2-Naphthoxyacetic acid

Base Information

• Chemical Name: 2-Naphthoxyacetic acid
• CAS No.: 120-23-0
• Deprecated CAS: 867181-94-0
• Molecular Formula: C12H10O3
• Molecular Weight: 202.21
• Hs Code.: 29189900
• European Community (EC) Number: 204-380-0
• NSC Number: 2070
• UNII: 717GVR334R
• DSSTox Substance ID: DTXSID2042195
• Nikkaji Number: J5.322H
• Wikidata: Q27122052
• Metabolomics Workbench ID: 45699
• ChEMBL ID: CHEMBL1732186
• Mol file: 120-23-0.mol

Synonyms:(2-naphthyloxy)acetic acid;2-naphthoxyacetic acid;beta-naphthoxyacetic acid

Chemical Property of 2-Naphthoxyacetic acid

Chemical Property:

• Appearance/Colour: gray crystals
• Vapor Pressure: 9.71E-07mmHg at 25°C
• Melting Point: 151-154 °C(lit.)
• Refractive Index: 1.5440 (estimate)
• Boiling Point: 388.729 °C at 760 mmHg
• PKA: 3.18±0.30(Predicted)
• Flash Point: 155.784 °C
• PSA: 46.53000
• Density: 1.274 g/cm³
• LogP: 2.30320
• Storage Temp.: Store at 0-5°C
• Water Solubility.: Soluble in alcohol, ether, acetic acid and dimethyl sulfoxide. Slightly soluble in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 202.062994177
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

2-Naphthoxyacetic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)OCC(=O)O
• Uses: 2-Naphthoxyacetic acid is a phytohormone used as a plant growth regulator on tomatoes and strawberries. 2-Naphthoxyacetic Acid is a derivative of Naphthalene (N345600) and considered to be a phytohormone belonging to the class of auxins. 2-Naphthoxyacetic acid has been used as a component for embryo cell suspension maintenance medium. It has been used as a medium component for inducing somatic embryogenesis in grapevine.

Technology Process of 2-Naphthoxyacetic acid

There total 15 articles about 2-Naphthoxyacetic 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: 99.0%

methyl 2-(naphthalen-6-yloxy)acetate (1929-87-9) → (2-naphthoyl)oxyacetic acid (120-23-0)

Guidance literature:

With water; triethylamine; lithium bromide; In acetonitrile; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2007.02.029

Reference yield: 96.3%

→ (2-naphthoyl)oxyacetic acid (120-23-0)

Guidance literature:

With ethanol; potassium hydroxide; at 20 ℃; for 12h;

Reference yield: 95.0%

chloroacetic acid (79-11-8) + β-naphthol (135-19-3) → (2-naphthoyl)oxyacetic acid (120-23-0)

Guidance literature:

With sodium hydroxide; Irradiation;

DOI:10.1080/00397919608003836

upstream raw materials:

sodium 2-naphtholate

ethyl bromoacetate

chloroacetic acid

β-naphthol

Downstream raw materials:

methyl 2-(naphthalen-6-yloxy)acetate

ethyl (naphthalen-2-yloxy)acetate

(1-nitro-[2]naphthyloxy)-acetic acid

(6-nitro-[2]naphthyloxy)-acetic acid