Methyl 16-bromohexadecanoate

Base Information

• Chemical Name: Methyl 16-bromohexadecanoate
• CAS No.: 26825-89-8
• Molecular Formula: C17H33BrO2
• Molecular Weight: 349.352
• Hs Code.: 2915907098
• European Community (EC) Number: 626-880-1
• DSSTox Substance ID: DTXSID20371628
• Wikidata: Q82159022
• Mol file: 26825-89-8.mol

Synonyms:Methyl 16-bromohexadecanoate;26825-89-8;METHYL16-BROMOHEXADECANOATE;Hexadecanoic acid, 16-bromo-, methyl ester;16-BROMOHEXADECANECARBOXYLIC ACID METHYL ESTER;16-bromohexadecanoic acid methyl ester;16-Bromo-hexadecanecarboxylic acid methyl ester;16-Bromo-hexadecanoic acid methyl ester;SCHEMBL1285241;DTXSID20371628;ZYTQDEJMRYPSHE-UHFFFAOYSA-N;BBA82589;Methyl 16-bromohexadecanoate, 97%;16-bromohexadecanoic acid methylester;MFCD00040769;AKOS005254954;AS-44272;Hexadecanoic acid,16-bromo-,methyl ester;CS-0129058;FT-0744330;A818620;J-016562

Chemical Property of Methyl 16-bromohexadecanoate

Chemical Property:

• Vapor Pressure: 3.99E-06mmHg at 25°C
• Melting Point: 30-32 ºC
• Refractive Index: 1.466
• Boiling Point: 384.8 °C at 760 mmHg
• Flash Point: 204.5 °C
• PSA: 26.30000
• Density: 1.072 g/cm³
• LogP: 6.01570
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 348.16639
• Heavy Atom Count: 20
• Complexity: 207

Purity/Quality:

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

Methyl 16-bromohexadecanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCCCCCCCCCBr
• Uses: Omega-functionalized long chain protected carboxylic acid. Utility: building block for self-assembled monolayer molecules.

Technology Process of Methyl 16-bromohexadecanoate

There total 2 articles about Methyl 16-bromohexadecanoate 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:

8-bromooctanoic acid (17696-11-6) + sebacic acid mono methyl ester (818-88-2) → 1,14-dibromotetradecane (37688-96-3) + dimethyl sebacate (106-79-6) + methyl 16-bromohexadecanoate (26825-89-8) + dimethyl 1,18-octadecanedioate (1472-93-1)

Guidance literature:

With sodium; In methanol; at 40 - 50 ℃; for 40h; (electrolysis);

DOI:10.1139/v64-270

Reference yield:

adipic acid monomethyl ester (627-91-8) + 12-bromododecanoic acid (73367-80-3) → 1,22-dibromodocosane (34540-49-3) + dimethyl sebacate (106-79-6) + methyl 16-bromohexadecanoate (26825-89-8)

Guidance literature:

With sodium; In methanol; at 50 - 54 ℃; for 21h; (electrolysis);

DOI:10.1139/v64-270

Reference yield: 90.0%

methyl 16-bromohexadecanoate (26825-89-8) + combrestatin A4 (117048-62-1,117048-59-6) → methyl (Z)-16-[2-methoxy-5-(3,4,5-trimethoxystyryl)phenoxy]hexadecanoate

Guidance literature:

combrestatin A₄; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere; Darkness;

methyl 16-bromohexadecanoate; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.201301725

upstream raw materials:

8-bromooctanoic acid

sebacic acid mono methyl ester

adipic acid monomethyl ester

12-bromododecanoic acid

Downstream raw materials:

ethyl 4-<(15-carbomethoxypentadecyl)amino>benzoate

16-(2-hexyl-5-hydroxyphenoxy)hexadecanoic acid methyl ester

16-(4-hexyl-3-hydroxyphenoxy)hexadecanoic acid methyl ester

16-(3-hydroxyphenoxy)hexadecanoic acid methyl ester