36557-30-9

Basic information

• Product Name: 2,4-Dodecadienoic acid, 3,7,11-trimethyl-, ethyl ester
• CAS NO: 36557-30-9
• Molecular Formula: C17H30O2
• Mol File: 36557-30-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,4-Dodecadienoic acid, 3,7,11-trimethyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dodecadienoic acid, 3,7,11-trimethyl-, ethyl ester(36557-30-9)
• EPA Substance Registry System: 2,4-Dodecadienoic acid, 3,7,11-trimethyl-, ethyl ester(36557-30-9)

Safety Data

• Hazardous Substances Data: 36557-30-9(Hazardous Substances Data)

Upstream product

• 60018-13-5 3,7-dimethyl-1-octanal 
• 1609-47-8 diethyl dicarbonate 
• 107-82-4 i-pentyl bromide 
• 86414-36-0 (S)-(-)-2,6,10-dimethylnonanal 
• 909879-22-7 methyl (R)-5-bromo-4-methylpentanoate 
• 87187-92-6 4(S),8-dimethylnonan-1-ol 
• 141-97-9 ethyl acetoacetate 
• 1356399-81-9 C₁₁H₂₃BO₂ 
• 122135-84-6 ethyl (E)-3-(trifluoromethylsulfonyloxy)but-2-enoate 
• 1007833-75-1 C₁₁H₂₀ 
• 1356399-80-8 C₁₁H₂₂Br₂ 
• 65733-16-6 (S)-methoprene 
• 329327-50-6 ethyl (2E,4E)-11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate 
• 326926-00-5 2,6,10-trimethyl-1-undecen-4-ol 

Relevant articles and documents

Stereoselective synthesis of the insect growth regulator (S)-(+)-hydroprene through Suzuki-Miyaura cross-coupling

A stereoselective synthesis of the insect growth regulator (S)-(+)-hydroprene has been developed in seven steps with 50% overall yield starting from an easily available bromoester. Through using the Suzuki-Miyaura cross-coupling as the key Csp2-Csp2 bond forming step, high level of stereocontrol of the C2-C3 olefin is achieved.

A juvenile hormone analogs of the preparation method

The invention relates to the field of insecticides, and particularly relates to a preparation method of a juvenile hormone analogue (which comprises S-methoprene and S-hydroprene). The preparation method of the juvenile hormone analogues comprises the following steps of: A. adding (2E, 4E)-11-R-3,7,11-trimethyl-2,4-dodecadienoic acid (R is hydrogen or methoxyl) serving as raw material, an organic alkali catalyst and an organic solvent to a reaction vessel, and starting stirring; B. dropwise adding an organic solvent (the same as the organic solvent in the step A) solution of pyrocarbonate; C. after the addition is completed, reacting at 0-30 DEG C for 0-3 hours; D. adding water to stop reaction, and splitting phases of reaction liquid to obtain an organic phase; E. carrying out reduced pressure concentration and distillation to obtain a product, wherein the steps can also be carried out under the condition that the addition sequences of the pyrocarbonate and an organic strongly-alkaline catalyst are exchanged. The preparation method disclosed by the invention has the advantages of mild reaction condition, high product purity, high yield, environment-friendly and safe route and good industrial prospect.

Synthesis of S-(+)-hydroprene

A novel path to S-(+)-hydroprene (1) starting from the technical grade S-(+)-dihydromyrcene (2, e.e. > 50percent) is proposed.The latter was selectively transformed into S-3,7-dimethyloctanal (5) in three steps including hydroalumination.The reactions of 5 with allyl- or methallylmagnesium chloride followed, respectively, either by oxygenation in the presence of PdCl2/CuCl or by ozonolysis, afford S,E-6,10-dimethyl-3-undecen-2-one (7) which was treated with ethoxyethynylmagnesium bromide to give the title juvenile hormone analogue in ca. 23percent overall yield.