Methyl azulene-1-carboxylate

Base Information

• Chemical Name: Methyl azulene-1-carboxylate
• CAS No.: 14659-03-1
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID80395143
• Nikkaji Number: J81.793G
• Mol file: 14659-03-1.mol

Synonyms:methyl azulene-1-carboxylate;14659-03-1;1-Azulenecarboxylic acid methyl ester;1-Azulenecarboxylic acid, methyl ester;SCHEMBL5700615;HZDXGIMPRKMFDE-UHFFFAOYSA-;DTXSID80395143;AKOS006272028;Azulene-1-carboxylic acid methyl ester;InChI=1/C12H10O2/c1-14-12(13)11-8-7-9-5-3-2-4-6-10(9)11/h2-8H,1H3

Chemical Property of Methyl azulene-1-carboxylate

Chemical Property:

• PSA: 26.30000
• LogP: 2.57800
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C2C=CC=CC=C2C=C1

Technology Process of Methyl azulene-1-carboxylate

There total 18 articles about Methyl azulene-1-carboxylate 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: 86.0%

1,1-dimethoxyethane (534-15-6) + 3-methoxycarbonyl-2H-cyclohepta[b]furan-2-one (50603-71-9) → azulene-1-carboxylic acid methyl ester (14659-03-1)

Guidance literature:

In toluene; at 200 ℃; for 24h;

DOI:10.1016/S0040-4039(01)02061-5

Reference yield: 85.0%

3-methoxycarbonyl-2H-cyclohepta[b]furan-2-one (50603-71-9) + acetaldehyde (75-07-0,9002-91-9) → azulene-1-carboxylic acid methyl ester (14659-03-1)

Guidance literature:

With diethylamine; for 3h; Heating;

DOI:10.1246/bcsj.66.892

Reference yield: 72.0%

methyl 3-iodoazulene-1-carboxylate → azulene-1-carboxylic acid methyl ester (14659-03-1) + dimethyl 1,1'-biazulene-3,3'-diacrboxylate (82894-15-3)

Guidance literature:

With copper; at 200 ℃; for 5h;

DOI:10.1021/jo020381u

upstream raw materials:

diazomethane

methyl indane-1-carboxylate

1-acetylazulene

3-methoxycarbonyl-2H-cyclohepta[b]furan-2-one

Downstream raw materials:

bis(3-methoxycarbonyl-1-azulenyl)phenylmethane

azulene

Refernces

• 1、 McDonald,R.N. et al.. "-". . p. 1877 - 1887. Retrieved 1974.
• 2、 Pham, Wellington,Weissleder, Ralph,Tung, Ching-Hsuan. "Intermolecular [8+2] cycloaddition reactions of 2H-3-methoxycarbonylcyclohepta[b]furan-2-one with vinyl ethers: An approach to bicyclo[5.3.0]azulene derivatives". . p. 19 - 20. Retrieved 2002.
• 3、 Kikuchi, Shigeru,Iki, Makiko,Ikeda, Chizu,Imafuku, Kimiaki. "Synthesis and properties of (1-Azulenyl)di(3-indolyl)-methylium hexafluorophosphates". . p. 275 - 283. Retrieved 2007/10/03.