Decanoic acid tert-butyl ester

Base Information

• Chemical Name: Decanoic acid tert-butyl ester
• CAS No.: 16474-41-2
• Molecular Formula: C14H28 O2
• Molecular Weight: 228.375
• DSSTox Substance ID: DTXSID00167804
• Nikkaji Number: J1.158.567A
• Wikidata: Q83037278
• Mol file: 16474-41-2.mol

Synonyms:Decanoic acid tert-butyl ester;tert-butyl decanoate;16474-41-2;t-butyl decanoate;starbld0035688;SCHEMBL2918263;DTXSID00167804;IZUZIVIUDTZPFE-UHFFFAOYSA-N;AKOS014763159;nonane-1-carboxylic acid tertbutyl ester

Chemical Property of Decanoic acid tert-butyl ester

Chemical Property:

• Vapor Pressure: 0.0161mmHg at 25°C
• Boiling Point: 255.6°C at 760 mmHg
• Flash Point: 110.8°C
• Density: 0.867g/cm³
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 228.208930132
• Heavy Atom Count: 16
• Complexity: 180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC(=O)OC(C)(C)C

Technology Process of Decanoic acid tert-butyl ester

There total 11 articles about Decanoic acid tert-butyl ester 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: 93.0%

butyl magnesium bromide (693-04-9) + tert-butyl 6-bromohexanoate (65868-63-5) → tert-butyl decanoate (16474-41-2)

Guidance literature:

With buta-1,3-diene; nickel dichloride; In tetrahydrofuran; at -78 - 0 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.07.094

Reference yield: 81.0%

acetic acid tert-butyl ester (540-88-5) + nonyl alcohol (143-08-8) → tert-butyl decanoate (16474-41-2)

Guidance literature:

With C₁₅H₁₇ClIrNOP; potassium tert-butylate; In toluene; at 60 ℃; for 12h; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201410293

Reference yield: 78.0%

octanol (111-87-5) + acetic acid tert-butyl ester (540-88-5) → tert-butyl decanoate (16474-41-2)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; potassium tert-butylate; triphenylphosphine; In tert-butyl alcohol; at 100 ℃; for 15h; Inert atmosphere;

upstream raw materials:

acetic acid tert-butyl ester

1-Iodooctane

t-butyl lithioacetate

tert-butoxytrimethylsilane

Downstream raw materials:

1-decanoic acid

Refernces

• 1、 Rathke,M.W.,Lindert,A.. "-". . p. 2318 - 2320. Retrieved 1971.
• 2、 Iuchi, Yosuke,Obora, Yasushi,Ishii, Yasutaka. "Iridium-catalyzed α-alkylation of acetates with primary alcohols and diols". supporting information; experimental part. p. 2536 - 2537. Retrieved 2010/05/01.