Butyl 1-naphthoate

Base Information

• Chemical Name: Butyl 1-naphthoate
• CAS No.: 3007-95-2
• Molecular Formula: C15H16 O2
• Molecular Weight: 228.291
• NSC Number: 58679
• DSSTox Substance ID: DTXSID10289046
• Nikkaji Number: J191.598C
• Wikidata: Q82026198
• Mol file: 3007-95-2.mol

Synonyms:butyl 1-naphthoate;3007-95-2;naphthalene-1-carboxylic acid butyl ester;butyl naphthalene-1-carboxylate;NSC58679;SCHEMBL6904320;DTXSID10289046;NSC-58679

Chemical Property of Butyl 1-naphthoate

Chemical Property:

• Vapor Pressure: 5.45E-05mmHg at 25°C
• Boiling Point: 347.3°C at 760 mmHg
• Flash Point: 154.2°C
• PSA: 26.30000
• Density: 1.082g/cm³
• LogP: 3.79670
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 228.115029749
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)C1=CC=CC2=CC=CC=C21

Technology Process of Butyl 1-naphthoate

There total 19 articles about Butyl 1-naphthoate 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%

carbon monoxide (201230-82-2) + 1-Bromonaphthalene (90-11-9) + butan-1-ol (71-36-3) → naphthalene-1-carboxylic acid butyl ester (3007-95-2)

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: 96.0%

1-Iodonaphthalene (90-14-2) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) + butan-1-ol (71-36-3) → naphthalene-1-carboxylic acid butyl ester (3007-95-2)

Guidance literature:

With C₃₅H₂₀F₃₄NO₃^(1-)*Pd⁽²⁺⁾*Cl^(1-); N-ethyl-N,N-diisopropylamine; In neat (no solvent); at 130 ℃; for 0.25h; Reagent/catalyst; Microwave irradiation;

DOI:10.1016/j.tet.2014.09.065

Reference yield: 96.0%

1-naphthalenecarboxylic acid (86-55-5) + butan-1-ol (71-36-3) → naphthalene-1-carboxylic acid butyl ester (3007-95-2)

Guidance literature:

With alumina sulfuric acid; at 110 ℃; for 1.45h;

upstream raw materials:

carbon monoxide

1-Bromonaphthalene

butan-1-ol

boric acid tributyl ester

Downstream raw materials:

1-Cyanonaphthalene

1-Methylnaphthalene

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、 Wang, Lin,Neumann, Helfried,Spannenberg, Anke,Beller, Matthias. "Practical: In situ -generation of phosphinite ligands for palladium-catalyzed carbonylation of (hetero)aryl bromides forming esters". supporting information. p. 7469 - 7472. Retrieved 2017/07/12.