2-(2-Naphthyloxy)propanoic acid

Base Information

• Chemical Name: 2-(2-Naphthyloxy)propanoic acid
• CAS No.: 10470-82-3
• Molecular Formula: C13H12 O3
• Molecular Weight: 216.23
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID00909140
• Nikkaji Number: J27.830K
• Wikidata: Q27107492
• Metabolomics Workbench ID: 68004
• ChEMBL ID: CHEMBL574023
• Mol file: 10470-82-3.mol

Synonyms:2-(2-naphthyloxy)propanoic acid;10470-82-3;2-(naphthalen-2-yloxy)propanoic acid;2-naphthalen-2-yloxypropanoic acid;2-(2-Naphthalenyloxy)propanoic acid;Propanoic acid, 2-(2-naphthalenyloxy)-;CHEBI:7440;NOP;alpha-Naphthoxypropionic acid;SBB004552;Oprea1_671772;2-(2-Naphthoxy)propionic acid;CHEMBL574023;SCHEMBL2597632;2-(2-Naphthyloxy)propanoicacid;DTXSID00909140;2-(2-Naphthyloxy)-propionic acid;BBL009429;MFCD02066247;STK412132;(- )-2-(ss-Naphthoxy)-propionsaure;AKOS000101753;AKOS016038956;2-[(Naphthalen-2-yl)oxy]propanoic acid;VS-02069;CS-0272263;2-(2-Naphthyloxy)propanoic acid, AldrichCPR;EN300-297157;Q27107492

Chemical Property of 2-(2-Naphthyloxy)propanoic acid

Chemical Property:

• Vapor Pressure: 9.05E-07mmHg at 25°C
• Boiling Point: 389.7°C at 760 mmHg
• Flash Point: 152.1°C
• PSA: 46.53000
• Density: 1.231g/cm³
• LogP: 2.69170
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 216.078644241
• Heavy Atom Count: 16
• Complexity: 252

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(2-Naphthyloxy)propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)OC1=CC2=CC=CC=C2C=C1
• Uses: 2-(2-Naphthyloxy)propanoic Acid can be used as herbicides.

Technology Process of 2-(2-Naphthyloxy)propanoic acid

There total 6 articles about 2-(2-Naphthyloxy)propanoic 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: 91.0%

2-(naphthalene-2-yloxy)propionic acid ethyl ester (57416-30-5) → 2-(2-naphthalenyloxy)propanoic acid (10470-82-3)

Guidance literature:

With potassium hydroxide; In ethanol; water; at 0 ℃; for 4h;

DOI:10.1021/jo034253x

Reference yield: 90.0%

2-Bromopropionic acid (598-72-1,10327-08-9) + β-naphthol (135-19-3) → 2-(2-naphthalenyloxy)propanoic acid (10470-82-3)

Guidance literature:

In acetone; for 46h; Heating;

DOI:10.1016/j.tetasy.2005.07.009

Reference yield:

β-naphthol (135-19-3) → 2-(2-naphthalenyloxy)propanoic acid (10470-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / sodium hydride / tetrahydrofuran / 14 h / 20 °C

2: 91 percent / potassium hydroxide / ethanol; H₂O / 4 h / 0 °C

With potassium hydroxide; sodium hydride; In tetrahydrofuran; ethanol; water;

DOI:10.1021/jo034253x

upstream raw materials:

2-(naphthalene-2-yloxy)propionic acid ethyl ester

sodium 2-naphtholate

Ethyl 2-bromopropionate

2-Bromopropionic acid

Downstream raw materials:

2-(naphthalen-2-yloxy)-propionic acid methyl ester

2-(naphthalene-2-yloxy)propionic acid ethyl ester

di(1-naphthyl)methyl (S)-2-(2-naphthoxy)propanoate

(R)-2-(β-naphthyloxy)propionic acid

Refernces

• 1、 Rasu, Loorthuraja,John, Jeremy M.,Stephenson, Elanna,Endean, Riley,Kalapugama, Suneth,Clément, Roxanne,Bergens, Steven H.. "Highly Enantioselective Hydrogenation of Amides via Dynamic Kinetic Resolution Under Low Pressure and Room Temperature". supporting information. p. 3065 - 3071. Retrieved 2017/03/11.
• 2、 Koul, Surrinder,Koul, Jawahir Lal,Singh, Budh,Kapoor, Munish,Parshad, Rajinder,Manhas, Kuldeep S.,Taneja, Subhash C.,Qazi, Ghulam N.. "Trichosporon beigelli esterase (TBE): A versatile esterase for the resolution of economically important racemates". . p. 2575 - 2591. Retrieved 2007/10/03.