8-[(2R)-2-(octa-5,6-dien-4-yl)oxiran-2-yl]octanoic acid

Base Information

• Chemical Name: 8-[(2R)-2-(octa-5,6-dien-4-yl)oxiran-2-yl]octanoic acid
• CAS No.: 36747-82-7
• Molecular Formula: C₁₈H₃₀O₃
• Molecular Weight: 294.434
• Mol file: 36747-82-7.mol

Synonyms:Oxiraneoctanoicacid, 3-(2,5-octadienyl)-, [2a,3a(2Z,5Z)]-; Oxiraneoctanoic acid,3-(2Z,5Z)-2,5-octadienyl-, (2R,3S)-rel- (9CI)

Chemical Property of 8-[(2R)-2-(octa-5,6-dien-4-yl)oxiran-2-yl]octanoic acid

Chemical Property:

• Vapor Pressure: 2.73E-08mmHg at 25°C
• Boiling Point: 421.6°Cat760mmHg
• Flash Point: 142.5°C
• Density: 0.978g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-[(2R)-2-(octa-5,6-dien-4-yl)oxiran-2-yl]octanoic acid

There total 4 articles about 8-[(2R)-2-(octa-5,6-dien-4-yl)oxiran-2-yl]octanoic 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:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → 12,13-Epoxylinolenic acid (349112-29-4,100019-37-2,88159-18-6) + 9(10)-epoxy-10,12(Z),15(Z)-octadecatrienoic acid (868281-09-8,36747-82-7) + 15,16-cis-epoxy-octadeca-9Z,12Z-dienoic acid (64044-08-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 0.5h;

DOI:10.1007/s11745-017-4271-0

Reference yield:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → (Z)-11-[(2S,3R)-((Z)-3-Pent-2-enyl)-oxiranyl]-undec-9-enoic acid (88159-18-6) + 8-[(2S,3R)-((2Z,5Z)-3-Octa-2,5-dienyl)-oxiranyl]-octanoic acid (36747-82-7) + 15,16-cis-epoxy-octadeca-9Z,12Z-dienoic acid (64044-08-2)

Guidance literature:

With borate buffer; iodosylbenzene; dimethyldipalmitoylammonium bromide; FeTP(C₁₆)PCl; In chloroform; at 34 ℃; for 3h; pH=9.14; Title compound not separated from byproducts;

DOI:10.1246/cl.2002.162

Reference yield:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → 12,13-Epoxylinolenic acid (349112-29-4,100019-37-2,88159-18-6) + 15-16-monoepoxyoctadeca-9,12-dieneoic acid (710296-22-3,64044-08-2) + 9(10)-epoxy-10,12(Z),15(Z)-octadecatrienoic acid (868281-09-8,36747-82-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid;

DOI:10.1246/cl.1984.409

upstream raw materials:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

Refernces

• 1、 Teder, Tarvi,Boeglin, William E.,Brash, Alan R.. "Oxidation of C18 Hydroxy-Polyunsaturated Fatty Acids to Epoxide or Ketone by Catalase-Related Hemoproteins Activated with Iodosylbenzene". . p. 587 - 597. Retrieved 2017/06/30.
• 2、 Kato, Tadahiro,Yamaguchi, Yoshihiro,Hirano, Takumi,Yokoyama, Toshiro,Uyehara, Tadao,et al.. "UNSATURATED HYDROXY FATTY ACIDS, THE SELF DEFENSIVE SUBSTANCES IN RICE PLANT AGAINST RICE BLAST DISEASE". . p. 409 - 412. Retrieved 2007/10/02.