METHYL 8-BROMOOCTANOATE

Base Information

• Chemical Name: METHYL 8-BROMOOCTANOATE
• CAS No.: 26825-92-3
• Molecular Formula: C9H17 Br O2
• Molecular Weight: 237.137
• DSSTox Substance ID: DTXSID20455477
• Nikkaji Number: J108.573E
• Wikidata: Q82277513
• Mol file: 26825-92-3.mol

Synonyms:Caprylicacid, h-bromo-, methyl ester (4CI);8-Bromooctanoic acid methyl ester; Methyl 8-bromocaprylate; Methyl 8-bromooctanoate

Chemical Property of METHYL 8-BROMOOCTANOATE

Chemical Property:

• Vapor Pressure: 0.024mmHg at 25°C
• Refractive Index: 1.462
• Boiling Point: 248.527°C at 760 mmHg
• Flash Point: 129.032°C
• PSA: 26.30000
• Density: 1.224g/cm³
• LogP: 2.89490
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 236.04119
• Heavy Atom Count: 12
• Complexity: 115

Purity/Quality:

98%Min ^*data from raw suppliers

methyl8-bromooctanoate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCBr

Technology Process of METHYL 8-BROMOOCTANOATE

There total 22 articles about METHYL 8-BROMOOCTANOATE 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: 100.0%

methanol (67-56-1) + 8-bromooctanoic acid (17696-11-6) → methyl 8-bromooctanoate (26825-92-3)

Guidance literature:

With sulfuric acid; Reflux; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b01287

Reference yield: 97.0%

8-bromooctanoic acid (17696-11-6) → methyl 8-bromooctanoate (26825-92-3)

Guidance literature:

With methanol; toluene-4-sulfonic acid; In benzene; for 48h; Reflux; Inert atmosphere;

DOI:10.1055/s-0029-1216883

Reference yield: 96.0%

C14H29BrO2Si + methanol (67-56-1) → methyl 8-bromooctanoate (26825-92-3)

Guidance literature:

C₁₄H₂₉BrO₂Si; methanol; carbon tetrabromide; at 20 ℃; for 0.5h; Irradiation;

at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2005.07.049

upstream raw materials:

diazomethane

8-bromooctanoic acid

azelaic monomethyl ester

8-hydroxyoctanoic acid methyl ester

Downstream raw materials:

14-methyl-hexadec-8c-enoic acid methyl ester

8-(2-Nitro-phenylselanyl)-octanoic acid methyl ester

8-bromooctanol

8-(6-Oxo-3,4-diphenyl-6H-pyridazin-1-yl)-octanoic acid methyl ester

Refernces

• 1、 Carballeira, Nestor M.,Pagan, Mayra. "Identification and total synthesis of a novel dimethylated fatty acid from the caribbean sponge Calyx podatypa". . p. 666 - 669. Retrieved 2000.
• 2、 Perlikowska, Wiesawa,Mikoajczyk, Marian. "A short synthesis of enantiomeric phytoprostanes b1 type i". . p. 2715 - 2718. Retrieved 2009.
• 3、 Kanazawa, Junichiro,Koyamada, Kenta,Miyamoto, Kazunori,Uchiyama, Masanobu,Watanabe, Ayumi. "Decarboxylative Bromination of Sterically Hindered Carboxylic Acids with Hypervalent Iodine(III) Reagents". supporting information. p. 1328 - 1334. Retrieved 2020/08/14.
• 4、 -. "Lipid nanoparticle formulations of non-viral capsid-free DNA vectors". Paragraph 0411; 0415-0416. . Retrieved 2020/09/26.