Ethyl 8-bromooctanoate

Base Information

• Chemical Name: Ethyl 8-bromooctanoate
• CAS No.: 29823-21-0
• Molecular Formula: C10H19BrO2
• Molecular Weight: 251.164
• Hs Code.: 2915900090
• European Community (EC) Number: 608-417-5
• NSC Number: 100182
• DSSTox Substance ID: DTXSID10295187
• Nikkaji Number: J1.025.755G
• Wikidata: Q72473310
• Mol file: 29823-21-0.mol

Synonyms:Ethyl 8-bromooctanoate;29823-21-0;8-Bromooctanoic acid ethyl ester;Ethyl 8-bromoocatanoate;8-Bromo-octanoic acid ethyl ester;Octanoic acid, 8-bromo-, ethyl ester;Ethyl-8-bromooctanoate;8-Caprylic acid ethyl ester;8-bromocaprylic acid ethyl ester;MFCD00045057;Ethyl-8-bromoocatanoate;ETHYL omega-BROMOOCTANOATE;Ethyl8-bromooctanoate;ethyl 8-bromo-octanoate;Ethyl 8-bromooctanoate #;NCIOpen2_007067;SCHEMBL1065692;DTXSID10295187;8-Bromooctanoic acid, ethyl ester;CS-D1735;NSC100182;AKOS015836156;GS-3515;NSC 100182;NSC-100182;SY031617;AM20090396;FT-0621518;A19467;EN300-7380212;J-017660

Chemical Property of Ethyl 8-bromooctanoate

Chemical Property:

• Vapor Pressure: 0.00831mmHg at 25°C
• Refractive Index: 1.462
• Boiling Point: 267.1 °C at 760 mmHg
• Flash Point: 139.5 °C
• PSA: 26.30000
• Density: 1.194 g/cm³
• LogP: 3.28500
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 250.05684
• Heavy Atom Count: 13
• Complexity: 126

Purity/Quality:

98%, ^*data from raw suppliers

Ethyl8-Bromooctanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCCCCCBr
• Uses: Ethyl 8-bromooctanoate is a useful research reagent for organic synthesis and other chemical processes.

Technology Process of Ethyl 8-bromooctanoate

There total 2 articles about Ethyl 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: 25.0%

C7H13BrO3 (1373139-23-1) + ethyl acrylate (140-88-5,9003-32-1) → Ethyl 8-bromooctanoate (29823-21-0) + 1,10-dibromodecane (4101-68-2)

Guidance literature:

With 2,4,6-trimethyl-pyridine; bis(cyclopentadienyl)titanium dichloride; manganese; chloro-trimethyl-silane; In tetrahydrofuran; for 7h; Inert atmosphere;

DOI:10.1021/jo300344a

Reference yield:

7-bromo-hept-1-ene (4117-09-3) → Ethyl 8-bromooctanoate (29823-21-0) + 1,10-dibromodecane (4101-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ozone / dichloromethane / -78 °C

2: 2,4,6-trimethyl-pyridine; manganese; bis(cyclopentadienyl)titanium dichloride; chloro-trimethyl-silane / tetrahydrofuran / 7 h / Inert atmosphere

With 2,4,6-trimethyl-pyridine; bis(cyclopentadienyl)titanium dichloride; manganese; chloro-trimethyl-silane; ozone; In tetrahydrofuran; dichloromethane; 2: Michael-type addition;

DOI:10.1021/jo300344a

Reference yield: 96.0%

1-bromo-2-methyl-butane (10422-35-2,99032-67-4,534-00-9,5973-11-5) + Ethyl 8-bromooctanoate (29823-21-0) → ethyl 10-methyldodecanoate

Guidance literature:

1-bromo-2-methyl-butane; With iodine; magnesium; In tetrahydrofuran; at 30 ℃; for 3h; Inert atmosphere;

Ethyl 8-bromooctanoate; With copper(I) bromide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 10 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2020.131410

upstream raw materials:

C₇H₁₃BrO₃

ethyl acrylate

7-bromo-hept-1-ene

Downstream raw materials:

9-cyano-9,9-diphenyl-nonanoic acid

9-(o-Chlorbenzyl)-9-phenyl-10-oxoundecansaeure

2-Aethoxycarbonyl-2-phenyl-sebacinsaeure-diaethylester

8-(4-Benzyloxy-phenoxy)-octanoic acid ethyl ester

Refernces