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4-NAPHTHALEN-2-YL-4-OXO-BUTYRIC ACID METHYL ESTER, with the molecular formula C15H12O3, is a chemical compound derived from naphthalene. It is a methyl ester derivative of 4-oxo-butyric acid, known for its potential applications in the synthesis of pharmaceuticals and other organic compounds, making it a valuable component in the fields of medicine and chemical research.

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  • 1590-21-2 Structure
  • Basic information

    1. Product Name: 4-NAPHTHALEN-2-YL-4-OXO-BUTYRIC ACID METHYL ESTER
    2. Synonyms: 4-NAPHTHALEN-2-YL-4-OXO-BUTYRIC ACID METHYL ESTER
    3. CAS NO:1590-21-2
    4. Molecular Formula: C15H14O3
    5. Molecular Weight: 242.27
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1590-21-2.mol
    9. Article Data: 7
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 408.3°C at 760 mmHg
    3. Flash Point: 182.5°C
    4. Appearance: /
    5. Density: 1.164g/cm3
    6. Vapor Pressure: 7.1E-07mmHg at 25°C
    7. Refractive Index: 1.585
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 4-NAPHTHALEN-2-YL-4-OXO-BUTYRIC ACID METHYL ESTER(CAS DataBase Reference)
    11. NIST Chemistry Reference: 4-NAPHTHALEN-2-YL-4-OXO-BUTYRIC ACID METHYL ESTER(1590-21-2)
    12. EPA Substance Registry System: 4-NAPHTHALEN-2-YL-4-OXO-BUTYRIC ACID METHYL ESTER(1590-21-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1590-21-2(Hazardous Substances Data)

1590-21-2 Usage

Uses

Used in Pharmaceutical Synthesis:
4-NAPHTHALEN-2-YL-4-OXO-BUTYRIC ACID METHYL ESTER is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic properties.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, 4-NAPHTHALEN-2-YL-4-OXO-BUTYRIC ACID METHYL ESTER is used as a key component in the synthesis of complex organic compounds, facilitating the creation of novel molecules with specific chemical and physical properties.
Used in Chemical Research:
4-NAPHTHALEN-2-YL-4-OXO-BUTYRIC ACID METHYL ESTER is utilized as a research tool in chemical laboratories to study the properties and reactions of naphthalene-based compounds, contributing to the advancement of chemical knowledge and the discovery of new applications.

Check Digit Verification of cas no

The CAS Registry Mumber 1590-21-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,9 and 0 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1590-21:
(6*1)+(5*5)+(4*9)+(3*0)+(2*2)+(1*1)=72
72 % 10 = 2
So 1590-21-2 is a valid CAS Registry Number.
InChI:InChI=1/C15H14O3/c1-18-15(17)9-8-14(16)13-7-6-11-4-2-3-5-12(11)10-13/h2-7,10H,8-9H2,1H3

1590-21-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 4-naphthalen-2-yl-4-oxobutanoate

1.2 Other means of identification

Product number -
Other names 4-<2-Naphthyl>-4-oxo-butansaeure-methylester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1590-21-2 SDS

1590-21-2Relevant articles and documents

Electrophilic Substitution in Naphthalenes: Cyclisation of Naphthylbutanols to Tetrahydrophenanthrene

Jackson, Anthony H.,Shannon, Patrick V. R.,Taylor, Paul W.

, p. 286 - 297 (1981)

Both 4-(1-naphthyl)butanol and 4-(2-naphthyl)butanol cyclised in refluxing boron trifluoride-ether to give 1,2,3,4-tetrahydrophenanthrene.By use of the corresponding 1,1-dideuteriobutanol derivatives and analysis of the products by 220 MHz 1H n.m.r. spectroscopy it has been demonstrated that the 1-naphthylbutanol cyclises by two distinct pathways, (a) by direct attack (84percent) at the 2-position, and (b) by ipso-attack (16percent) at the 1-position of the naphthalene nucleus, followed by rearrangement.The 2-naphthylbutanol cyclises exclusively by direct substitution at the 1-position.With 4-(4-methoxy-1-naphthyl)-1,1-dideuteriobutanol on the other hand the proportion of ipso-substitution rises to 71 percent as shown by the 360 MHz 1H n.m.r. spectra of the resulting mixture of tetrahydrophenanthrenes.

