2-Naphthylacetic acid

Base Information

• Chemical Name: 2-Naphthylacetic acid
• CAS No.: 581-96-4
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• Hs Code.: 2916.39
• European Community (EC) Number: 209-475-0
• NSC Number: 301
• UNII: 202H99Z0CE
• DSSTox Substance ID: DTXSID20206825
• Nikkaji Number: J135.427B
• Wikidata: Q27104428
• Metabolomics Workbench ID: 52205
• ChEMBL ID: CHEMBL948
• Mol file: 581-96-4.mol

Synonyms:2-naphthylacetic acid;2-naphthylacetic acid, 14C-labeled;2-naphthylacetic acid, sodium salt;beta-naphthaleneacetate;beta-naphthaleneacetic acid

Chemical Property of 2-Naphthylacetic acid

Chemical Property:

• Appearance/Colour: white to almost white cryst. powder or flakes
• Vapor Pressure: 3.13E-06mmHg at 25°C
• Melting Point: 141-143 °C(lit.)
• Refractive Index: 1.6010 (estimate)
• Boiling Point: 373.2 °C at 760 mmHg
• PKA: pK1:4.256 (25°C)
• Flash Point: 270.1 °C
• PSA: 37.30000
• Density: 1.233 g/cm³
• LogP: 2.46690
• Storage Temp.: Store below +30°C.
• Solubility.: acetone: 50 mg/mL, clear
• Water Solubility.: insoluble
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

2-Naphthylacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)CC(=O)O
• Uses: 2-Naphthylacetic acid can be used to synthesize hydrolase inhibitors. It can also be utilized for developing?γ-dipeptide derivatives that can bind human somatostatin receptors.

Technology Process of 2-Naphthylacetic acid

There total 59 articles about 2-Naphthylacetic acid 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: 97.0%

2-Naphthalenemethanol (1592-38-7) + carbon monoxide (201230-82-2) → 2-Methylnaphthalene (91-57-6,34468-07-0) + 2-naphthylacetic acid (581-96-4)

Guidance literature:

With hydrogen iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetone; at 90 ℃; for 42h; under 68400 Torr;

DOI:10.1246/bcsj.71.723

Reference yield: 94.0%

2,2,2-trichloro-1-(naphthalen-2-yl)ethan-1-ol (77495-23-9,19126-08-0) → 2-naphthylacetic acid (581-96-4)

Guidance literature:

2,2,2-trichloro-1-(naphthalen-2-yl)ethan-1-ol; With sodium tetrahydroborate; diphenyl diselenide; In ethanol; Inert atmosphere;

With sodium hydroxide; In ethanol; at 40 ℃; Inert atmosphere;

DOI:10.1021/ol8016484

Reference yield: 93.9%

2-naphthaleneacetonitrile (7498-57-9) → 2-naphthylacetic acid (581-96-4)

Guidance literature:

With potassium phosphate buffer; at 30 ℃; for 72h; Rhodococcus sp. AJ₂₇₀ cells;

DOI:10.1039/a607977f

upstream raw materials:

diethyl ether

methylammonium carbonate

2-naphthaleneacetonitrile

2-(naphthalene-2-yl)-acetamide

Downstream raw materials:

3-hydroxy-2,4-di-[2]naphthyl-3-phenyl-butyric acid

(3,3-Dimethyl-2-phenyl-aziridin-2-yl)-naphthalen-2-yl-acetic acid

2,6-Dimethyl-4-((E)-2-naphthalen-2-yl-vinyl)-phenol

N-Methyl-2-naphthalen-2-yl-N-((1R,2S)-2-pyrrolidin-1-yl-cyclohexyl)-acetamide

Refernces

• 1、 -. "METHOD FOR MANUFACTURING AROMATIC NITRILE COMPOUND". Paragraph 0228-0233; 0241-0246. . Retrieved 2021/03/19.
• 2、 Bo, Zhi-Yu,Chen, Lin,Gao, Tian-Yu,Jing, Ke,Lan, Yu,Liu, Shi-Han,Luo, Shu-Ping,Yan, Si-Shun,Yu, Bo,Yu, Da-Gang. "Visible-light photoredox-catalyzed selective carboxylation of C(sp3)?F bonds with CO2". supporting information. p. 3099 - 3113. Retrieved 2021/11/16.