Tert-butyl 11-bromoundecanoate

Base Information

• Chemical Name: Tert-butyl 11-bromoundecanoate
• CAS No.: 85216-74-6
• Molecular Formula: C15H29BrO2
• Molecular Weight: 321.298
• DSSTox Substance ID: DTXSID90454816
• Wikidata: Q82276574
• Mol file: 85216-74-6.mol

Synonyms:Tert-butyl 11-bromoundecanoate;85216-74-6;Undecanoic acid, 11-bromo-, 1,1-dimethylethyl ester;11-bromoundecanoic acid t-butyl ester;Tert-butyl11-bromoundecanoate;SCHEMBL491179;DTXSID90454816;DIESFLMSMKQGRI-UHFFFAOYSA-N;MFCD31727846;AT31631;11-bromoundecanoic acid tert-butyl ester;BS-44481;CS-0188449;EN300-396628;A1-15775

Chemical Property of Tert-butyl 11-bromoundecanoate

Chemical Property:

• PSA: 26.30000
• LogP: 5.23390
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 320.13509
• Heavy Atom Count: 18
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl-11-Bromoundecanoate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCCCCCCCCCBr

Technology Process of Tert-butyl 11-bromoundecanoate

There total 4 articles about Tert-butyl 11-bromoundecanoate 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: 90.0%

11-bromoundecanoic acid (2834-05-1) + isobutene (115-11-7,15220-85-6) → tert-butyl 11-bromo-undecanoate (85216-74-6)

Guidance literature:

With sulfuric acid; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1021/ma010290j

Reference yield: 87.0%

11-bromoundecanoic acid (2834-05-1) + trifluoroacetic anhydride (407-25-0) → tert-butyl 11-bromo-undecanoate (85216-74-6)

Guidance literature:

11-bromoundecanoic acid; trifluoroacetic anhydride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

With tert-butyl alcohol; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.electacta.2016.12.169

Reference yield: 60.0%

11-bromoundecanoic acid (2834-05-1) + tert-butyl alcohol (75-65-0) → tert-butyl 11-bromo-undecanoate (85216-74-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 48h;

upstream raw materials:

11-bromoundecanoyl chloride

tert-butyl alcohol

11-bromoundecanoic acid

isobutene

Downstream raw materials:

4'-(1-methyl-heptyloxy)-3'-nitro-biphenyl-4-carboxylic acid 4'-(10-tert-butoxycarbonyl-decyloxy)-biphenyl-4-yl ester

4''-[10-(tert-butyloxycarbonyl)decyloxy]phenyl 4-[4'-(2-(R)-octyloxy)-3'-nitrophenyl]benzoate

4''-[10-(hydroxycarbonyl)decyloxy]phenyl 4-[4'-(2-(R)-octyloxy)-3'-nitrophenyl]benzoate

tert-butyl 11-(4-hydroxy-phenyloxy)undecanoate

Refernces

• 1、 Orlandini, Guido,Groppi, Jessica,Secchi, Andrea,Arduini, Arturo,Kilburn, Jeremy D.. "Electrochemical Response of the Threading/de-threading Process of Calix[6]arene-based Pseudorotaxanes Anchored on Glassy Carbon Electrodes". . p. 391 - 400. Retrieved 2017.
• 2、 Busson,Oertegren,Ihre,Gedde,Hult,Andersson,Eriksson,Lindgren. "Preparation of mesogen-functionalized dendrimers for second-order nonlinear optics". . p. 1663 - 1671. Retrieved 2007/10/03.