Photoredox-Catalyzed Isomerization of Highly Substituted Allylic Alcohols by C?H Bond Activation

Guo, Kai,Huang, Jun,Li, Anding,Li, Yuanhe,Yang, Zhen,Zhang, Zhongchao

supporting information, p. 11660 - 11668 (2020/05/25)

Photoredox-catalyzed isomerization of γ-carbonyl-substituted allylic alcohols to their corresponding carbonyl compounds was achieved for the first time by C?H bond activation. This catalytic redox-neutral process resulted in the synthesis of 1,4-dicarbonyl compounds. Notably, allylic alcohols bearing tetrasubstituted olefins can also be transformed into their corresponding carbonyl compounds. Density functional theory calculations show that the carbonyl group at the γ-position of allylic alcohols are beneficial to the formation of their corresponding allylic alcohol radicals with high vertical electron affinity, which contributes to the completion of the photoredox catalytic cycle.

Transition Metal-Free Alkyne-Aldehyde Reductive C?C Coupling trough Cascade Borylation/Olefin Isomerization

Khan, Imran,Luo, Zhibin,Xu, Yin,Xie, Jimin,Zhu, Weihua,Liu, Bin

, (2020/05/04)

A direct approach to γ-keto esters through cascade alkyne-aldehyde reductive C?C coupling of propargyl esters and aromatic aldehydes under transition-metal-free (TM-free) fashion was developed. Compared with multistep processes, this procedure provides a

Nickel-Catalyzed Deaminative Acylation of Activated Aliphatic Amines with Aromatic Amides via C-N Bond Activation

Yu, Chu-Guo,Matsuo, Yutaka

, p. 950 - 955 (2020/02/15)

Deaminative functionalization of aliphatic primary amines has great synthetic utility. Herein, we describe a Ni-catalyzed reductive deaminative cross-electrophile coupling reaction between Katritzky salts and aromatic amides. This work provides examples of the synthesis of various ketones from alkylpyridinium salts, including both primary and secondary alkylamines. Given its mild reaction conditions and high functional group tolerance, this cross-coupling strategy is expected to be useful for late-stage functionalization of complex compounds.

Mg(OMe)2 promoted allylic isomerization of γ-hydroxy-α,β-alkenoic esters to synthesize γ-ketone esters

Lai, Luhao,Li, A-Ni,Zhou, Jiawei,Guo, Yarong,Lin, Li,Chen, Wei,Wang, Rui

, p. 2185 - 2190 (2017/03/17)

This work concerns the Mg(OMe)2 promoted allylic isomerization of γ-hydroxy-α,β-alkenoic esters with TMEDA as an additive. The isomerization proceeded under mild conditions and afforded γ-keto esters in high yield (up to 96%) within 2 h. Both (Z)- and (E)-γ-hydroxy-α,β-alkenoic esters were tolerated under the reaction conditions. This transformation involves the in situ formation of a dienolate intermediate from the easily accessible γ-hydroxy-α,β-alkenoic ester. The in situ generated dienolate can react with benzaldehyde and undergo a practical, useful tandem allylic isomerization-Aldol reaction to afford more functionalized compounds.

Intermolecular hydroacylation of acrylate esters: A new route to 1,4-dicarbonyls

Willis,Sapmaz

, p. 2558 - 2559 (2007/10/03)

1,4-Dicarbonyl compounds can be prepared using a Rh(I) mediated hydroacylation reaction between (2-aminopicolyl)imines and acrylate esters followed by acid hydrolysis.

Syntheses and antiinflammatory activity of some 6-aryl-2,3,4,5-tetrahydro-3-pyridazinones

Khan,Siddiqui

, p. 614 - 619 (2007/10/03)

6-Aryl-2, 3, 4, 5-tetrahydro-3-pyridazinones (2c-22c) are obtained by dehydrocyclisation of various hydrazides formed by the reaction of appropriate methyl β-aroylpropionate and hydrazine hydrate in the presence of anhydrous sodium acetate. They show promising antiinflammatory activity during their evaluation by carrageenin induced paw edema test in rats.

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