3007-95-2

Basic information

• Product Name: 1-Naphthoic acid butyl ester
• Synonyms: 1-Naphthalenecarboxylic acid butyl ester;1-Naphthoic acid butyl ester
• CAS NO: 3007-95-2
• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.28634
• Mol File: 3007-95-2.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 347.3°C at 760 mmHg
• Flash Point: 154.2°C
• Appearance: /
• Density: 1.082g/cm³
• Vapor Pressure: 5.45E-05mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 1-Naphthoic acid butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Naphthoic acid butyl ester(3007-95-2)
• EPA Substance Registry System: 1-Naphthoic acid butyl ester(3007-95-2)

Safety Data

• Hazardous Substances Data: 3007-95-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 4879, 1984 DOI: 10.1016/S0040-4039(01)91248-1

InChI:InChI=1/C15H16O2/c1-2-3-11-17-15(16)14-10-6-8-12-7-4-5-9-13(12)14/h4-10H,2-3,11H2,1H3

Upstream product

• 592-84-7 n-butyl formate 
• 201230-82-2 carbon monoxide 
• 90-11-9 1-Bromonaphthalene 
• 86-55-5 1-naphthalenecarboxylic acid 
• 71-36-3 butan-1-ol 
• 61838-78-6 2-methyl-1-(1-naphthalenyl)-1-propanone 
• 26501-54-2 tetrabutylammonium nitrite 
• 1205050-78-7 tetrahydro-2-(2,3-diethynylphenoxy)-2H-pyran 
• 22871-77-8 5,5-dimethyl-2-(naphthalen-1-yl)-1,3,2-dioxaborinane 
• 90-14-2 1-Iodonaphthalene 
• 56-23-5 tetrachloromethane 
• 91-20-3 naphthalene 
• 109-65-9 1-bromo-butane 
• 66-77-3 1-naphthaldehyde 

Downstream Products

• 86-53-3 1-Cyanonaphthalene 
• 90-12-0 1-Methylnaphthalene 

Relevant articles and documents

Mechanistic insight into the synergistic Cu/Pd-catalyzed carbonylation of aryl iodides using alcohols and dioxygen as the carbonyl source

Pd-catalyzed carbonylation, as an efficient synthetic approach to the installation of carbonyl groups in organic compounds, has been one of the most important research fields in the past decade. Although elegant reactions that allow highly selective carbonylations have been developed, straightforward routes with improved reaction activity and broader substrate scope remain long-term challenges for new practical applications. Here, we show a new type of synergistic Cu/Pd-catalyzed carbonylation reaction using alcohols and dioxgen as the carbonyl sources. A broad range of aryl iodides and alcohols are compatible with this protocol. The reaction is concise and practical due to the ready availability of the starting materials and the scalability of the reaction. In addition, the reaction affords lactones and lactams in an intermolecular fashion. Moreover, DFT calculations have been performed to study the detailed mechanisms. [Figure not available: see fulltext.]

Practical: In situ -generation of phosphinite ligands for palladium-catalyzed carbonylation of (hetero)aryl bromides forming esters

An effective method for alkoxycarbonylation of (hetero)aryl bromides is developed in the presence of in situ-generated phosphinite ligands tBu2POR (R = nBu, nPr, Et or Me). For this purpose commercially available tBu2PCl was used as the pre-ligand in the presence of different alcohols. For the first time cross coupling reactions with two alcohols-one generating the ligand, the other used as substrate-were developed. Through this method, ligand optimization can be performed in a more efficient manner and the desired products could be obtained with good yields and selectivity.

Synthetic method of an ester compound

The invention discloses a synthetic method of an ester compound and belongs to the technical field of organic synthesis. The synthetic method includes the steps of: dissolving an aldehyde compound (1) and a halogenated hydrocarbon compound (2) in a solvent, adding an oxidant and a catalyst, and performing a reaction at 60-100 DEG C to obtain the target product ester compound (3). A reaction equation of the synthetic method is represented as follows. The method, compared with the prior art, has the following advantages: 1) the raw materials are easy to obtain and are low in cost; 2) the reaction conditions are mild, operations are simple, and reaction time is short; and 3) a substrate has wide available range and can be used for synthesis of various ester compounds.