(2-NAPHTHOXY)ACETIC ACID METHYL ESTER

Base Information

• Chemical Name: (2-NAPHTHOXY)ACETIC ACID METHYL ESTER
• CAS No.: 1929-87-9
• Molecular Formula: C13H12 O3
• Molecular Weight: 216.236
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID10940963
• Nikkaji Number: J2.623.895A
• Wikidata: Q82917728
• Mol file: 1929-87-9.mol

Synonyms:Aceticacid, (2-naphthalenyloxy)-, methyl ester (9CI); Acetic acid, (2-naphthyloxy)-,methyl ester (6CI,7CI,8CI); Methyl 2-naphthyloxyacetate

Chemical Property of (2-NAPHTHOXY)ACETIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 8.98E-05mmHg at 25°C
• Boiling Point: 339.8°Cat760mmHg
• Flash Point: 140.7°C
• PSA: 35.53000
• Density: 1.174g/cm³
• LogP: 2.39160
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 216.078644241
• Heavy Atom Count: 16
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

Methyl(2-naphthoxy)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)COC1=CC=CC2=CC=CC=C21
• Uses: Methyl (2-naphthoxy)acetate is an acidic low-molecular weighted stable compound that can be used in X-ray sensitive acid-generator. It can also be used as a synergistic selective herbicide mixture.

Technology Process of (2-NAPHTHOXY)ACETIC ACID METHYL ESTER

There total 7 articles about (2-NAPHTHOXY)ACETIC ACID METHYL ESTER 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%

(2-naphthoyl)oxyacetic acid (120-23-0) + methanol (67-56-1) → methyl 2-(naphthalen-6-yloxy)acetate (1929-87-9)

Guidance literature:

With tert.-butylnitrite; at 40 ℃; for 48h; Green chemistry;

DOI:10.1002/ejoc.202100326

Reference yield: 99.0%

(naphthalen-2-yloxy)-acetic acid benzyl ester + methanol (67-56-1) → methyl 2-(naphthalen-6-yloxy)acetate (1929-87-9)

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1016/j.tetlet.2005.04.138

Reference yield: 93.0%

bromoacetic acid methyl ester (96-32-2) + β-naphthol (135-19-3) → methyl 2-(naphthalen-6-yloxy)acetate (1929-87-9)

Guidance literature:

With potassium carbonate; In acetone; for 48h; Reflux;

DOI:10.1007/s10895-016-1953-6

upstream raw materials:

(2-naphthoyl)oxyacetic acid

methanol

β-naphthol

bromoacetic acid methyl ester

Downstream raw materials:

1-(2-naphthyloxyacetyl)hydrazine

C₂₈H₂₄N₄O₄

C₂₇H₂₂N₄O₃

C₂₈H₂₄N₄O₃

Refernces

• 1、 Oikawa, Masato,Takeda, Yoshiyuki,Sasaki, Makoto. "2-Oxo-1,2-ethylenedioxy group as a linker for solution-, liquid-, and solid-phase syntheses to discover drug-like small molecules". . p. 4667 - 4670. Retrieved 2005.
• 2、 Cheng, Xionglve,Jiang, Gangzhong,Li, Xingxing,Tao, Suyan,Wan, Xiaobing,Zhao, Yanwei,Zheng, Yonggao. "Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite". supporting information. p. 2713 - 2718. Retrieved 2021/06/25.
• 3、 Wang, Pingyuan,Luchowska-Stańska, Urszula,Van Basten, Boy,Chen, Haiying,Liu, Zhiqing,Wiejak, Jolanta,Whelan, Padraic,Morgan, David,Lochhead, Emma,Barker, Graeme,Rehmann, Holger,Yarwood, Stephen J.,Zhou, Jia. "Synthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators". . p. 5159 - 5184. Retrieved 2020/06/03.