Naphthalene-2-carboxylic acid butyl ester

Base Information

• Chemical Name: Naphthalene-2-carboxylic acid butyl ester
• CAS No.: 3007-89-4
• Molecular Formula: C15H16O2
• Molecular Weight: 228.28600
• Mol file: 3007-89-4.mol

Synonyms:n-Butyl-2-naphthoat;2-Naphthalenecarboxylic acid,butyl ester;n-butyl 2-naphthoate;

Chemical Property of Naphthalene-2-carboxylic acid butyl ester

Chemical Property:

• Vapor Pressure: 5.45E-05mmHg at 25°C
• Boiling Point: 347.3oC at 760 mmHg
• Flash Point: 154.2oC
• PSA: 26.30000
• Density: 1.082g/cm3
• LogP: 3.79670

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Naphthalene-2-carboxylic acid butyl ester

There total 18 articles about Naphthalene-2-carboxylic acid butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-bromonaphthalene (580-13-2) + carbon monoxide (201230-82-2) + butan-1-ol (71-36-3) → butyl 2-naphthoate (3007-89-4)

Guidance literature:

With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; palladium dichloride; at 120 ℃; for 12h; under 760.051 Torr;

DOI:10.1055/s-0030-1261193

Reference yield: 97.0%

β-naphthaldehyde (66-99-9) + butan-1-ol (71-36-3) → butyl 2-naphthoate (3007-89-4)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 2,2,2-Trifluoroacetophenone; 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene; In 1,4-dioxane; at 30 ℃; for 12h; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201410322

Reference yield: 94.0%

N,N-dimethyl-2-naphthylcarboxamide (13577-85-0) + butan-1-ol (71-36-3) → butyl 2-naphthoate (3007-89-4)

Guidance literature:

With N⁴,N⁴,N⁷,N⁷-tetramethyl-1,10-phenanthroline-4,7-diamine; [Mn(acac)(OEt)(EtOH)]₄; at 135 ℃; for 72h; Reagent/catalyst; Time; Catalytic behavior; Mechanism; Inert atmosphere; Schlenk technique;

DOI:10.1039/c8sc05819a

upstream raw materials:

n-butyl formate

2-bromonaphthalene

carbon monoxide

butan-1-ol

Refernces

• 1、 Li, Junxuan,Zhou, Jinlei,Wang, Yumei,Yu, Yue,Liu, Qiang,Yang, Tilong,Chen, Huoji,Cao, Hua. "Mechanistic insight into the synergistic Cu/Pd-catalyzed carbonylation of aryl iodides using alcohols and dioxygen as the carbonyl source". . p. 68 - 74. Retrieved 2021/11/16.
• 2、 Akiyama, Shoko,Himo, Fahmi,Hirai, Takahiro,Katayama, Shoichiro,Kato, Daiki,Mai, Binh Khanh,Mashima, Kazushi,Nagae, Haruki. "Esterification of Tertiary Amides: Remarkable Additive Effects of Potassium Alkoxides for Generating Hetero Manganese–Potassium Dinuclear Active Species". supporting information. . Retrieved 2020/07/25.