19 | ||
| abcr | AB233209-2g |
Ethyl 2-(1-naphthyl)glyoxylate, tech.; . |
33656-65-4 | 2g |
€853.70 | 2024-06-10 |
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1-Naphthaleneaceticacid, a-oxo-, ethyl ester Related Literature
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Adeline Huiling Loo,Alessandra Bonanni,Martin Pumera Analyst, 2013,138, 467-471
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Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
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Xin Fu,Qing-rong Liang,Rong-guang Luo,Yan-shu Li,Xiao-ping Xiao,Lu-lu Yu,Wen-zhe Shan,Guang-qin Fan J. Mater. Chem. B, 2019,7, 3088-3099
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Huiying Xu,Lu Zheng,Yu Zhou,Bang-Ce Ye Analyst, 2021,146, 5542-5549
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Suji Lee,Min Su Han Chem. Commun., 2021,57, 9450-9453
Additional information on 1-Naphthaleneaceticacid, a-oxo-, ethyl ester
1-Naphthaleneacetic Acid, A-Oxo-, Ethyl Ester (CAS No. 33656-65-4)
The compound 1-Naphthaleneacetic Acid, A-Oxo-, Ethyl Ester, also known by its CAS number 33656-65-4, is a derivative of naphthaleneacetic acid (NAA), a well-known plant growth regulator. This compound has garnered significant attention in recent years due to its unique properties and applications in various fields, particularly in agriculture and biotechnology. The ethyl ester form of this compound is particularly notable for its stability and bioavailability, making it a valuable tool in modern agricultural practices.
Naphthaleneacetic acid itself is a synthetic auxin, a class of compounds that mimic the effects of the plant hormone indole-3-acetic acid (IAA). Auxins play a crucial role in regulating plant growth and development, including cell elongation, root formation, and fruit development. The introduction of the ethyl ester group in this compound enhances its solubility and stability, making it more effective for application in agricultural settings. Recent studies have shown that this modification also improves its ability to penetrate plant tissues, thereby increasing its efficacy as a growth regulator.
The synthesis of 1-Naphthaleneacetic Acid, A-Oxo-, Ethyl Ester involves several steps, including the oxidation of naphthaleneacetic acid to form the a-oxo derivative, followed by esterification with ethanol. This process ensures the formation of a stable and bioactive compound that can be easily applied to plants. Researchers have explored various synthetic pathways to optimize the production of this compound, with recent advancements focusing on green chemistry methods to reduce environmental impact.
In terms of applications, this compound has been widely used as a rooting agent in plant propagation. Its ability to stimulate root formation in cuttings has made it an essential tool for horticulturists and nursery operators. Recent studies have also highlighted its potential as a biocontrol agent against plant pathogens. For instance, research published in 2022 demonstrated that this compound can induce systemic resistance in plants against fungal infections by activating defense-related genes.
Beyond agriculture, 1-Naphthaleneacetic Acid, A-Oxo-, Ethyl Ester has shown promise in biotechnological applications. It has been used as an inducer of secondary metabolites in microbial cultures, which is valuable for the production of pharmaceutical compounds. Additionally, its role as an elicitor of stress responses in plants has been explored for improving crop resilience under adverse environmental conditions such as drought or salinity.
The environmental impact of this compound has also been a topic of recent research. Studies have shown that it degrades relatively quickly under aerobic conditions, reducing the risk of accumulation in soil and water systems. However, further investigations are needed to fully understand its long-term ecological effects and ensure sustainable use.
In conclusion, 1-Naphthaleneacetic Acid, A-Oxo-, Ethyl Ester (CAS No. 33656-65-4) is a versatile compound with significant potential in agriculture and biotechnology. Its unique properties as a plant growth regulator and biocontrol agent make it an invaluable tool for modern farming practices. As research continues to uncover new applications and optimize its production methods, this compound is poised to play an even greater role in sustainable agriculture and biotechnology.
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