GAMMA-(2-NAPHTHYL)-GAMMA-BUTYROLACTONE

Base Information

• Chemical Name: GAMMA-(2-NAPHTHYL)-GAMMA-BUTYROLACTONE
• CAS No.: 180037-65-4
• Molecular Formula: C14H12 O2
• Molecular Weight: 212.24
• European Community (EC) Number: 623-203-1
• NSC Number: 74873
• DSSTox Substance ID: DTXSID00291315
• Nikkaji Number: J864.619H
• ChEMBL ID: CHEMBL1725431
• Mol file: 180037-65-4.mol

Synonyms:(?à)-g-(2-Naphthyl)-g-butyrolactone

Chemical Property of GAMMA-(2-NAPHTHYL)-GAMMA-BUTYROLACTONE

Chemical Property:

• Vapor Pressure: 1.1E-07mmHg at 25°C
• Melting Point: 119-121 °C(lit.)
• Refractive Index: 1.634
• Boiling Point: 432.5°C at 760 mmHg
• Flash Point: 182.9°C
• PSA: 26.30000
• Density: 1.215g/cm³
• LogP: 3.21790
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 274

Purity/Quality:

97% ^*data from raw suppliers

γ-(2-Naphthyl)-γ-butyrolactone 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(=O)OC1C2=CC3=CC=CC=C3C=C2

Technology Process of GAMMA-(2-NAPHTHYL)-GAMMA-BUTYROLACTONE

There total 10 articles about GAMMA-(2-NAPHTHYL)-GAMMA-BUTYROLACTONE 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: 95.0%

α-bromo-γ-butyrolactone (94386-29-5) + naphthalene-2-boronic acid (32316-92-0) → γ-(2-naphthyl)-γ-butyrolactone (180037-65-4)

Guidance literature:

With potassium carbonate; In ethanol; water; at 80 ℃; for 0.166667h; Green chemistry;

DOI:10.1016/j.poly.2020.114749

Reference yield: 95.0%

methyl 4-(naphthalen-2-yl)-4-((trimethylsilyl)oxy)butanoate → γ-(2-naphthyl)-γ-butyrolactone (180037-65-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 0.25h;

DOI:10.1016/j.tet.2017.01.013

Reference yield: 92.0%

4-(2-naphthyl)-4-oxobutyric acid (1590-22-3) → γ-(2-naphthyl)-γ-butyrolactone (180037-65-4)

Guidance literature:

With C₁₂H₁₄N₄*Ir⁽¹⁺⁾*2CO*BF₄^(1-)*C₃H₇NO; hydrogen; potassium hydroxide; In isopropyl alcohol; at 100 ℃; for 24h; under 38002.6 Torr; Autoclave;

DOI:10.1002/asia.201601537

upstream raw materials:

2-naphthylethylene

acetic anhydride

4-(2-naphthyl)-4-oxobutyric acid

naphthalene

Downstream raw materials:

4-(2-naphthyl)butyric acid

Refernces

• 1、 Liu, Yaoqi,Lu, Zeye,Shen, Lingyun,Tu, Tao,Wu, Jiajie,Zheng, Qingshu. "Efficient hydrogenation of levulinic acid catalysed by spherical NHC-Ir assemblies with atmospheric pressure of hydrogen". supporting information. p. 5037 - 5042. Retrieved 2021/07/29.
• 2、 Li, Jing,Ma, Yujie,Lu, Yufei,Liu, Yangang,Liu, Delong,Zhang, Wanbin. "Synthesis of Enantiopure γ-Lactones via a RuPHOX-Ru Catalyzed Asymmetric Hydrogenation of γ-Keto Acids". . p. 1146 - 1153. Retrieved 2019/01/30.