(2E,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid

Base Information

• Chemical Name: (2E,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid
• CAS No.: 10147-50-9
• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.354

Synonyms:(2E,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid

Chemical Property of (2E,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid

Chemical Property:

• Boiling Point: 388.4±25.0 °C(Predicted)
• Density: 1.008±0.06 g/cm3(Predicted)

Purity/Quality:

racemicJuvenilehormoneIIIacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Racemic Juvenile hormone III acid is an insect hormone and a toxin.

Technology Process of (2E,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid

There total 4 articles about (2E,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic 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: 88.0%

C(16)-juvenile hormone (24198-95-6,5299-11-6) → (2E,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid (10147-50-9)

Guidance literature:

C⁽¹⁶⁾-juvenile hormone; With water; sodium hydroxide; In methanol; at 40 ℃; for 6h;

With hydrogenchloride; In methanol; water; pH=3;

DOI:10.1080/14786411003752045

Reference yield:

10-bromo-11-hydroxyfarnesylic acid (626235-90-3) → (2E,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid (10147-50-9)

Guidance literature:

With sodium hydroxide; In water; N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

DOI:10.1139/v03-044

Reference yield:

(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienoic acid (462-11-3) → (2E,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid (10147-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / N-bromosuccinimide

2: NaOH / dimethylformamide; H₂O / 1.5 h / 20 °C

With sodium hydroxide; N-Bromosuccinimide; In water; N,N-dimethyl-formamide;

DOI:10.1139/v03-044

upstream raw materials:

10-bromo-11-hydroxyfarnesylic acid

(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienoic acid

Farnesal

C⁽¹⁶⁾-juvenile hormone

Downstream raw materials:

C⁽¹⁶⁾-juvenile hormone

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