7487-15-2

Basic information

• Product Name: DIMETHYL 1,4-NAPHTHALENEDICARBOXYLATE
• Synonyms: DIMETHYL 1,4-NAPHTHALENEDICARBOXYLATE;naphthalene,1,4-dicarbomethoxy-;diMethyl naphthalene-1,4-dicarboxylate
• CAS NO: 7487-15-2
• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24
• Mol File: 7487-15-2.mol
• Article Data: 12

Chemical Properties

• Melting Point: 65.0 to 69.0 °C
• Boiling Point: 161°C/0.3mmHg(lit.)
• Flash Point: 193.397°C
• Appearance: /
• Density: 1.225g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.594
• Solubility: slightly sol. in Methanol
• CAS DataBase Reference: DIMETHYL 1,4-NAPHTHALENEDICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL 1,4-NAPHTHALENEDICARBOXYLATE(7487-15-2)
• EPA Substance Registry System: DIMETHYL 1,4-NAPHTHALENEDICARBOXYLATE(7487-15-2)

Safety Data

• Hazardous Substances Data: 7487-15-2(Hazardous Substances Data)

Usage

Uses

1,4-Dimethyl 1,4-Naphthalenedicarboxylic Acid Ester reacts with cyclopentadienylsodium to form (4-Methoxycarbonyl-1-naphthoyl)cyclopentadienyl M-Sn(IV) heterobimetallic complexes.

InChI:InChI=1/C14H12O4/c1-17-13(15)11-7-8-12(14(16)18-2)10-6-4-3-5-9(10)11/h3-8H,1-2H3

Upstream product

• 67-56-1 methanol 
• 13234-52-1 1,4-naphthalenedicarboxylic acid dichloride 
• 605-70-9 naphthalene-1,4-dicarboxylic acid 
• 24157-79-7 1,4-diisopropylnaphthalene 
• 83-53-4 1,4-dibromonaphthalene 
• 92191-01-0 cis-1,4-dihydro-1,4-dicarbomethoxy-naphthalene 
• 186581-53-3 diazomethane 

Downstream Products

• 143332-04-1 (+/-)-dimethyl 2-phenyl-1,2,2a,5-tetrahydroacenaphthylene-2a,5-dicarboxylate 
• 143332-04-1 (+/-)-dimethyl 2-phenyl-1,2,2a,5-tetrahydroacenaphthylene-2a,5-dicarboxylate 
• 143332-04-1 (+/-)-dimethyl 2-phenyl-1,2,2a,5-tetrahydroacenaphthylene-2a,5-dicarboxylate 
• 131986-05-5 4-acetylnaphthalene-1-carboxylic acid 
• 58791-49-4 1,4-bis(bromomethyl)naphthalene 
• 38153-01-4 naphthalene-1,4-dicarboxaldehyde 

Relevant articles and documents

Photooxygenation of an enol ether: Synthesis of exo- and endo-3,4-dioxa-2,5-dimethoxy-7,8-benzo[4.2.2.02,5] deca-7,9-diene and its chemical transformations

The reaction of singlet oxygen with 2 afforded two isomeric dioxetanes 3 and 4 which were decomposed upon heating to the expected dihydronaphthalene derivative 5. Photooxygenation of 2 in the presence of thiourea resulted in the formation of diketone 8 and ketal 7 ; the later presumably derived from incorporation of the solvent molecule.

Method for preparing 4 -acetyl -1 - naphthoic acid

The invention relates to a method for preparing 4 - acetyl -1 - naphthoic acid, and belongs to the technical field of pharmacy. The method provided by the invention is cheap and easily available 1, 4 - naphthalene dicarboxylic acid serving as a raw material, decarboxylation is carried out after erucella acid, carboxymethylating and finally hydrolyzing are carried out, 4 - acetyl -1 - naphthoic acid is obtained. The method provided by the invention can obtain the high-purity product, and the process avoids the use of the flammable metal reagent methyl zinc, is mild in reaction condition and simple to operate, and is suitable for industrial amplification production.

C-C Bond-Forming and Bond-Breaking Processes from the Reaction of Diesters with Me3SnLi. Synthesis of Complex Bridged Polycycles and Dialkyl Aromatic Compounds

1,2-Aromatic diesters can be transformed into strained bridged polycyclic structures by a two-step procedure consisting of an initial reductive alkylation promoted by alkaline metals, followed by a reaction of the resulting unsaturated diesters with Me3SnLi. We propose that a stanna-Brook rearrangement plays a fundamental role in the formation of the polycyclic organotin acetals obtained. These unusual compounds could be further functionalized by tin-lithium exchange followed by alkylation of the newly formed tertiary carbanion. Alternatively, dialkylated aromatic hydrocarbons have been prepared via a decarbonilation reaction promoted by Me3SnLi. 1,4-Aromatic diesters were reductively dialkylated and then transformed into norbornadienone derivatives by reaction with Me3SnLi. Several stable dibenzonorbornadienones 41 have been prepared in just two steps starting from anthracene 38. The corresponding naphthalene analogues gave 1,4-dialkylnaphthalenes. The synthetic protocols described provide access to structures that are not easily obtained through existing synthetic methodologies.