Tsuzuic acid

Base Information

• Chemical Name: Tsuzuic acid
• CAS No.: 7089-44-3
• Molecular Formula: C14H26O2
• UNII: 63KG6H8BKZ
• Nikkaji Number: J1.539.674A
• Wikidata: Q76296939
• Metabolomics Workbench ID: 667
• Mol file: 7089-44-3.mol

Synonyms:Tsuzuic acid;4Z-tetradecenoic acid;cis-4-Tetradecenoic acid;(Z)-4-Tetradecenoic acid;63KG6H8BKZ;4-Tetradecenoic acid, (Z)-;Tetradec-4-enoic acid, (Z)-;UNII-63KG6H8BKZ;14:1(N-10);7089-44-3;4-tetradecenoic acid;C14:1n-10;(Z)-tetradec-4-enoic acid;Tsuduic acid;Tuduic acid;4-tetradecenoate;SCHEMBL371562;CHEBI:171746;LMFA01030247

Chemical Property of Tsuzuic acid

Chemical Property:

• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 226.193280068
• Heavy Atom Count: 16
• Complexity: 185

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC=CCCC(=O)O
• Isomeric SMILES: CCCCCCCCC/C=C\CCC(=O)O

Technology Process of Tsuzuic acid

There total 3 articles about Tsuzuic acid 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: 76.0%

caprinaldehyde (112-31-2) + (3-carboxypropyl)(triphenyl)phosphonium bromide (17857-14-6) → 4-Tetradecensaeure (7089-44-3,544-65-0)

Guidance literature:

(3-carboxypropyl)(triphenyl)phosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

caprinaldehyde; In tetrahydrofuran; at 20 ℃; for 3h; stereoselective reaction;

DOI:10.1016/j.bmc.2010.10.060

Reference yield:

β-Propiolactone (57-57-8) + nonylmagnesium bromide (39691-62-8) + acetylene (74-86-2,25067-58-7) → 4-Tetradecensaeure (7089-44-3,544-65-0)

Guidance literature:

With copper(l) iodide; Yield given. Multistep reaction;

DOI:10.1246/cl.1980.1123

Reference yield:

→ 4-Tetradecensaeure (7089-44-3,544-65-0)

Guidance literature:

Iodid 5 1) Natriummethoxid, DMF 2) Decanal, H2O (Verseif.);

upstream raw materials:

β-Propiolactone

nonylmagnesium bromide

acetylene

caprinaldehyde

Downstream raw materials:

tetradecen-(4c)-oic acid-⁽¹⁾-(4-bromo-phenacyl ester)

Refernces

• 1、 Fujisawa, Tamotsu,Sato, Toshio,Kawara, Tatsuo,Naruse, Kouichi. "ONE-POT SYNTHESIS OF (Z)-4-ALKENOIC ACIDS". . p. 1123 - 1124. Retrieved 2007/10/02.