Sterculynic acid

Base Information

• Chemical Name: Sterculynic acid
• CAS No.: 18325-59-2
• Molecular Formula: C19H30O2
• Molecular Weight: 0
• Metabolomics Workbench ID: 1906
• Nikkaji Number: J14.247F
• Wikidata: Q27109915
• Mol file: 18325-59-2.mol

Synonyms:sterculynic acid;8,9-methyleneoctadec-8-en-17-ynoic acid;7-(2-non-8-yn-1-ylcycloprop-1-en-1-yl)heptanoic acid;7-(2-non-8-ynylcyclopropen-1-yl)heptanoic acid;CHEBI:26757;LMFA01140016;9,10-Mt 9c17a-18:2;8,9-methyleneoctadeca-8-en-17-ynoic acid;9,10-methylene-octadec-9-en-17-ynoic acid;2-(8-nonynyl)-1-cyclopropene-1-heptanoic acid;Q27109915

Chemical Property of Sterculynic acid

Chemical Property:

• PSA: 37.30000
• LogP: 3.13520
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 290.224580195
• Heavy Atom Count: 21
• Complexity: 384

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCCCCCCCC1=C(C1)CCCCCCC(=O)O

Technology Process of Sterculynic acid

There total 6 articles about Sterculynic 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:

1,ω-diiodoheptane (51526-03-5) → sterculynic acid (18325-59-2)

Guidance literature:

Multi-step reaction with 3 steps

1: BuLi, HMPA / Ambient temperature

2: EDA, / dimethylsulfoxide; tetrahydrofuran / 0 °C

3: aq. NaOH / dimethylsulfoxide

With diazoacetic acid ethyl ester; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)91664-2

Reference yield:

8-chloro-oct-1-yne (24088-97-9) → sterculynic acid (18325-59-2)

Guidance literature:

Multi-step reaction with 5 steps

1: HBr, Et₄N⁽¹⁺⁾Br^(1-)

2: aq. NaOH, cetrimide

3: BuLi, HMPA / Ambient temperature

4: EDA, / dimethylsulfoxide; tetrahydrofuran / 0 °C

5: aq. NaOH / dimethylsulfoxide

With diazoacetic acid ethyl ester; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; tetraethylammonium bromide; hydrogen bromide; cetyltrimethylammonim bromide; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)91664-2

Reference yield:

2-bromo-8-chlorooct-1-ene (141493-81-4) → sterculynic acid (18325-59-2)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. NaOH, cetrimide

2: BuLi, HMPA / Ambient temperature

3: EDA, / dimethylsulfoxide; tetrahydrofuran / 0 °C

4: aq. NaOH / dimethylsulfoxide

With diazoacetic acid ethyl ester; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; cetyltrimethylammonim bromide; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)91664-2

upstream raw materials:

sodium cyanide

1-(6-Chloro-hexyl)-2-non-8-ynyl-cyclopropene

1,ω-diiodoheptane

8-chloro-oct-1-yne