Methyl tridec-12-enoate

Base Information

• Chemical Name: Methyl tridec-12-enoate
• CAS No.: 29780-00-5
• Molecular Formula: C14H26 O2
• Molecular Weight: 226.359
• NSC Number: 159260
• DSSTox Substance ID: DTXSID50303598
• Wikidata: Q82048961
• Mol file: 29780-00-5.mol

Synonyms:methyl tridec-12-enoate;29780-00-5;DELTA 12 CIS TRIDECENOIC ACID METHYL ESTER;NSC159260;methyl 12-tridecenoate;SCHEMBL3034063;DTXSID50303598;NSC-159260

Chemical Property of Methyl tridec-12-enoate

Chemical Property:

• Vapor Pressure: 0.00406mmHg at 25°C
• Melting Point: -22.4°C (estimate)
• Refractive Index: 1.4438
• Boiling Point: 279.3°C at 760 mmHg
• Flash Point: 116.1°C
• PSA: 26.30000
• Density: 0.876g/cm³
• LogP: 4.24640
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 226.193280068
• Heavy Atom Count: 16
• Complexity: 176

Purity/Quality:

99%, ^*data from raw suppliers

12-CIS-TRIDECENOIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCCCCC=C

Technology Process of Methyl tridec-12-enoate

There total 10 articles about Methyl tridec-12-enoate 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: 80.0%

13-(2-Nitro-phenylselanyl)-tridecanoic acid methyl ester (108545-37-5) → methyl 12-tridecenoate (29780-00-5)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; for 24h;

DOI:10.1246/bcsj.59.3535

Reference yield: 71.0%

methanol (67-56-1) + 2-Dodec-11-enyl-4,4-dimethyl-4,5-dihydro-oxazole → methyl 12-tridecenoate (29780-00-5)

Guidance literature:

With sulfuric acid; for 18h; Heating;

DOI:10.1016/0968-0896(96)00023-5

Reference yield:

1,13-tridecanediol (13362-52-2) → methyl 12-tridecenoate (29780-00-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 48 percent HBr, concd. H₂SO₄; 2.) KMnO₄ / 1.) 3 h, reflux; 2.) 20percent H₂SO₄, 15-20 deg C

3: 75 percent / NaBH₄ / ethanol / 13 h / Ambient temperature

4: 80 percent / aq. H₂O₂ / tetrahydrofuran / 24 h

With sodium tetrahydroborate; potassium permanganate; sulfuric acid; hydrogen bromide; dihydrogen peroxide; In tetrahydrofuran; ethanol;

DOI:10.1246/bcsj.59.3535

upstream raw materials:

10-undecenoic acid

13-(2-Nitro-phenylselanyl)-tridecanoic acid methyl ester

methanol

1-iodo-10-undecene

Downstream raw materials:

ω-tridecyn-1-oic acid

12-tridecynoic acid methyl ester

tridecan-1-ol

trans-Vaccenic acid

Refernces

• 1、 Nakatani,Fukunaga,Haraguchi,et al.. "Synthesis and biological activities of acetylenic fatty acids and their esters". . p. 3535 - 3539. Retrieved 2007/10/02.